DE4213338A1 - Treatment of impotence - Google Patents

Abstract

Treatment of erectile dysfunction comprises admin. of sydnonime of formula (I) or salt. In (I), R1 is -NR4R5; 2-R6-1-piperidinyl; N-R6-N-(1,1-dioxo-tetrahydrothiophen-3-yl)-amino; or a gp. of the formula (a) or (b); A is H; COOH; or 2,2-dialkyl, 2,6-dialkyl or 2,2,6,6-tetraalkyl substitution; R2 is H; hal; alkyl opt. substd. by Ar, ArO, ArS, alkoxy, alkylthio or alkenylthio; or cycloalkyl; R3 is H; -NO; -SO2R8; or -COR7; R4 is alkyl; alkenyl; cycloalkyl; bi- or tricycloalkyl; alkyl-X-alkyl; aralkyl opt. substd. by alkyl or hal; 1,1-dioxo-tetrahydrothiophen-3-yl; or a heterocyclic gp. bonded via an alkylene chain; R5 is H or R4; R6 is alkyl; R7 is Ar opt. mono-, di- or tri-substd. by hal, alkyl and/or alkoxy and/or opt. mono- or di-substd. by NO2; arylalkenyl; tricycloalkyl; bi- or tricycloalkoxy; ArO; alkoxycarbonyl; pyridyl; pyrrolyl; imidazolyl; pyrazolyl; pyrazinyl; pyrimidinyl; pyridazinyl; OR2; or R2; R8 is alkyl; Ar opt. substd. by alkyl or hal; or dialkylamino; X is NR4; NSO2R8; NCO2alkyl; S(O)n; O; (CH2)m; or a single bond; n is 0-2; and m is 1-3; cpds. (I) where X is O and R2 and R3 are H are excluded.

Description

The invention relates to the use of sydnonimines in the Treatment of erectile dysfunctions.

About 5% of men in their 40s and 20% in their 60s suffer from erectile dysfunction. By losing the Potency becomes the physical, mental and social Self-image of the man, especially the young man, shocked. Patients with chronic erectile dysfunction are unsettled in your sexuality and personality and to be regarded as sick.

For the treatment of mainly up to the seventies Psychological causes were attributed to erectile dysfunction in addition to psychotherapy or testosterone Aphrodisiacs of controversial value used. Only through that Research into the physiology of the erection process has been done found that organic in more than 60% of patients Causes which cause erectile dysfunction, being autonomous Efferences from the parasympathetic part of the sacral marrow, Neurotransmitters, dilation of the penile arteries, relaxation of the cavernous spaces and constriction of the veins play a role. Vascular factors are the cause in over 70% of cases involved, such as pathological or arterial blood supplies abnormally increased venous drainage from the cavernous spaces. About 20% of neurogenic disorders are involved.

Oral therapy with these organically related dysfunctions vasoactive substances such as yohimbine, phenoxybenzamine, Terbutaline, Bethanechol, Levodopa, Verapamil or Theophyllin proved unsuccessful. In addition to using Prosthetic implantation or revascularization surgery an intracavernous injection of papaverine (Virag, Lancet, 2, 938, 1982), the α-receptor blocker phenoxybenzamine (Brindley, Br. J. Psychiatr., 143, 332, 1983) and one Combination of papaverine and the α-receptor blocker Phentolamine (Stief, Urologist A, 25, 63, 1986) as successful.  

The latter therapy method can be used independently by the patient perform and is also called erectile tissue Auto Injection Therapy (SKAT).

A disadvantage, however, turned out to be partially undesirable prolonged erection with the risk of priapism at the Use of papaverine, unwanted painfulness the use of phenoxybenzamine as well as a possible one Cancerogenicity of this compound.

In animal experiments (cynomolgus), 1-2 Intra-cavernous papaverine injections weekly for 12 months extensive fibrosis of large parts of the erectile tissue found what is extremely negative in humans Long-term results would result from fibroization of the cavernous body can no longer be erected.

The use of acetylcholine is associated with strong systemic side effects if the erection is short-lived and the injection of prostaglandin E ₁ is rejected by the patient due to excessive pain.

The object of the invention was therefore to develop and manufacture of drugs for the treatment of neurogenic, arterial, neurotransmitter, myopathic, venous or psychogenic erectile dysfunction in mammals, preferred in humans without the side effects mentioned.

Surprisingly, it has now been found that the intracavernous Injection of sydnonimines of formula I,

wherein
R ^{1 is} hydrogen, C ₁ -C ₅ alkyl or halogen
R ^{2 is} hydrogen, -NO, -COR ₄ or SO ₂ -R ⁵ ,
R ^{3 is} one of the residues,

mean, where A is oxygen or one of the groups
<S (O) _m , <NR ¹¹ , <N-COOR ⁸ or <N-SO ₂ R ⁹ and
m for 0, 1 or 2 and
n stands for 2, 3, 4 or 5,
R ^{4 is} hydrogen, an aliphatic radical with 1 to 6 C atoms, which can also be substituted by alkoxy 1 to 6 C atoms or aryloxy with 6 to 12 C atoms, a cycloaliphatic radical with 7 to 14 C atoms, one tricycloaliphatic radical with 7 to 16 carbon atoms, aryl with 6 to 12 carbon atoms, which is also mono-, di- by halogen and / or alkyl with 1 to 4 carbon atoms and / or alkoxy with 1 to 4 carbon atoms or can be trisubstituted, aralkyl or aralkenyl with 7 to 13 carbon atoms, alkoxy with 1 to 6 carbon atoms, cycloalkoxy with 5 to 8 carbon atoms, bicycloalkoxy with 7 to 12 carbon atoms, tricycloalkoxy with 7 to 16 carbon atoms Atoms, aryloxy with 6 to 12 carbon atoms, pyridyl, pyrrolyl, imidazolyl, pyrazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, alkoxycarbonyl with a total of 2 to 7 carbon atoms,
R ^{5 is} alkyl having 1 to 6 carbon atoms, aryl having 6 to 12 carbon atoms, which can also be substituted by methyl or halogen, or a dialkylamino group having 1 to 4 carbon atoms in each of the alkyl radicals,
R ⁶ and R ⁷ independently of one another alkyl with 1 to 6 C atoms, alkenyl with 3 to 6 C atoms, cycloalkyl with 5 to 8 C atoms, bicycloalkyl with 7 to 14 C atoms, tricycloalkyl with 7 to 16 C atoms Atoms, aralkyl having 7 to 9 carbon atoms, where the aralkyl group can be substituted by methyl or halogen, or a heterocyclic ring bonded via an alkylene chain to the nitrogen atom of the 3-amino group and
R ⁶ additionally hydrogen and
R ^{7 is} additionally a radical of the formula

can be,
R ⁸ alkyl with 1 to 4 carbon atoms,
R ^{9 is} alkyl having 1 to 6 carbon atoms, aryl having 6 to 12 carbon atoms, which can also be substituted by methyl or halogen, or a dialkylamino group having 1 to 4 carbon atoms in each of the alkyl radicals,
R ¹⁰ alkyl with 1 to 4 carbon atoms and
R ^{11 is} alkyl with 1 to 6 carbon atoms,
and their pharmacologically acceptable salts,
lead to an erection with complete rigidity.

The invention therefore relates to the use of Sydnonimines of the general formula I for the preparation of Medicines used to treat erectile dysfunction  erectile dysfunction in mammals and humans the Sydnonoimine of the general formula I with the exception of 3-morpholinosydnonimine.

These are examples of the usability according to the invention called the following connections:
3- (2,6-dimethyl-1-piperidinyl) sydnonimine;
N - ((Butoxyacetyl) oxy) -3- (3,3-dimethyl-4-thiomorpholinyl) - sydnonimin;
N- (butoxycarbonyl) -3- (3,3-dimethyl-4-thiomorpholinyl) - sydnonimin;
3- (3,3-dimethyl-4-thiomorpholinyl) -N- (methoxycarbonyl) - sydnonimin;
3- (3,3-dimethyl-4-thiomorpholinyl) -N- (ethoxycarbonyl) - sydnonimin;
3- (3,3-dimethyl-4-thiomorpholinyl) -N- (4-methoxybenzoyl) - sydnonimin;
3- (3,3-dimethyl-4-thiomorpholinyl) sydnonimine;
N- (cyclohexylcarbonyl) -3- (3,3-dimethyl-4-thiomorpholinyl) - sydnonimin;
3- (3,3-dimethyl-4-thiomorpholinyl) -N- (4-methoxybenzoyl) - sydnonimin;
3- (3,3-dimethyl-4-thiomorpholinyl) -N- (ethoxycarbonyl) - sydnonimin;
3- (3,3-dimethyl-4-thiomorpholinyl) sydnonimine;
N-benzoyl-3- (2,6-dimethyl1-piperidinyl) -4- (2-phenylethyl) - sydnonimin;
3- (2,6-dimethyl-1-piperidinyl) -4- (2-phenylethyl) sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -N- (ethoxycarbonyl) -4- (phenylmethyl) sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -4- (phenylmethyl) -sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -4- (1-methylethyl) -sydnonimine;
N-benzoyl-3- (2,6-dimethyl-1-piperidinyl) -4-hexyl-sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -4-hexyl-sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -N- (ethoxycarbonyl) -4-methyl- sydnonimin;
3- (2,6-dimethyl-1-piperidinyl) -4-methyl-sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -N- (4-methoxybenzoyl) -sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -4- (phenoxymethyl) sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -4 - (((phenylmethyl) thio) methyl) -  sydnonimin;
3- (2,6-dimethyl-1-piperidinyl) -N- (ethoxycarbonyl) -4- ((phenylmethoxy) methyl) -sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -4 - ((phenylmethoxy) methyl) - sydnonimin;
4- (1-methyl-2 - ((phenylmethyl) thio) ethyl) -3- (4-morpholino) sydnonimin;
3- (2,6-dimethyl-1-piperidinyl) -N- (4-methoxybenzoyl) -4- (((phenylmethyl) thio) methyl) -sydnonimine;
N-benzoyl-3- (2,6-dimethyl-1-piperidinyl) -4- (((phenylmethyl) thio) methyl) -sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) tetra-N- (ethoxycarbonyl) -4- (((phenylmethyl) thio) methyl) -sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -4 - (((phenylmethyl) thio) methyl) - sydnonimin;
3- (4-morpholinyl) -4 - (((phenylmethyl) thio) methyl) -sydnonimine; N-benzoyl-3- (2,6-dimethyl-1-piperidinyl) -4- ((phenylthio) methyl) -sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -4 - ((phenylthio) methyl) - sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -4 - ((2-propenylthio) methyl) - sydnonimin;
N-benzoyl-3- (2,6-dimethyl-1-piperidinyl) -4 - ((ethylthio) methyl) - sydnonimin;
3- (2,6-dimethyl-1-piperidinyl) -N- (ethoxycarbonyl) -4- ((ethylthio) methyl) -sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) -4 - ((ethylthio) methyl) - sydnonimin;
3- (cyclohexyl (1,1-dimethylethyl) amino) -sydnonimine;
3- (tricyclo (3.3.1.13,7) dec-1-ylamino) -sydnonimine;
N- (ethoxycarbonyl) -3 - ((2-hydroxycyclohexyl) amino) -sydnonimine;
N- (4-chlorobenzoyl) -3 - ((2-hydroxycyclohexyl) amino) -sydnonimine;
N- (cyclohexylcarbonyl) -3 - ((2-hydroxycyclohexyl) amino) - sydnonimin;
N-benzoyl-3 - ((2-hydroxycyclohexyl) amino) -sydnonimine;
3 - ((2-Hydroxycyclohexyl) amino) -sydnonimine;
3- (cyclohexylamino) -sydnonimine;
N- (ethoxycarbonyl) -3- (ethylamino) -sydnonimine;
3- (ethylamino) -sydnonimine;
3 - ((2-Hydroxyethyl) amino) -sydnonimine;
 3- (2,2-dimethyl-1-pyrrolidinyl) sydnonimine;
3- (2,2-dimethyl-4- (1-methylethyl) -1-piperazinyl) -N- (2-methyl-1- oxopropyl) -sydnonimine;
N- (cyclohexylcarbonyl) -3- (2,2-dimethyl-4-morpholinyl) - sydnonimin;
3- (2,2-dimethyl-1-piperidinyl) -N- (ethoxycarbonyl) -sydnonimine;
N-acetyl-3- (2,2-dimethyl-1-piperidinyl) sydnonimine;
3- (4-chlorobenzoyl) -sydnonimine;
3- (2,2-dimethyl-4- (1-methylethyl) -1-piperazinyl) sydnonimine;
3- (2,2-dimethyl-1-piperidinyl) sydnonimine;
3- (3,3-dimethyl-4-morpholinyl) -sydnonimine;
3 - ((2- (bis (1-methylethyl) amino) ethyl) (1,1-dimethylethyl) amino) - N- (2,2-dimethyl-1-oxopropyl) -sydnonimine;
N-acetyl-3 - ((2- (dimethylamino) ethyl) (1,1-dimethylethyl) amino) - sydnonimin;
N- (cyclohexylcarbonyl) -3 - ((1,1-dimethylethyl) (2- (1- methylethoxy) ethyl) amino) -sydnonimine;
N-Benzoyl-3 - ((1,1-dimethylethyl) (2-methoxyethyl) amino) - sydnonimin;
3 - ((1,1-dimethylethyl) (2- (4-morpholinyl) ethyl) amino) - sydnonimin;
3 - ((2- (bis (1-methylethyl) amino) ethyl) (1,1-dimethylethyl) amino) - sydnonimin;
3 - ((2- (dimethylamino) ethyl) (1,1-dimethylethyl) amino) - sydnonimin;
3 - ((1,1-dimethylethyl) (2- (1-methylethoxy) ethyl) amino) - sydnonimin;
3 - ((1,1-dimethylethyl) (2-methoxyethyl) amino) -sydnonimine;
3 - ((1,1-dimethylethyl) (2-hydroxyethyl) amino) -N- (ethoxycarbonyl) -sydnonimine;
3 - ((1,1-dimethylethyl) (2-hydroxyethyl) amino) -sydnonimine;
3- (4-ethoxyphenyl) -sydnonimine;
3- (2,6-dimethyl-1-piperidinyl) sydnonimine;
N- (ethoxycarbonyl) -3- (2,2,6,6-tetramethyl-1-piperidinyl) - sydnonimin;
3- (2,2,6,6-tetramethyl-1-piperidinyl) sydnonimine;
4-benzoyl-3 - ((phenylmethyl) amino) -sydnonimine;
N- (ethoxycarbonyl) -3- (4-morpholinyl) -sydnonimine;
3- (4- (ethoxycarbonyl) -1-piperazinyl) -sydnonimine;
N - ((2-propenylthio) acetyl) -3- (1-pyrrolidinyl) -sydnonimine;
 3- (1-piperidinyl) -N - ((2-propenylthio) acetyl) -sydnonimine;
3- (dimethylamino) -N - ((2-propenylthio) acetyl) -sydnonimine;
3- (methyl (tetrahydro-3-thienyl) amino) -N - ((2- propenylthio) acetyl) -sydnonimine;
N - ((2-propenylthio) acetyl) -3- (4-thiomorpholinyl) -sydnonimine;
3- (4 - ((Dimethylamino) sulfonyl) -1-piperazinyl) -N - ((2- propenylthio) acetyl) -sydnonimine;
3- (4- (methylsulfonyl) -1-piperazinyl) -N - ((2- propenylthio) acetyl) -sydnonimine;
3- (4- (ethoxycarbonyl) -1-piperazinyl) -N - ((2- propenylthio) acetyl) -sydnonimine;
3- (4-morpholinyl) -N - ((2-propenylthio) acetyl) -sydnonimine;
3-methyl-4- (1-methylethyl) -sydnonimine;
N - (((4 - ((2- (diethylamino) ethoxy) carbonyl) phenyl) amino) - carbonyl) -3- (1-methyl-2-phenylethyl) sydnonimine;
N - (((4-aminophenyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
3- (1-methyl-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (1-methyl-2-phenylethyl) -N - (((4-sulfophenyl) amino) carbonyl) - sydnonimin;
N - (((4-chloro-3-hydroxyphenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
3- (1-methyl-2-phenylethyl) -N - (((4-nitrophenyl) amino) carbonyl) - sydnonimin;
N - (((3-chloro-4-methylphenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
3- (1-methyl-2-phenylethyl) -N - (((2,4,6-trimethylphenyl) amino) - carbonyl) -sydnonimine;
N - (((2,6-dimethylphenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((2-methylphenyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
N-1,3,2-dioxaphospholan-2-yl-3- (1-methyl-2-phenylethyl) - sydnonimin;
4- (4-chlorophenyl) -3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl- 1H-pyrazol-4-yl) -sydnonimine;
4- (2-chlorophenyl) -3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl- 1H-pyrazol-4-yl) -sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4-  (1-methylethyl) -sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4- (2-phenylethenyl) -sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4- (2-furanyl) -sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -3- (4-methoxyphenyl) -sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4- (4-nitrophenyl) -sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4- (3-nitrophenyl) -sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4- (4- (dimethylamino) phenyl) -sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4- (4-hydroxy-3-methoxyphenyl) -sydnonimine;
4- (3,5-dibromo-2-hydroxyphenyl) -3- (2,3-dihydro-1,5-dimethyl-3- oxo-2-phenyl-1H-pyrazol-4-yl) -sydnonimine;
4- (3-bromo-2-hydroxyphenyl) -3- (2,3-dihydro-1,5-dimethyl-3-oxo-2- phenyl-1H-pyrazol-4-yl) -sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4- (4-hydroxyphenyl) -sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4- (3-hydroxyphenyl) sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4- (2-hydroxyphenyl) sydnonimine;
3- (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl) -4- phenyl-sydnonimine;
N- (dichlorophosphinothioyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
3- (methyl (tetrahydro-3-thienyl) amino) -sydnonimine;
3- (4- (Ethoxycarbonyl) -1-piperazinyl) -N - ((2,6,6,7,7- pentamethylbicyclo (3.1.1) hept-3-yl) carbonyl) -sydnonimine;
N- (3-chlorobenzoyl) -3- (4-morpholinyl) -sydnonimine;
N - ((Cyclohexyloxy) carbonyl) -3- (4-morpholinyl) -sydnonimine;
N-acetyl-3- (methyl (tetrahydro-3-thienyl) amino) -sydnonimine;
N-acetyl-3- (bis (2-hydroxyethyl) amino) -sydnonimine;
3- (bis (2-hydroxyethyl) amino) -N - ((phenylmethoxy) carbonyl) - sydnonimin;
3- (dimethylamino) -N - (((5-methyl-2- (1-methylethyl) cyclohexyl) oxy) carbonyl) -sydnonimine;
 N- (3-methyl-1-oxopentyl) -3- (1-piperidinyl) sydnonimine;
3- (dimethylamino) -N - ((2-methylbutoxy) carbonyl) -sydnonimine;
N - (((5-methyl-2- (1-methylethyl) cyclohexyl) oxy) carbonyl) -3- (1- piperidinyl) -sydnonimine;
3- (methyl (tetrahydro-3-thienyl) amino) N - (((1,7,7- trimethylbicyclo (2.2.1) hept-2-yl) oxy) carbonyl) -sydnonimine;
N- (2-methoxy-1-oxopropyl) -3- (4-morpholinyl) -sydnonimine;
N - ((acetyloxy) phenylacetyl) -3- (4- (ethoxycarbonyl) -1- piperazinyl) -sydnonimine;
N - ((acetyloxy) phenylacetyl) -3- (4-morpholinyl) -sydnonimine;
N- (2-methoxy-1-oxopropyl) -3- (4- (methylsulfonyl) -1-piperazinyl) - sydnonimin;
3- (4- (ethoxycarbonyl) -1-piperazinyl) -N- (2-methoxy-1-oxopropyl) - sydnonimin;
N - (((2,2-Dimethyl-1,3-dioxolan-4-yl) methoxy) carbonyl) -3- (4- (ethoxycarbonyl) -1-piperazinyl) -sydnonimine;
3- (4- (Ethoxycarbonyl) -1-piperazinyl) -N - (((1,7,7- trimethylbicyclo (2.2.1) hept-2-yl) oxy) carbonyl) -sydnonimine;
3- (4- (Ethoxycarbonyl) -1-piperazinyl) -N - (((2,6,6- trimethylbicyclo (3.1.1) hept-3-yl) oxy) carbonyl) -sydnonimine;
3- (4- (Ethoxycarbonyl) -1-piperazinyl) -N - (((5-methyl-2- (1- methylethyl) cyclohexyl) oxy) carbonyl) -sydnonimine;
3- (4- (ethoxycarbonyl) -1-piperazinyl) -N - ((2-ethoxy-1-methyl-2- oxoethoxy) carbonyl) -sydnonimine;
3- (4- (ethoxycarbonyl) -1-piperazinyl) -N - ((2- methylbutoxy) carbonyl) -sydnonimine;
3- (4-Morpholinyl) -N - (((2,6,6-trimethylbicyclo (3.1.1) hept-3- yl) oxy) carbonyl) -sydnonimine;
3- (4-morpholinyl) -N - (((1,7,7-trimethylbicyclo (2.2.1) hept-2- yl) oxy) carbonyl) -sydnonimine;
N - (((5-methyl-2- (1-methylethyl) cyclohexyl) oxy) carbonyl) -3- (4- morpholinyl) -sydnonimine;
N - ((2-ethoxy-1-methyl-2-oxoethoxy) carbonyl) -3- (4-morpholinyl) - sydnonimin;
N - ((2-methylbutoxy) carbonyl) -3- (4-morpholinyl) -sydnonimine;
3- (4- (Methylsulfonyl) -1-piperazinyl) -N - (((2,6,6- trimethylbicyclo (3.1.1) hept-3-yl) oxy) carbonyl) -sydnonimine;
N - (((5-methyl-2- (1-methylethyl) cyclohexyl) oxy) carbonyl) -3- (4- (methylsulfonyl) -1-piperazinyl) -sydnonimine;
N - (((2,2-Dimethyl-1,3-dioxolan-4-yl) methoxy) carbonyl) -3- (4-  morpholinyl) -sydnonimine;
3- (4- (ethoxycarbonyl) -1-piperazinyl) -N- (2-methoxy-1-oxopropyl) - sydnonimin;
N - ((2-methylbutoxy) carbonyl) -3- (4- (methylsulfonyl) -1- piperazinyl) -sydnonimine;
3- (bis (2-hydroxyethyl) amino) -N- (ethoxycarbonyl) -sydnonimine;
N- (4-methyl-1,3,2-dioxaphosphorinan-2-yl) -3- (1-methyl-2- phenylethyl) sydnonimine;
4- (3-nitrophenyl) -3- (phenylmethyl) -sydnonimine;
4- (4- (bis (2-chloroethyl) amino) phenyl) -3-phenyl-sydnonimine;
3- (4 - ((Diethylamino) sulfonyl) phenyl) -sydnonimine;
3- (4- (1-pyrrolidinylsulfonyl) phenyl) -sydnonimine;
3- (4- (1-piperidinylsulfonyl) phenyl) -sydnonimine;
3- (4- (4-morpholinylsulfonyl) phenyl) -sydnonimine;
3- (4 - ((Ethylphenylamino) sulfonyl) phenyl) -sydnonimine;
3- (4 - ((Methylphenylamino) sulfonyl) phenyl) -sydnonimine;
3- (3-oxa-9-azabicyclo (3.3.1) non-9-yl) -sydnonimine;
3- (3-oxa-8-azabicyclo (3.2.1) oct-8-yl) -sydnonimine;
3- (2 - ((3-Pyridinylcarbonyl) amino) ethyl) -sydnonimine; N- (ethoxycarbonyl) -3- (3-oxa-9-azabicyclo (3.3.1) non-9-yl) - sydnonimin;
N- (ethoxycarbonyl) -3- (3-oxa-8-azabicyclo (3.2.1) oct-8-yl) - sydnonimin;
3- (4-thiomorpholinyl) -sydnonimine;
3- (2-hydroxy-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (2 - (((Diethylamino) acetyl) oxy) -2-phenylethyl) -N- ((phenylamino) carbonyl) -sydnonimine;
3- (2 - ((chloroacetyl) oxy) -2-phenylethyl) -N- ((phenylamino) carbonyl) -sydnonimine;
3- (2-Hydroxy-2- (3-hydroxyphenyl) ethyl) -sydnonimine;
N- (4- (chloromethyl) tetrahydro-7,7-dimethyl-4H- (1,3) dioxolo (4,5) furo (3,2-d) -1,3,2-dioxaphosphoran-2-yl) -3- (1- methyl-2-phenylethyl) -sydnonimine;
N- (diethoxyphosphinyl) -3- (1-methyl-2-phenylethyl) sydnonimine;
N- (dipropoxyphosphinyl) -3- (1-methyl-2-phenylethyl) sydnonimine;
N-1,3,2-benzodioxaphosphol-2-yl-3- (1-methyl-2-phenylethyl) - sydnonimin;
N- (5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl) -3- (1-methyl-2-  phenylethyl) sydnonimine;
N- (4-methyl-1,3,2-dioxaphosphorinan-2-yl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N- (ethoxycarbonyl) -3- (4- (5-oxo-5-phenylpentyl) -1-piperazinyl) - sydnonimine;
N-benzoyl-3- (4- (4-benzoyl-6-methylheptyl) -1-piperazinyl) -
N- (ethoxycarbonyl) -3- (4- (9-oxo-9-phenylnonyl) -1-piperazinyl) - sydnonimin;
N- (ethoxycarbonyl) -3- (4- (2-oxo-2-phenylethyl) -1-piperazinyl) - sydnonimin;
N-benzoyl-3- (4- (2-oxo-2-phenylethyl) -1-piperazinyl) -sydnonimine;
N-acetyl-3- (4- (2-oxo-2-phenylethyl) -1-piperazinyl) -sydnonimine;
3- (4- (4-Benzoyl-6-methylheptyl) -1-piperazinyl) sydnonimine;
3- (4- (9-oxo-9-phenylnonyl) -1-piperazinyl) sydnonimine;
3- (4- (7-Oxo-7-phenylheptyl) -1-piperazinyl) sydnonimine;
3- (4- (6-oxo-6-phenylhexyl) -1-piperazinyl) sydnonimine;
3- (4- (4-oxo-4-phenylbutyl) -1-piperazinyl) sydnonimine;
3-methyl-N- (trimethylsilyl) -sydnonimine;
3- (1- (hydroxymethyl) -2-phenylethyl) sydnonimine;
3- (1- (hydroxymethyl) -2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
N - (((4-chlorophenyl) amino) carbonyl) -3- (1- (hydroxymethyl) -2- phenylethyl) -sydnonimine, (.PM.) -;
3- (methyl (phenylmethyl) amino) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (4- (ethoxycarbonyl) phenyl) -4- (2-methylpropyl) sydnonimine;
3- (4- (ethoxycarbonyl) phenyl) -4- (2-furanylmethyl) sydnonimine;
3- (4- (ethoxycarbonyl) phenyl) -4- (4-methoxyphenyl) -sydnonimine;
3- (4- (ethoxycarbonyl) phenyl) -4- (3-phenyl-2-propenyl) - sydnonimin;
3- (4- (ethoxycarbonyl) phenyl) -4- (4-hydroxy-3-methoxyphenyl) - sydnonimin;
4- (3,5-dibromo-2-hydroxyphenyl) -3- (4- (ethoxycarbonyl) phenyl) - sydnonimin;
4- (3-bromo -2-hydroxyphenyl) -3- (4- (ethoxycarbonyl) phenyl) - sydnonimin;
3- (4- (ethoxycarbonyl) phenyl) -4- (4-hydroxyphenyl) sydnonimine;
3- (4- (ethoxycarbonyl) phenyl) -4- (3-hydroxyphenyl) sydnonimine;
3- (4- (ethoxycarbonyl) phenyl) -4- (2-hydroxyphenyl) sydnonimine;
 3- (4- (ethoxycarbonyl) phenyl) -4-phenyl-sydnonimine;
N- (4-methyl-1,3,2-dioxaphosphorinan-2-yl) -3- (1-methyl-2- phenylethyl) sydnonimine;
3- (4- (5-oxo-5-phenylpentyl) -1-piperazinyl) sydnonimine;
N- (methoxyacetyl) -3- (methyl (tetrahydro-3-thienyl) amino) - sydnonimin;
N-acetyl-3- (4- (ethoxycarbonyl) -1-piperazinyl) -sydnonimine;
N- (4-methoxybenzoyl) -3- (methyl (tetrahydro-3-thienyl) amino) - sydnonimin;
3- (4- (Ethoxycarbonyl) -1-piperazinyl) -N - ((2,6,6- trimethylbicyclo (3.1.1) hept-3-yl) carbonyl) -sydnonimine;
3- (4- (ethoxycarbonyl) -1-piperazinyl) -N- (tricyclo (3.3.1.13,7) dec-1-ylcarbonyl) -sydnonimine;
N- (2,2-dimethyl-1-oxopropyl) -3- (4- (ethoxycarbonyl) -1- piperazinyl) -sydnonimine;
N- (4-chlorobenzoyl) -3- (4- (ethoxycarbonyl) -1-piperazinyl) - sydnonimin;
3- (4- (ethoxycarbonyl) -1-piperazinyl) -N- (ethoxyoxoacetyl) - sydnonimin;
N-benzoyl-3- (4- (ethoxycarbonyl) -1-piperazinyl) -sydnonimine;
N- (cyclohexylcarbonyl) -3- (4- (ethoxycarbonyl) -1-piperazinyl) - sydnonimin;
N- (ethoxycarbonyl) -3- (4- (ethoxycarbonyl) -1-piperazinyl) - sydnonimin;
N- (4-methylbenzoyl) -3- (methyl (tetrahydro-3-thienyl) amino) - sydnonimin;
N- (cyclohexylcarbonyl) -3- (methyl (tetrahydro-3-thienyl) amino) - sydnonimin;
3- (methyl (tetrahydro-3-thienyl) amino) -N- (4-nitrobenzoyl) - sydnonimin;
N-benzoyl-3- (methyl (tetrahydro-3-thienyl) amino) -sydnonimine;
N- (ethoxycarbonyl) -3- (methyl (tetrahydro-3-thienyl) amino) - sydnonimin;
3- (4- (ethoxycarbonyl) -1-piperazinyl) -sydnonimine;
3- (methyl (tetrahydro-3-thienyl) amino) -sydnonimine;
N - (((4-chlorophenyl) amino) carbonyl) -3- (2-hydroxy-2-phenylethyl) - sydnonimin;
3- (2 - ((4-Morpholinylacetyl) oxy) -2-phenylethyl) -N- ((phenylamino) carbonyl) -sydnonimine;
3- (2 - ((Chloroacetyl) oxy) -2-phenylethyl) -N - ((phenylamino) -  carbonyl) -sydnonimine;
N - (((4-chlorophenyl) amino) carbonyl) -3- (2- (((diethylamino) acetyl) oxy) -2-phenylethyl) -sydnonimine;
N - (((4-chlorophenyl) amino) carbonyl) -3- (2- (((diethylamino) acetyl) oxy) -2-phenylethyl) -sydnonimine;
N- (2 - (((4-methyl-1-piperazinyl) acetyl) oxy) -2-phenylethyl) -N- ((phenylamino) carbonyl) -sydnonimine;
3- (2 - ((Chloroacetyl) oxy) -2-phenylethyl) -N - (((4- chlorphenyl) amino) carbonyl) -sydnonimine;
3- (2 - (((Diethylamino) acetyl) oxy) -2-phenylethyl) -N- ((phenylamino) carbonyl) -sydnonimine;
3- (2 - (((4-Methyl-1-piperazinyl) acetyl) oxy) -2-phenylethyl) -N- ((phenylamino) carbonyl) -sydnonimine;
N - (((4-chlorophenyl) amino) carbonyl) -3- (2-phenyl-2- ((trimethylsilyl) oxy) ethyl) -sydnonimine;
3- (2- (acetyloxy) -2-phenylethyl) -N - (((4- chlorphenyl) amino) carbonyl) -sydnonimine;
3- (2- (dimethylamino) -2-phenylethyl) -sydnonimine;
N- (4-methyl-1,3,2-dioxaphosphorinan-2-yl) -3- (1-methyl-1- phenylethyl) sydnonimine;
N-1,3,2-benzodioxaphosphol-2-yl-3- (1-methyl-1-phenylethyl) - sydnonimin;
3- (1 - (((4-Morpholinylacetyl) oxy) methyl) -2-phenylethyl) -N- ((phenylamino) carbonyl) -sydnonimine;
3- (1 - ((((4-Methyl-1-piperazinyl) acetyl) oxy) methyl) -2- phenylethyl) -N - ((phenylamino) carbonyl) -sydnonimine;
N - (((4-chlorophenyl) amino) carbonyl) -3- (1 - (((4- morpholinylacetyl) oxy) methyl) -2-phenylethyl) -sydnonimine;
3- (1 - (((chloroacetyl) oxy) methyl) -2-phenylethyl) -N- ((phenylamino) carbonyl) -sydnonimine;
3- (1- (hydroxymethyl) -2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
N - (((4-chlorophenyl) amino) carbonyl) -3- (1- (hydroxymethyl) -2- phenylethyl) sydnonimine;
3- (1 - ((Acetyloxy) methyl) -2-phenylethyl) -N - (((4- chlorphenyl) amino) carbonyl) -sydnonimine;
N - (((4- (methoxycarbonyl) phenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((4-carboxyphenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
 N - ((dimethylamino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
N - (((4-chlorophenyl) amino) carbonyl) -3- (2- (dimethylamino) -2- phenylethyl) sydnonimine;
3- (2- (dimethylamino) -2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3,3'-methylenebis-sydnonimine;
3- (2-hydroxy-1-methyl-2-phenylethyl) sydnonimine;
N - (((4-chlorophenyl) amino) carbonyl) -3- (2-hydroxy-2- phenylpropyl) -sydnonimine;
3- (1-methyl-2-phenylethyl) -N - (((phenylmethyl) amino) carbonyl) - sydnonimin;
N - ((((4- (methoxycarbonyl) phenyl) methyl) amino) carbonyl) -3- (1- methyl-2-phenylethyl) -sydnonimine;
N - ((((4-carboxyphenyl) methyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - ((((4- (ethoxycarbonyl) phenyl) methyl) amino) carbonyl) -3- (1- methyl-2-phenylethyl) -sydnonimine;
N - (((2-hydroxyphenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((2-carboxyphenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((3-carboxyphenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((4- (methoxycarbonyl) phenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((4-carboxyphenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((4- (ethoxycarbonyl) phenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
3- (1-methyl-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
N- (cyclohexylcarbonyl) -3- (4- (methylsulfonyl) -1-piperazinyl) - sydnonimin;
N-formyl-3- (4-thiomorpholinyl) -sydnonimine;
3- (4 - ((Dimethylamino) sulfonyl) -1-piperazinyl) -sydnonimine;
3- (4 - ((4-Methylphenyl) sulfonyl) -1-piperazinyl) -sydnonimine;
3- (4- (methylsulfonyl) -1-piperazinyl) -sydnonimine;
3- (4-thiomorpholinyl) -sydnonimine;
4-bromo-N- (ethoxycarbonyl) -3- (4-thiomorpholinyl) -sydnonimine;
 4-bromo-N- (ethoxycarbonyl) -3- (4- (methylsulfonyl) -1-piperazinyl) - sydnonimin;
N-nitroso-3- (4-thiomorpholinyl) -sydnonimine;
N - ((4-methylphenyl) sulfonyl) -3- (4-thiomorpholinyl) -sydnonimine;
N - ((4-methylphenyl) sulfonyl) -3- (4- (methylsulfonyl) -1- piperazinyl) -sydnonimine;
N- (butoxyacetyl) -3- (4 - ((4-methylphenyl) sulfonyl) -1- piperazinyl) -sydnonimine;
3- (4 - ((4-Methylphenyl) sulfonyl) -1-piperazinyl) -N- (phenylacetyl) -sydnonimine;
N-benzoyl-3- (4 - ((dimethylamino) sulfonyl) -1-piperazinyl) - sydnonimin;
N- (ethoxyoxoacetyl) -3- (4- (methylsulfonyl) -1-piperazinyl) - sydnonimin;
N- (2,4-dichlorobenzoyl) -3- (4 - ((dimethylamino) sulfonyl) -1- piperazinyl) -sydnonimine;
N- (3-pyridinylcarbonyl) -3- (4-thiomorpholinyl) -sydnonimine;
3- (4- (methylsulfonyl) -1-piperazinyl) -N- (3-pyridinylcarbonyl) - sydnonimin;
3- (4 - ((Dimethylamino) sulfonyl) -1-piperazinyl) -N- (ethoxycarbonyl) -sydnonimine;
N- (3,3-dimethyl-1-oxobutyl) -3- (4-thiomorpholinyl) -sydnonimine;
N- (ethoxyoxoacetyl) -3- (4-thiomorpholinyl) -sydnonimine;
N- (ethoxycarbonyl) -3- (4- (methylsulfonyl) -1-piperazinyl) - sydnonimin;
3- (4-thiomorpholinyl) -N- (3,4,5-trimethoxybenzoyl) -sydnonimine;
N- (2,2-dimethyl-1-oxopropyl) -3- (4-thiomorpholinyl) -sydnonimine;
3- (4 - ((4-Methylphenyl) sulfonyl) -1-piperazinyl) -N- (phenoxyacetyl) -sydnonimine;
N- (ethoxycarbonyl) -3- (4 - ((4-methylphenyl) sulfonyl) -1- piperazinyl) -sydnonimine;
N-benzoyl-3- (4-thiomorpholinyl) sydnonimine;
3- (4 - ((Dimethylamino) sulfonyl) -1-piperazinyl) -N- (1-oxo-3- phenyl-2-propenyl) -sydnonimine;
N- (phenoxycarbonyl) -3- (4-thiomorpholinyl) -sydnonimine;
N- (4-chlorobenzoyl) -3- (4-thiomorpholinyl) -sydnonimine;
N- (ethoxycarbonyl) -3- (4-thiomorpholinyl) -sydnonimine;
N- (cyclohexylcarbonyl) -3- (4-thiomorpholinyl) -sydnonimine;
N-benzoyl-3- (4- (methylsulfonyl) -1-piperazinyl) sydnonimine;
N- (2,2-dimethyl-1-oxopropyl) -3- (4- (methylsulfonyl) -1-  piperazinyl) -sydnonimine;
3- (4 - ((Dimethylamino) sulfonyl) -1-piperazinyl) -N- (1-oxopropyl) - sydnonimin;
N-acetyl-3- (4- (methylsulfonyl) -1-piperazinyl) -sydnonimine;
N-acetyl-3- (4 - ((dimethylamino) sulfonyl) -1-piperazinyl) - sydnonimin;
N- (methoxyacetyl) -3- (4-thiomorpholinyl) -sydnonimine;
N-acetyl-3- (4-thiomorpholinyl) -sydnonimine;
N - (((4-chlorophenyl) amino) carbonyl) -3- (2-hydroxy-2-phenylethyl) - sydnonimin;
N - (((4-acetylphenyl) amino) carbonyl) -3- (2-hydroxy-2- phenylethyl) sydnonimine;
3- (2-Hydroxy-2-phenylethyl) -N - (((4-nitrophenyl) amino) carbonyl) - sydnonimin;
N - (((3,4-dichlorophenyl) amino) carbonyl) -3- (2-hydroxy-2- phenylethyl) sydnonimine;
N - (((4-fluorophenyl) amino) carbonyl) -3- (2-hydroxy-2-phenylethyl) - sydnonimin;
N - (((4-chlorophenyl) amino) carbonyl) -3- (2-hydroxy-1-methyl-2- phenylethyl) sydnonimine;
3- (2-hydroxy-1-methyl-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (2-hydroxy-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (2-hydroxy-2-phenylethyl) sydnonimine;
N - (((4-chlorophenyl) amino) carbonyl) -3- (2-hydroxy-2- phenylpropyl) -sydnonimine;
3- (2-hydroxy-2-phenylpropyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (2-hydroxy-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
N - (((4-methylphenyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
3- (1-methyl-2-phenylethyl) -N - (((3- (trifluoromethyl) phenyl) amino) carbonyl) -sydnonimine;
N - (((3,4-dichlorophenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((4-chlorophenyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
N-acetyl-3- (1-methyl-2-phenylethyl) sydnonimine;
 N - (((4-chlorophenyl) amino) carbonyl) -3- (2-phenylethyl) - sydnonimin;
3- (1-methyl-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (1-methyl-1-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (2-hydroxy-1-methyl-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (2-Hydroxy-1-methyl-2-phenylethyl) -N - (((4- hydroxyphenyl) amino) carbonyl) -sydnonimine;
N - (((4-hydroxyphenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
3- (1-methyl-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
N - ((Cyclohexylamino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
3- (1-methyl-2-phenylethyl) -N - ((phenylamino) acetyl) -sydnonimine;
N - ((methylamino) acetyl) -N- (1-methyl-2-phenylethyl) sydnonimine;
N- (2-amino-1-oxopropyl) -N- (1-methyl-2-phenylethyl) -sydnonimine;
N- (aminoacetyl) -3- (1-methyl-2-phenylethyl) sydnonimine;
N - (((1-carboxypentyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((1-carboxy-3-methylbutyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N- (2 - (((1,1-dimethylethoxy) carbonyl) amino) -3- (1H-indol-3-yl) -1- oxopropyl) -3- (1-methyl-2-phenylethyl) sydnonimine;
N - (((carboxymethyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
N - ((((carboxyphenyl) methyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((carboxyphenyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
N-acetyl-3-cyclohexyl-4-methyl-sydnonimine;
3-cyclohexyl-4-methyl-sydnonimine;
4-bromo-3-methyl-N - ((methylamino) carbonyl) -sydnonimine;
N-acetyl-3-cyclohexyl-4-methyl-sydnonimine;
N-acetyl-3-cyclohexyl-sydnonimine;
3- (1-methyl-2-phenylethyl) -N - (((3- (trifluoromethyl) phenyl) amino) carbonyl) -sydnonimine;
N - (((3,4-dichlorophenyl) amino) carbonyl) -3- (1-methyl-2-  phenylethyl) sydnonimine;
N - (((4-chlorophenyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
N-acetyl-3- (1-methyl-2-phenylethyl) sydnonimine;
N - (((4-methylphenyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
3- (2-phenylethyl) -N - (((3- (trifluoromethyl) phenyl) amino) - carbonyl) -sydnonimine;
N - (((3,4-dichlorophenyl) amino) carbonyl) -3- (2-phenylethyl) - sydnonimin;
N- (chlorine (dimethyliminio) methyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
N - ((Dimethylamino) carbonyl) -3- (1-meth yl-2-phenylethyl) - sydnonimin;
N - ((Dimethylamino) (phenylimino) methyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - ((Dimethylamino) ((phenylmethyl) imino) methyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - ((dimethylamino) iminomethyl) -3- (1-methyl -2-phenylethyl) - sydnonimin;
3-tricyclo (3.3.1.13.7) dec-1-yl-sydnonimine;
3-cyclohexyl-N - (((3,4-dichlorophenyl) amino) carbonyl) -sydnonimine;
N- (cyclohexylcarbonyl) -3- (4-morpholinyl) -sydnonimine;
N - ((phenylamino) carbonyl) -3- (tricyclo (3.3.1.13,7) de c-1- ylmethyl) -sydnonimine;
N - ((Phenylamino) carbonyl) -3-tricyclo (3.3.1.13,7) dec-1-yl sydnonimin;
3-cyclohexyl-N - ((phenylamino) carbonyl) -sydnonimine;
N - ((methylamino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
3-methyl-N - ((methylamino) carbonyl) -sydnonimine;
N - (((4-ethoxyphenyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
3- (tricyclo (3.3.1.13,7) dec-1-ylmethyl) -sydnonimine;
N - (((4-methoxyphenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N-acetyl-3- (1-methylethyl) -sydnonimine;
N-acetyl-3-ethyl-sydnonimine;
N-acetyl-3-methyl-sydnonimine;
N-acetyl-3-propyl-sydnonimine;
 4- (4-methoxyphenyl) -3- (phenylmethyl) -sydnonimine,
4- (4-methylphenyl) -3- (phenylmethyl) -sydnonimine;
4- (4-hydroxyphenyl) -3- (phenylmethyl) sydnonimine;
4- (2-hydroxyphenyl) -3- (phenylmethyl) sydnonimine;
4- (3,4-dimethoxyphenyl) -3- (phenylmethyl) sydnonimine;
3- (2,2,2-trinitroethyl) sydnonimine;
3- (4-ethoxyphenyl) -4- (4-methylphenyl) sydnonimine;
3- (3-ethoxyphenyl) -4- (4-methylphenyl) sydnonimine;
3- (2-ethoxyphenyl) -4- (4-methylphenyl) sydnonimine;
3- (4-methoxyphenyl) -4- (4-methylphenyl) sydnonimine;
3- (3-methoxyphenyl) -4- (4-methylphenyl) sydnonimine;
3- (2-methoxyphenyl) -4- (4-methylphenyl) sydnonimine;
3,4-bis (4-methylphenyl) hydnonimine;
3- (3-methylphenyl) -4- (4-methylphenyl) sydnonimine;
3- (2-methylphenyl) -4- (4-methylphenyl) sydnonimine;
4- (4-methylphenyl) -3-phenyl-sydnonimine;
3- (3-ethoxy-3-oxo-1-phenylpropyl) sydnonimine;
3- (2- (4-aminophenyl) ethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (2- (4-nitrophenyl) ethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (1-methyl-2- (4-nitrophenyl) ethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
N - ((phenylamino) carbonyl) -3- (2-phenylethyl) -sydnonimine;
3- (1-methyl-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3- (2- (4-nitrophenyl) ethyl) -sydnonimine;
3- (1-methyl-2- (4-nitrophenyl) ethyl) -sydnonimine;
3- (2- (4-aminophenyl) ethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
N - (((4-bromophenyl) amino) carbonyl) -3-methyl-sydnonimine;
N - (((4-bromophenyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
4-bromo-N - ((methylamino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
N - (((2,4-dinitrophenyl) amino) carbonyl) -3-methyl-sydnonimine;
N - ((Methylamino) carbonyl) -3- (1-methyl-2- (4-nitrophenyl) ethyl) - sydnonimin;
N - (((2,4-dinitrophenyl) amino) carbonyl) -3- (1-methyl-2- (4- nitrophenyl) ethyl) -sydnonimine;
 4-bromo-N - (((2,4-dibromophenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
4-bromo-N - (((4-bromophenyl) amino) carbonyl) -3-methyl-sydnonimine;
4-bromo-N - (((4-bromophenyl) amino) carbonyl) -3- (1-methyl-2- phenylethyl) sydnonimine;
N - (((4-bromophenyl) amino) carbonyl) -3-methyl-sydnonimine;
N - (((4-bromophenyl) amino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
4-bromo-N - ((methylamino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
3-methyl-N - ((phenylamino) carbonyl) -sydnonimine;
N - ((methylamino) carbonyl) -3- (1-methyl-2-phenylethyl) - sydnonimin;
3- (7-methoxy-7-oxoheptyl) sydnonimine;
3- (4- (carboxymethyl) phenyl) -sydnonimine;
3- (3-ethoxy-3-oxo-2-phenylpropyl) sydnonimine;
3- (2-ethoxy-2-oxo-1- (phenylmethyl) ethyl) -sydnonimine;
3- (2-ethoxy-1-methyl-2-oxoethyl) sydnonimine;
3- (6-methoxy-6-oxohexyl) -sydnonimine;
3- (4-ethoxy-4-oxobutyl) sydnonimine;
3- (2-carboxyethyl) sydnonimine;
4-bromo-3- (1-piperidinyl) -sydnonimine;
4-chloro-N- (ethoxycarbonyl) -3- (1-piperidinyl) -sydnonimine;
4-chloro-3- (dimethylamino) -N- (3-pyridinylcarbonyl) -sydnonimine;
4-chloro-3- (4-morpholinyl) -sydnonimine;
4-chloro-N- (cyclohexylcarbonyl) -3- (4-morpholinyl) -sydnonimine;
4-bromo-N- (ethoxycarbonyl) -3- (1-piperidinyl) -sydnonimine;
N- (ethoxycarbonyl) -3- (1-piperidinyl) -sydnonimine;
N-acetyl-3- (hexahydro-1H-azepin-1-yl) -sydnonimine;
4-bromo-3- (hexahydro-1H-azepin-1-yl) -sydnonimine;
4-bromo-3- (dimethylamino) -N- (3-pyridinylcarbonyl) -sydnonimine;
3- (dimethylamino) -N- (3-pyridinylcarbonyl) -sydnonimine;
4-bromo-3- (4-morpholinyl) -sydnonimine;
4-bromo-N- (cyclohexylcarbonyl) -3- (4-morpholinyl) -sydnonimine;
N- (cyclohexylcarbonyl) -3- (4-morpholinyl) -sydnonimine;
4-bromo-3- (dimethylamino) -sydnonimine;
N-acetyl-3- (dimethylamino) -sydnonimine;
4-methyl-3- (4- (2- (nitrooxy) ethyl) -1-piperazinyl) sydnonimine;
N- (ethoxycarbonyl) -3- (4- (2- (nitrooxy) ethyl) -1-piperazinyl) - sydnonimin;
 N- (2-ethoxy-2-oxoethyl) -4-methyl-3- (4- (2- (nitrooxy) ethyl) -1- piperazinyl) -sydnonimine;
N-nitro-3- (3,3,3-trinitropropyl) -sydnonimine;
N-nitroso-3- (3,3,3-trinitropropyl) sydnonimine;
3- (3,3,3-trinitropropyl) -sydnonimine;
3,3 '- (3,3-dinitro-1,5pentanediyl) bis (N-nitroso) -sydnonimine;
N-acetyl-1-butyl-sydnonimine;
1 - ((4-carboxyphenyl) methyl) -N - ((phenylamino) carbonyl) - sydnonimin;
N-benzoyl-1- (6-carboxypentyl) -sydnonimine;
N-benzoyl-1- (6-carboxyhexyl) -sydnonimine;
1- (5-carboxypentyl) -N - ((phenylamino) carbonyl) -sydnonimine;
N- (aminocarbonyl) -1- (5-carboxypentyl) -sydnonimine;
N-benzoyl-1- (5-carboxypentyl) -sydnonimine;
N-benzoyl-1- (5-carboxyhexyl) -sydnonimine;
N-acetyl-1- (5-carboxypentyl) -sydnonimine;
N-acetyl-1- (5-carboxyhexyl) sydnonimine;
1- (6-carboxyhexyl) -sydnonimine;
3- (4-carboxybutyl) -sydnonimine;
1 - ((4-carboxyphenyl) methyl) -sydnonimine;
3- (6-carboxyhexyl) -sydnonimine;
3- (4-carboxybutyl) -sydnonimine;
4- (2-methoxy-2-oxoethyl) -N - ((methylamino) carbonyl) -3-phenyl- sydnonimin;
3- (2-carboxy-1-piperidinyl) -N-nitroso-sydnonimine;
N-benzoyl-3- (dibutylamino) -sydnonimine;
N-benzoyl-3- (2-carboxy-1-piperidinyl) sydnonimine;
N-benzoyl-3- (diethylamino) -sydnonimine;
Sydnonimin;
4-bromo-3- (4-methyl-1-piperazinyl) -N- (phenoxycarbonyl) - sydnonimin;
4-chloro-N- (ethoxycarbonyl) -3- (4-morpholinyl) -sydnonimine;
3-octyl-sydnonimine;
4- (4-methoxyphenyl) -3- (1-methyl-2-phenylethyl) sydnonimine;
4 - ((diethylamino) methyl) -3- (1-methyl-2-phenylethyl) sydnonimine;
3- (4-ethoxyphenyl) -sydnonimine;
N-acetyl-3- (1-piperidinyl) -sydnonimine;
4-methyl-3- (1-piperidinyl) sydnonimine;
3- (2-carboxyethyl) sydnonimine;
3- (methyl-2-propenylamino) -sydnonimine;
 3- (aminocarbonyl) -sydnonimine;
N-benzoyl-3,4-diphenyl-sydnonimine;
3- (4- (4,4-bis (4-fluorophenyl) butyl) -1-piperazinyl) -N- (1- oxopropyl) -sydnonimine;
3- (4- (2-methoxyphenyl) -1-piperazinyl) -N- (3,4,5- trimethoxybenzoyl) -sydnonimine;
3- (4- (Diphenylmethyl) -1-piperazinyl) -N- (1-oxopropyl) - sydnonimin;
N- (1,3-benzodioxol-5-ylcarbonyl) -3- (4- (2-methoxyphenyl) -1- piperazinyl) -sydnonimine;
3- (4- (2-pyrimidinyl) -1-piperazinyl) -N- (3,4,5- trimethoxybenzoyl) -sydnonimine;
3- (4- (2-methoxyphenyl) -1-piperazinyl) -N- ((phenylamino) carbonyl) -sydnonimine;
N- (1-oxopropyl) -3 - ((4- (2,3,4-trimethoxyphenyl) methyl) -1- piperazinyl) -sydnonimine;
3- (4- (Diphenylmethyl) -1-piperazinyl) -sydnonimine; N- (2,2-dimethyl-1-oxopropyl) -3- (4- (2-methoxyphenyl) -1- piperazinyl) -sydnonimine;
3- (2- (4 - ((2,3,4-Trimethoxyphenyl) methyl) -1-piperazinyl) ethyl) - sydnonimin;
N- (1,3-benzodioxol-5-ylcarbonyl) -3- (4- (2-pyrimidinyl) -1- piperazinyl) -sydnonimine;
3- (4 - ((2,3-Dihydro-1,4-benzodioxin-2-yl) methyl) -1-piperazinyl) - N- (1-oxopropyl) -sydnonimine;
3- (4- (2-methoxyphenyl) -1-piperazinyl) - (1-oxopropyl) -sydnonimine;
3- (2- (4- (1,3-Benzodioxol-5-ylmethyl) -1-piperazinyl) ethyl) - sydnonimin;
3- (4 - ((2,3,4-Trimethoxyphenyl) methyl) -1-piperazinyl) - sydnonimin;
N - ((phenylamino) carbonyl) -3- (4- (2-pyrimidinyl) -1-piperazinyl) - sydnonimin;
3- (4- (2-methoxyphenyl) -1-piperazinyl) - (1-oxybutyl) sydnonimine;
N- (1-oxopropyl) -3- (4- (2-pyridinyl) -1-piperazinyl) -sydnonimine;
N- (1-oxobutyl) -3- (4- (2-pyrimidinyl) -1-piperazinyl) -sydnonimine;
3- (4 - ((2,3-Dihydro-1,4-benzodioxin-2-yl) methyl) -1-piperazinyl) - sydnonimin;
3- (2- (4- (2-methoxyphenyl) -1-piperazinyl) ethyl) -sydnonimine;
N- (2,2-dimethyl-1-oxopropyl) -3- (4- (2-pyrimidinyl) -1- piperazinyl) -sydnonimine;
 3- (4- (1,3-Benzodioxol-5-yl) -1-piperazinyl) -N- (1-oxopropyl) sydnonimin;
3- (4- (1,3-Benzodioxol-5-ylmethyl) -1-piperazinyl) -sydnonimine;
3- (2- (4- (2-pyridinyl) -1-piperazinyl) ethyl) -sydnonimine;
N- (1-oxopropyl) -3- (4- (2-pyrimidinyl) -1-piperazinyl) -sydnonimine;
3- (4- (2-methoxyphenyl) -1-piperazinyl) sydnonimine;
3- (2- (4- (2-pyrimidinyl) -1-piperazinyl) ethyl) -sydnonimine;
3- (4- (2-pyridinyl) -1-piperazinyl) sydnonimine;
3- (4- (2-pyrimidinyl) -1-piperazinyl) sydnonimine;
3-phenyl-N- (trichloroacetyl) -sydnonimine;
3- (2- (3,4-dimethoxyphenyl) ethyl) -sydnonimine;
3- (2- (4-methoxyphenyl) ethyl) -sydnonimine;
3- (2- (4-Hydroxyphenyl) ethyl) -sydnonimine;
3- (2- (4-hydroxyphenyl) methyl) -sydnonimine;
N-benzoyl-3- (2-phenylethyl) sydnonimine;
3- (3-phenylpropyl) -N- (2,3,4-trimethoxybenzoyl) sydnonimine;
3- (2-phenylethyl) -N- (2,3,4-trimethoxybenzoyl) sydnonimine;
3- (2- (3,4-Dimethoxyphenyl) ethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
N-acetyl-3- (2- (3,4-dimethoxyphenyl) ethyl) -sydnonimine;
4-phenyl-3- (2-phenylethyl) sydnonimine;
4-methyl-3- (2-phenylethyl) sydnonimine;
3- (2-ethoxy-2-oxoethyl) -N- (1-oxopropyl) -sydnonimine;
N-acetyl-3- (2-ethoxy-2-oxoethyl) sydnonimine;
3- (2-phenyl-1- (phenylmethyl) ethyl) -sydnonimine;
N, N'-diformyl-3,3'-dimethyl-4,4'-bisydnonimine;
N, N'-dicarboxy-3,3'-diphenyl-4,4'-bisydnonimine;
N, N'-dicarboxy-3,3'-dimethyl-4,4'-bisydnonimine;
N, N'-dibenzoyl-3,3'-dimethyl-4,4'-bisydnonimine;
3- (5-carboxypentyl) -sydnonimine;
3- (5-carboxypentyl) -4-methyl-sydnonimine;
3- (5-carboxypentyl) -N-nitroso-sydnonimine;
3- (1-methyl-2-phenylethyl) -N - ((phenylamino) carbonyl) - sydnonimin;
3-acetoxy-4-propyl-sydnonimine;
3-acetoxy-N-methyl-4-propyl-sydnonimine;
N- (phenylcarbamoyl) -3 - ((phenylcarbamoyl) oxy) -4-propyl- sydnonimin;
3 - ((phenylcarbamoyl) oxy) -4-propyl-sydnonimine;
3-acetoxy-N-acetyl-4-propyl-sydnonimine;
 4- (carboxymethyl) -N- (methylcarbamoyl) -3-phenyl-sydnonimine- ethyl ester;
3- (m - ((Cyanomethyl) nitrosamino) phenyl) -sydnonimine;
3-benzyl-4- (m-nitrophenyl) -sydnonimine;
3,3'-p-phenylenedisydnonimine;
3,3 '- (1,2-ethanediyl) bis-sydnonimine;
3-morpholino-N- (3,4,5-trimethoxybenzoyl) sydnonimine;
3- (dibenzylamino) -4-methyl-sydnonimine;
3- (dimethylamino) -4-methyl-sydnonimine;
N-benzoyl-3- (2-methyl-1-piperidinyl) sydnonimine;
N-benzoyl-3- (1-piperidinyl) -sydnonimine;
3- (dimethylamino) -N-nitroso-sydnonimine;
3- (dimethylamino) -N- (ethoxycarbonyl) -sydnonimine;
N-carboxy-3-morpholino-sydnonimine-3,3,5-trimethylcyclohexyl ester;
N-carboxy-3-morpholinosydnonimine-2- (p-tolylsulfonyl) ethyl ester;
N-carboxy-3-morpholino-sydnonimine ethyl ester;
N- (N-carboxyalanyl) -3-morpholinosydnonimine benzyl ester;
3- (4-morpholinyl) -N- (phenoxyacetyl) -sydnonimine;
N-acetyl-3- (4-morpholinyl) -sydnonimine;
3- (carboxymethyl) -4-phenyl-sydnonimine ethyl ester;
N-acetyl-3-butyl-4-phenyl-sydnonimine;
N-acetyl-3-phenyl-sydnonimine;
N-acetyl-3-benzyl-sydnonimine;
3-benzyl-4-phenyl-sydnonimine;
3-phenyl-sydnonimine;
3-benzyl-sydnonimine;
3 - (((2-carboxy-3,3-dimethyl-7-oxo-4-thia-1- azabicyc1o (3.2.0) hept-6-yl) carbamoyl) methyl) -N - ((o- chlorphenyl) carbamoyl) -sydnonimine;
N-acetyl-3- (carbamoylmethyl) -sydnonimine;
4- (carbamoylmethyl) -3-methyl-N- (phenylcarbamoyl) -sydnonimine;
4- (carboxymethyl) -3-methyl-N- (phenylcarbamoyl) -sydnonimine- ethyl ester;
N- (benzylcarbamoyl) -3- (carboxymethyl) -sydnonimine ethyl ester;
3- (carboxymethyl) -N- (methylcarbamoyl) -4-phenyl-sydnonimine- ethyl ester;
3- (α-methylphenethyl) -sydnonimine;
 3,3 ′ - (3,3-dinitro-1,5-pentanediyl) bis-sydnonimine;
N-benzoyl-3- (carboxymethyl) -sydnonimine ethyl ester;
3-isopropyl-4-phenyl-sydnonimine;
N-benzoyl-3- (carbamoylmethyl) -4-phenyl-sydnonimine;
3- (carbamoylmethyl) -4-phenyl-N- (phenylthiocarbamoyl) - sydnonimin;
3- (α-carbamoyl-p-tolyl) -N- (methylcarbamoyl) -sydnonimine;
N- (benzylcarbamoyl) -3- (carbamoylmethyl) -sydnonimine;
4- (carbamoylmethyl) -3-methyl-N- (methylcarbamoyl) sydnonimine;
3 - (((2-hydroxyethyl) carbamoyl) methyl) -4-phenyl-N- (phenylcarbamoyl) -sydnonimine;
3- (carbamoylmethyl) -N - ((o-chlorophenyl) carbamoyl) -sydnonimine;
3- (carbamoylmethyl) -4-methyl-N- (phenylthiocarbamoyl) - sydnonimin;
3- (carbamoylmethyl) -4-phenyl-N- (phenylcarbamoyl) -sydnonimine;
3- (carbamoylmethyl) -N- (methyl carbamoyl) -4-phenyl-sydnonimine;
3- (α-carboxy-p-tolyl) -N - ((o-chlorophenyl) carbamoyl) -sydnonimine- ethyl ester;
3- (α-carboxy-p-tolyl) -N- (methylcarbamoyl) -sydnonimine- ethyl ester;
3- (o-carboxyphenyl) -N- (methylcarbamoyl) -sydnonimine;
3-benzyl-4 (carboxymethyl) -N- (methylcarbamoyl) -sydnonimine- ethyl ester;
4- (2-ethoxy-2-oxoethyl) -3-methyl-N - ((methylamino) carbonyl) - sydnonimin;
3- (carboxymethyl) -4-methyl-N- (phenylthiocarbamoyl) -sydnonimine- ethyl ester;
3- (carboxymethyl) -4-phenyl-N- (phenylthiocarbamoyl) -sydnonimine- ethyl ester;
3- (carboxymethyl) -4-phenyl-N- (phenylcarbamoyl) -sydnonimine- ethyl ester;
3- (carboxymethyl) -N- (methylcarbamoyl) -sydnonimine ethyl ester;
3- (carboxymethyl) -N - ((o-chlorophenyl) carbamoyl) -sydnonimine- ethyl ester;
N-benzoyl-3- (carboxymethyl) -4-phenyl-sydnonimine ethyl ester;
N-benzoyl-3- (carboxymethyl) -sydnonimine;
3- (carboxymethyl) -sydnonimine;
4- (carboxymethyl) -3-methyl -N- (phenylcarbamoyl) -sydnonimine;
3- (α-carboxy-p-tolyl) -N - ((o-chlorophenyl) carbamoyl) -sydnonimine;
3- (α-carboxy-p-tolyl) -N- (methylcarbamoyl) -sydnonimine;
 4- (carboxymethyl) -3-methyl-N- (methylcarbamoyl) sydnonimine;
N- (benzylcarbamoyl) -3- (carboxymethyl) -sydnonimine;
3- (carboxymethyl) -4-phenyl-N- (phenylthiocarbamoyl) sydnonimine;
3- (carboxymethyl) -4-phenyl-N- (phenylcarbamoyl) -sydnonimine;
3- (carboxymethyl) -N - ((o-chlorophenyl) carbamoyl) -sydnonimine;
3- (α-carboxy-p-tolyl) -sydnonimine ethyl ester;
3- (o-carboxyphenyl) -sydnonimine;
3-benzyl-4- (carboxymethyl) -sydnonimine ethyl ester;
4- (carboxymethyl) -3-methyl-sydnonimine ethyl ester;
3- (2-ethoxy-2-oxoethyl) sydnonimine;
3- (methoxyphenyl) -sydnonimine;
N-acetyl-3-cyclohexyl-sydnonimine;
N-formyl-3-morpholinosydnonimine;
3-cyclohexyl-4-isopropyl-sydnonimine;
4-methyl-3-morpholinosydnonimine;
4-methyl-3- (1-methyl-2-phenylethyl) sydnonimine;
3- (3-piperidinopropyl) -sydnonimine;
3- (3- (Dimethylamino) propyl) -sydnonimine;
3- (2- (diethylamino) ethyl) -sydnonimine;
3- (2- (dimethylamino) ethyl) -sydnonimine;
3-cyclohexyl-4-methyl-sydnonimine;
4-bromo-N-carboxy-3-morpholino-sydnonimine phenyl ester;
N-carboxy-3- (dimethylamino) -sydnonimine benzyl ester;
4-bromo-N- (methoxycarbonyl) -3- (methyl (1-phenylethyl) amino) - sydnonimin;
N-carboxy-4-chloro-3- (dimethylamino) -sydnonimine allyl ester;
N-carboxy-3- (dimethylamino) -sydnonimine allyl ester;
N-carboxy-3- (methyl (α-methylbenzyl) amino) -sydnonimine- methyl ester;
4-bromo-N- (butoxycarbonyl) -3- (hexahydro-1H-azepin-1-yl) sydnonimin;
N-carboxy-3- (hexahydro-1H-azepin-1-yl) -sydnonimine-butyl ester;
4-bromo-N-carboxy-3- (4-methyl-1-piperazinyl) -sydnonimine- phenyl ester;
N-carboxy-3- (4-methyl-1-piperazinyl) sydnonimine phenyl ester;
N-carboxy-4-chloro-3- (dimethylamino) -sydnonimine-benzyl ester;
4-bromo-N-carboxy-3- (dimethylamino) -sydnonimine-benzyl ester;
N- (ethoxycarbonyl) -4-iodo-3- (4-morpholinyl) -sydnonimine;
4-bromo-N-carboxy-3-morpholino-sydnonimine ethyl ester;
4-bromo-N- (ethoxycarbonyl) -3- (4-morpholinyl) -sydnonimine;
 N-carboxy-4-chloro-3-morpholino-sydnonimine ethyl ester;
N-acetyl-4-bromo-3- (methyl (α-methylbenzyl) amino) -sydnonimine;
N-acetyl-4-bromo-3- (3,4-dihydro-2 (1H) -isoquinolyl) -sydnonimine;
3- (methylpiperonylamino) -sydnonimine;
3-acetyl-N-morpholinosydnonimine;
N-nitroso-3- (1-piperidinyl) -sydnonimine;
3- (4-morpholinyl) -N - ((phenylamino) carbonyl) -sydnonimine;
3- (4-methyl-1-piperazinyl) -N-nitroso-sydnonimine;
3- (bis (phenylmethyl) amino) -4-methyl-N-nitrososydnonimine;
3,3 ′ - (1,4-piperazinediyl) bis (N-nitroso-sydnonimine);
3- (2-methyl-1-piperidinyl) -N-nitroso-sydnonimine;
N-nitroso-3- (1-pyrrolidinyl) -sydnonimine;
3- (dibutylamino) -N-nitroso-sydnonimine;
N - ((4- (acetylamino) phenyl) sulfonyl) -3- (4-morpholinyl) - sydnonimin;
3- (4-morpholinyl) -N- (3-pyridinylcarbonyl) -sydnonimine;
3- (4morpholinyl) -N- (1-oxo-2 - (((phenylmethoxy) carbonyl) - amino) propyl) -sydnonimine;
N- (1,3-dioxobutyl) -3- (4-morpholinyl) -sydnonimine;
N-benzoyl-3- (dimethylamino) -4-methyl-sydnonimine;
3- (4-morpholinyl) -N - ((phenylmethoxy) carbonyl) -sydnonimine;
N-benzoyl-3- (dimethylamino) -sydnonimine;
3- (4-morpholinyl) -N- (1-oxo-3-phenyl-2-propenyl) -sydnonimine;
3- (4-morpholinyl) -N- (1-oxo-3-phenylpropyl) sydnonimine;
3- (4-morpholinyl) -N- (1-oxopropyl) -sydnonimine;
3- (4-morpholinyl) -N- (trichloroacetyl) -sydnonimine;
N- (dichloroacetyl) -3- (4-morpholinyl) -sydnonimine;
N- (chloroacetyl) -3- (4-morpholinyl) -sydnonimine;
N-formyl-3- (4-morpholinyl) -sydnonimine;
3- (4-morpholinyl) -N- (trifluoroacetyl) -sydnonimine;
3- (4-morpholinyl) -N-nitroso-sydnonimine;
3- (4-morpholinyl) -N - ((phenylamino) carbonyl) -sydnonimine;
N - ((4-chlorophenyl) sulfonyl) -3- (4-morpholinyl) -sydnonimine;
N-benzoyl-3- (4-morpholinyl) -sydnonimine;
3 - (((2-carboxy-3- (hydroxymethyl) -8-oxo-5-thia-1- azabicyclo (4.2.0) oct-2-en-7-yl) carbamoyl) methyl) N - ((o- chlorphenyl) carbamoyl) -sydnonimine acetate;
N-benzoyl-3 - (((2-carboxy-3- (hydroxymethyl) -8-oxo-5-thia-1- azabicyclo (4.2.0) oct-2-en-7-yl) carbamoyl) methyl) - sydnonimine acetate;
 3 - (((2-carboxy-3- (hydroxymethyl) -8-oxo-5-thia-1- azabicyclo (4.2.0) oct-2-en-7-yl) carbamoyl) methyl) -N- (methylcarbamoyl) -sydnonimine acetate;
3-sec-octyl-sydnonimine;
4-chloro-3- (dimethylamino) -N-nicotinoyl-sydnonimine;
4-chloro-N- (cyclohexylcarbonyl) -3- (4-morpholinyl) -sydnonimine;
4-bromo-N- (2-chlorobenzoyl) -3- (methyl (phenylmethyl) amino) - sydnonimin;
N-acetyl-4-bromo-3- (3,4-dihydro-2 (1H) -isoquinolinyl) -sydnonimine;
N-acetyl-4-bromo-3- (1-piperidinyl) -sydnonimine;
N- (cyclohexylcarbonyl) -4-iodo-3- (4-morpholinyl) -sydnonimine;
4-chloro-N- (ethoxycarbonyl) -3- (1-piperidinyl) -sydnonimine;
N-acetyl-4-chloro-3- (hexahydro-1H-azepin-1-yl) -sydnonimine;
4-chloro-3- (4-morpholinyl) -sydnonimine;
4-bromo-N- (ethoxycarbonyl) -3- (1-piperidinyl) -sydnonimine;
N-benzoyl-4-bromo-3- (dimethylamino) -sydnonimine;
4-bromo-3- (hexahydro-1H-azepin-1-yl) -sydnonimine;
N-acetyl-4-bromo-3- (methyl (1-phenylethyl) amino) -sydnonimine;
4-bromo-3- (dimethylamino) -N- (3-pyridinylcarbonyl) -sydnonimine;
4-bromo-3- (4-morpholinyl) -sydnonimine;
4-bromo-N- (cyclohexylcarbonyl) -3- (4-morpholinyl) -sydnonimine;
N-acetyl-3- (3,4-dihydro-2 (1H) -isoquinolyl) -sydnonimine;
4-bromo-3- (1-piperidinyl) -sydnonimine;
4-bromo-3- (dimethylamino) -sydnonimine;
3-piperidino-4-propyl-sydnonimine;
3-amino-sydnonimine;
N- (cyclohexylcarbonyl) -3- (4-morpholinyl) -sydnonimine;
3- (allylmethylamino) -sydnonimine;
N- (2-chlorobenzoyl) -3- (hexahydro-lH-azepin-1-yl) -sydnonimine;
3- (di-2-propenylamino) -4-methyl-N - ((5-nitro-2- thienyl) carbonyl) -sydnonimine;
N- (2-chlorobenzoyl) -3- (methyl (phenylmethyl) amino) -sydnonimine;
N- (cyclohexylcarbonyl) -3- (methyl (phenylmethyl) amino) - sydnonimin;
N- (Cyclohexylcarbonyl) -3- (3,4-dihydro-2 (1H) -isoquinolinyl) - sydnonimin;
N- (o-chlorobenzoyl) -3- (3,4-dihydro-2 (1H) -isoquinolyl) - sydnonimin;
N- (2-methylbenzoyl) -3- (4-morpholinyl) -sydnonimine;
N- (2-chlorobenzoyl) -3- (4-morpholinyl) -sydnonimine;
 N-acetyl-3- (hexahydro-1H-azepin-1-yl) -sydnonimine;
N- (cyclohexylcarbonyl) -3- (hexahydro-1H-azepin-1-yl) -sydnonimine;
3- (hexahydro-1H-azepin-1-yl) -N- (2-methylbenzoyl) sydnonimine;
3- (dimethylamino) -N- (5-nitro-2-furoyl) -sydnonimine;
3- (dimethylamino) -N - ((5-nitro-2-thienyl) carbonyl) -sydnonimine;
3- (methyl (2-pyridylmethyl) amino) -sydnonimine;
N- (ethoxycarbonyl) -3- (4-morpholinyl) -sydnonimine;
3- (diallylamino) -4-ethyl-sydnonimine;
3- (diallylamino) -4-methyl-sydnonimine;
3- (diallylamino) -4-phenethyl-sydnonimine;
3- (methyl (2-propynyl) amino) -sydnonimine;
3- (methyl (phenylmethyl) amino) -sydnonimine;
3- (diallylamino) -sydnonimine;
N- (cyclopropylcarbonyl) -3- (dimethylamino) -sydnonimine;
N-carboxy-3- (dimethylamino) -sydnonimine ethyl ester;
3- (diethylamino) -sydnonimine;
3 - ((p-chlorobenzyl) propylamino) -sydnonimine;
3- (methylphenethylamino) -sydnonimine;
3- (methyl (piperidinomethyl) amino) -sydnonimine;
3- (methyl (α-methylbenzyl) amino) -sydnonimine;
3- (2-phenylpiperidino) sydnonimine;
3- (bis (phenylmethyl) amino) -sydnonimine;
3- (hexahydro-1H-azepin-1-yl) -sydnonimine;
3- (4-methyl-1-piperazinyl) sydnonimine;
3- (3,4-dihydro-2 (1H) -isoquinolinyl) -sydnonimine;
N-acetyl-3- (dimethylamino) -sydnonimine;
3- (dimethylamino) -N- (3,3-dimethylbutyryl) -sydnonimine;
3- (dimethylamino) -N-nicotinoyl-sydnonimine;
N- (cyclohexylcarbonyl) -3- (dimethylamino) -sydnonimine;
3- (dimethylamino) -N-o-toluoyl-sydnonimine;
N- (p-chlorobenzoyl) -3- (dimethylamino) -sydnonimine;
N- (o-chlorobenzoyl) -3- (dimethylamino) -sydnonimine;
N-benzoyl-3- (dimethylamino) -sydnonimine;
N-acetyl-3- (4-acetylhexahydro-1H-1,4-diazepin-1-yl) -sydnonimine;
N-acetyl-3-piperidinosydnonimine;
N-carboxy-3- (diallylamino) -4-ethyl-sydnonimine ethyl ester;
N-carboxy-3-piperidino-sydnonimine ethyl ester;
3- (dimethylamino) -N-hydrocinnamoyl-sydnonimine;
3- (methyl (α-methylbenzyl) amino) -N-nicotinoyl-sydnonimine;
N-benzoyl-3- (hexahydro-1H-azepin-1-yl) -sydnonimine;
 N-acetyl-3- (diallylamino) -sydnonimine;
3- (dimethylamino) -N- (5-nitro-2-furoyl) -sydnonimine;
3- (4-benzyl-3-phenyl-1-piperazinyl) sydnonimine;
3- (4-benzyl-1-piperazinyl) -4-methyl-sydnonimine;
3- (4-benzyl-1-piperazinyl) sydnonimine;
3- (4-methyl-1-piperazinyl) sydnonimine;
3- (4- (p-chlorophenyl) -1-piperazinyl) sydnonimine;
3- (2-phenoxyethyl) sydnonimine;
3- (2-hydroxyethyl) -sydnonimine;
3- (1-methyl-2-phenylethyl) sydnonimine;
3-phenethyl-sydnonimine;
3- (α-methylbenzyl) -sydnonimine;
3- (2-methylpropyl) sydnonimine;
4-ethyl-3- (2-methylpropyl) -N-nitroso-sydnonimine;
3- (3-chlorophenyl) -N-nitroso-sydnonimine;
3- (2-hydroxyethyl) -sydnonimine acetate;
3- (3-carboxypropyl) -sydnonimine;
3-methyl-4-nonyl-sydnonimine;
3- (2,2-diphenylethyl) -N - ((phenylamino) carbonyl) -sydnonimine;
3- (2,2-diphenylethyl) -N-nitroso-sydnonimine;
N- (methoxycarbonyl) -3-phenyl-sydnonimine;
3-benzyl-5- (carboxyamino) -1,2,3-oxadiazolium hydroxide methyl ester;
3-butyl-N- (methoxycarbonyl) -sydnonimine;
N-benzoyl-3-butyl-sydnonimine;
N-acetyl-3-butyl-sydnonimine;
N-acetyl-3- (1-methylethyl) -sydnonimine;
3-sec-butyl-sydnonimine;
3- (1-methylheptyl) hydnonimine;
3-m-tolyl-sydnonimine;
3- (2-phenylethyl) -sydnonimine;
3- (1-methylpropyl) -sydnonimine;
3- (1-methyl-2,2-diphenylethyl) sydnonimine;
3- (2,2-diphenylethyl) -sydnonimine;
3- (2-hydroxy-1-methyl-2-phenylethyl) sydnonimine;
3- (1-methyl-2-phenylethyl) -N-nitroso-4-phenyl-sydnonimine;
3-cyclohexyl-4 - ((diethylamino) methyl) -N-nitroso-sydnonimine;
3- (1-methylethyl) -N-nitrososydnonimine;
3-ethyl-N-nitroso-sydnonimine;
3-methyl-N-nitroso-sydnonimine;
 3- (α-methylphenethyl) -sydnonimine;
3- (p-ethoxyphenyl) -N-nitroso-sydnonimine;
3- (p-ethoxyphenyl) -sydnonimine;
3- (1-methyl-2-phenylethyl) -N-nitroso-4- (1-piperidinylmethyl) - sydnonimin;
4 - ((dimethylamino) methyl) -3- (1-methyl-2-phenylethyl) -N-nitroso- sydnonimin;
N-benzoyl-3- (α-methylphenethyl) -4- (piperidinomethyl) - sydnonimin;
N-benzoyl-3-cyclohexyl-4 - ((diethylamino) methyl) -sydnonimine;
4 - ((diethylamino) methyl) -3- (α-methylphenethyl) sydnonimine;
4 - ((Dimethylamino) methyl) -3- (αmethylphenethyl) -sydnonimine;
4 - ((diethylamino) methyl) -3-isopropyl-sydnonimine;
3-cyclohexyl-4 - ((diethylamino) methyl) -sydnonimine;
3-cyclohexyl-4- (nitromethyl) -N-nitroso-sydnonimine;
4- (nitromethyl) -N-nitroso-3- (phenylmethyl) -sydnonimine;
3-cyclohexyl-4- (nitromethyl) -N-nitroso-sydnonimine;
3- (1-methylethyl) -4- (nitromethyl) -N-nitrososydnonimine;
4- (chloromethyl) -3-isobutyl-sydnonimine;
3-benzyl-4- (chloromethyl) sydnonimine;
3- (α-methylphenethyl) -N- (phenylthiocarbamoyl) sydnonimine;
N - ((m-chlorophenyl) carbamoyl) -3- (α-methylphenethyl) -sydnonimine;
3- (2- (diethylamino) ethyl) -N- (phenylcarbamoyl) -sydnonimine;
N - ((phenylamino) carbonyl) -3- (2-phenylethyl) -sydnonimine;
3- (α-methylbenzyl) -N- (phenylcarbamoyl) -sydnonimine;
3-benzyl-N- (phenylcarbamoyl) -sydnonimine;
N- (aminocarbonyl) -3- (1-methyl-2-phenylethyl) sydnonimine;
3- (α-methylphenethyl) -N-nicotinoyl-sydnonimine;
3- (α-methylphenethyl) -N- (phenylacetyl) -sydnonimine;
3-phenethyl-N- (phenylacetyl) -sydnonimine;
N-carboxy-3- (α-methylphenethyl) -sydnonimine methyl ester;
N-carboxy-3-phenethyl-sydnonimine methyl ester;
N-carboxy-3-methyl-sydnonimine methyl ester;
4- (p-methoxyphenyl) -3- (α-methylphenethyl) sydnonimine;
3- (1-methyl-2-phenylethyl) -4-phenyl-sydnonimine;
3- (2-hydroxy-1-methyl-2-phenylethyl) sydnonimine;
3- (2-phenoxyethyl) sydnonimine;
3,3 ′ - (1,2-ethanediyl) bis (N-nitroso) sydnonimine;
4-methyl-N-nitroso-3- (phenylmethyl) -sydnonimine;
4-bromo-N-nitroso-3-phenyl-sydnonimine;
 3- (4-chlorophenyl) -N-nitroso-sydnonimine;
3- (4-ethoxyphenyl) -N-nitroso-sydnonimine;
3- (4-methoxyphenyl) -N-nitroso-sydnonimine;
N-nitroso-3-phenyl-sydnonimine;
3-cyclohexyl-N-nitroso-sydnonimine;
N-nitroso-3- (phenylmethyl) -sydnonimine;
N-nitroso-3- (2-phenylethyl) -sydnonimine;
3- (1-methyl-2-phenylethyl) -N-nitroso-sydnonimine;
3-cycloheptyl-sydnonimine;
3-cyclopentyl-sydnonimine;
3- (allylmethylamino) -sydnonimine;
3,3 ′ - (1,4-piperazinediyl) disydnonimine;
4-methyl-3- (1-piperidinyl) sydnonimine;
3- (dibutylamino) -sydnonimine;
3- (2-methyl-1-piperidinyl) sydnonimine;
3- (dimethylamino) -sydnonimine;
3- (1-pyrrolidinyl) -sydnonimine;
3- (1-piperidinyl) -sydnonimine;
3- (p-fluorophenyl) -sydnonimine;
3- (m-fluorophenyl) -sydnonimine;
4-methyl-3-piperonyl-sydnonimine;
N-carbamoyl-3-phenyl-sydnonimine;
N-benzoyl-4-bromo-3- (2-methylpropyl) sydnonimine;
N- (ethoxycarbonyl) -3,4-diphenyl-sydnonimine;
N-acetyl-3,4-diphenyl-sydnonimine;
3-p-tolyl-sydnonimine;
4- (4- (1-methylethyl) phenyl) -N-nitroso-3- (phenylmethyl) - sydnonimin;
3- (1-methyl-2-phenylethyl) -N- (phenylsulfonyl) -sydnonimine;
4- (3-nitrophenyl) -N-nitroso-3- (phenylmethyl) -sydnonimine;
4- (chloromethyl) -3-isopropyl-sydnonimine;
3-benzyl-4- (p- (dimethylamino) phenyl) -sydnonimine;
3-isopropyl-4-methyl-sydnonimine;
3- (1-methylethyl) -sydnonimine;
4-bromo-3- (α-methylphenethyl) -N- (phenylsulfonyl) -sydnonimine;
N-nitroso-4-phenyl-3- (phenylmethyl) -sydnonimine;
3-benzyl-4- (4-hydroxy-3-methoxyphenyl) sydnonimine;
3-benzyl-4-p-cumenyl-sydnonimine;
4- (4-methoxyphenyl) -N-nitroso-3- (phenylmethyl) -sydnonimine;
4- (4- (dimethylamino) phenyl) -N-nitroso-3- (phenylmethyl) -  sydnonimin;
3-benzyl-4- (m-nitrophenyl) -sydnonimine;
4- (3-nitrophenyl) -3- (phenylmethyl) -sydnonimine;
3-benzyl-4- (4-hydroxy-3-methoxyphenyl) sydnonimine;
4- (4-methoxyphenyl) -N-nitroso-3- (phenylmethyl) -sydnonimine;
N-acetyl-3-benzyl-4-phenyl-sydnonimine;
N-benzoyl-3-benzyl-4-phenyl-sydnonimine;
3- (1,3-benzodioxol-5-ylmethyl) -sydnonimine;
N- (N-acetylsulfanilyl) -3-piperonyl-sydnonimine;
3,4-diphenyl-sydnonimine;
3-isopropyl-4-methyl-sydnonimine;
3- (2-chloroethyl) sydnonimine;
3- (1-methylethyl) -sydnonimine;
4- (chloromethyl) -3-isopropyl-sydnonimine;
3-cyclohexyl-sydnonimine;
3-methyl-sydnonimine;
3-ethyl-sydnonimine;
3-butyl-sydnonimine;
4-methyl-3- (α-methylphenethyl) sydnonimine;
3,4-diphenyl-sydnonimine;
4-methyl-3-phenyl-sydnonimine;
3- (2-carboxyethyl) sydnonimine;
4-phenyl-3-p-tolylsydnonimine;
3- (o-methoxyphenyl) -sydnonimine;
3- (1-methyl-2-phenylethyl) sydnonimine;
3- (2-methylpropyl) sydnonimine;
3- (2-hydroxyethyl) -sydnonimine;
3- (3-methoxy-3-oxopropyl) -sydnonimine;
N-benzoyl-3- (2-methylpropyl) sydnonimine;
N-benzoyl-4-methyl-3- (phenylmethyl) -sydnonimine;
N- (dichlorophosphinyl) -3- (1-methylethyl) -sydnonimine;
N- (dichlorophosphinyl) -4-methyl-3-phenyl-sydnonimine;
3- (1-phenylethyl) -sydnonimine;
4-phenyl-3- (phenylmethyl) -sydnonimine;
4-methyl-3- (phenylmethyl) -sydnonimine;
3 - ((4-chlorophenyl) methyl) -sydnonimine;
3- (phenylmethyl) -sydnonimine;
N-carboxy-3- (p-ethoxyphenyl) -sydnonimine methyl ester;
N-carboxy-3- (p-methoxyphenyl) -sydnonimine methyl ester;
N-carboxy-3- (p-chlorophenyl) -sydnonimine methyl ester;
 N-carboxy-3-p-tolyl-sydnonimine methyl ester;
N-carboxy-3- (m-chlorophenyl) -sydnonimine methyl ester;
and their pharmacologically acceptable salts.

The salts are neutralized in the usual way Obtain base with inorganic or organic acids.

Examples of inorganic acids are hydrochloric acid, Sulfuric acid, phosphoric acid or hydrobromic acid, as organic acids for example carbon, sulfo or Sulfonic acids such as acetic acid, tartaric acid, lactic acid, Propionic acid, glycolic acid, malonic acid, maleic acid, fumaric acid, Tannic acid, succinic acid, alginic acid, benzoic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, cinnamic acid, Mandelic acid, citric acid, malic acid, salicylic acid, 3-aminosalicylic acid, ascorbic acid, embonic acid, nicotinic acid, Isonicotinic acid, oxalic acid, amino acids, methanesulfonic acid, Ethanesulfonic acid, 2-hydroxyethanesulfonic acid, ethane-1,2- disulfonic acid, benzenesulfonic acid, 4-methylbenzenesulfonic acid or naphthalene-2-sulfonic acid in question.

The medicaments used according to the invention contain in addition the usual auxiliaries, carriers and additives are effective Dose of compounds of general formula I or one its salts for the treatment of the mentioned dysfunctions. The Dosage depends on species, body weight, age, individual condition and type of application.

Both parenteral and also come as application forms topical preparations such as lotions, creams, Solutions, gels, sprays, elastic liquid plasters, transdermal systems or coatings for condoms in question.

Parenteral administration is preferred since it is the The safest form is a targeted amount of active ingredient directly without use further adulteration by other factors in a targeted manner.

One is also particularly preferred for simplified application sterile application set for single use, which in addition to sterile swabs provided with disinfectant solutions  and the associated usage information disposable syringes for simplified application with a unit dose of an effective Amount of an erection-promoting agent, preferably one parenteral preparation of linsidomine, contains. The disposable syringes mentioned are preferably of the type Ultra-fine, such as those used in insulin therapy Application come. Syringes of the type of are also preferred Auto injectors that are even easier to use. The pre-filled syringes are in preferred form designed to be more opaque, since this adds Photo stabilizers for the parenteral preparations are unnecessary. However, they can also be designed so that active ingredient and associated injection solvent just before the Injection. For example, this can be done in two Container ampoules or syringes happen. This can then a photostabilizer additive that may be required also superfluous.

The sterile swabs for disinfection contain the usual ones Skin disinfectants such as ethanol. they However, erection-promoting agents can also be used in a topically applicable form for increasing or Extension of effect included.

Preparations for parenteral administration contain 0.1 to 5 mg, preferably 0.1 to 2 mg of the compounds of the formula I per Dose unit and can be in separate dosage unit forms such. B. There are ampoules or vials. Solutions are preferred of the active ingredient used, preferably aqueous solutions and before all isotonic solutions, but also suspensions. These Injection forms can be available as a finished product provided or only immediately before use Mixing the active compound, for example the Lyophilisates, optionally with other solid carriers, prepared with the desired solvent or suspending agent will. For topical application forms is a matter of course a higher drug concentration than that for parenteral Preparations mentioned appear.

Parenteral and topical forms can be sterilized  and / or optionally auxiliary substances such as preservatives, Stabilizers, wetting agents, penetrants, emulsifiers, Spreading agents, solubilizers, salts for regulating the osmotic pressure or for buffering and / or Viscosity regulators included.

Such additives are, for example, tartrate and citrate buffers, Ethanol, complexing agents (such as ethylenediamine tetraacetic acid and their non-toxic salts). Come to regulate the viscosity high molecular polymers such as liquid Polyethylene oxide, carboxymethyl celluloses, polyvinyl pyrrolidones, Dextrans or gelatin. Solid carriers are for example Starch, lactose, mannitol, methyl cellulose, talc, highly disperse Silicas, higher molecular fatty acids (such as stearic acid), Gelatin, agar-agar, calcium phosphate, magnesium stearate, animal and vegetable fats, solid high-molecular polymers (like polyethylene glycol.

Oily suspensions for parenteral or topical applications can be vegetable synthetic or semi synthetic oils like for example liquid fatty acid esters with 8 to 22 carbon atoms each in the fatty acid chains, for example palmitin, laurin, Tridecyl, margarine, stearin, arachine, myristic, behen, pentadecyl, linoleic, elaidic, brasidine, erucic or oleic acid, those with monohydric to trihydric alcohols with 1 to 6 carbon atoms such as methanol, ethanol, propanol, butanol, Pentanol or its isomers, glycol or glycerol esterified be. Such fatty acid esters are, for example commercially available miglyols, isopropyl myristate, isopropyl palmitate, Isopropyl stearate, PEG 6-capric acid, caprylic / capric acid ester of saturated fatty alcohols, polyoxyethylene glycerol trioleates, Ethyl oleate, waxy fatty acid esters such as artificial Duckling glandular fat, isopropyl coconut fatty acid, Oleic acid oleyl ester, oleic acid decyl ester, lactic acid ethyl ester, Dibuthyl phthalate, diisopropyl adipate, polyol Fatty acid esters a. Silicone oils are also suitable different viscosity or fatty alcohols like Isotridexyl alcohol, 2-octyldodecanol, cetylstearyl alcohol or Oleyl alcohol, fatty acids such as oleic acid. Farther  Vegetable oils such as castor oil, almond oil, olive oil, Use sesame oil, cottonseed oil, peanut oil or soybean oil Find. The substances mentioned also have the properties a spreading agent, that is to say a particularly good one Distribution on the skin.

As solvents, gelling agents and solubilizers come in Question water or water-miscible solvents. Suitable are, for example, alcohols such as ethanol or Isopropyl alcohol, benzyl alcohol, 2-octyldodecanol, Polyethylene glycols, phthalates, adipates, propylene glycol, Glycerin, di- or tripropylene glycol, waxes, Methyl cellosolve, cellosolve, ester, morpholine, dioxane, Dimethyl sulfoxide, dimethylformamide, tetrahydrofuran, Cyclohexanone etc.

Cellulose ethers can be used as film formers in both water and organic solvents can dissolve or swell and after drying a kind of film form, such as hydroxypropyl cellulose, Methyl cellulose, ethyl cellulose or soluble starches.

Mixed forms between gel and film formers are quite also possible. Ionic macromolecules in particular come here to use, such as Sodium carboxymethyl cellulose, polyacrylic acid, Polymethacrylic acid and its salts, Sodium amylopectin semiglycolate, alginic acid or propylene glycol Alginate as sodium salt, gum arabic, xanthan gum, guar Gum or carrageenan.

The following can be used as additional formulation aids:
Glycerin, paraffin of different viscosities, triethanolamine, collagen, allantoin, novantisol acid, perfume oils.

Also the use of surfactants, emulsifiers or wetting agents may be necessary for the formulation, such as Na- Lauryl sulfate, fatty alcohol ether sulfates, di-Na-N-lauryl-β- iminodipropionate, polyoxyethylated castor oil or sorbitan  Monooleate, sorbitan monostearate, cetylic alcohol, lecithin, Glycerol monostearate, polyoxyethylene stearate, Alkylphenol polyglycol ether, cetyltrimethylammonium chloride or Mono / dialkyl polyglycol ether orthophosphoric acid monoethanolamine salts.

Stabilizers such as montmorillonites or colloidal silicas to stabilize emulsions or to prevent the Breakdown of active substances such as antioxidants, for example tocopherols or butylated hydroxyanisole, or Preservatives, such as p-hydroxybenzoic acid esters, can also for the preparation of the desired formulations may be required.

To promote penetration contain transdermal Formulations preferably organic, well tolerated by the skin Solvents such as ethanol, methylpyrrolidone, polyethylene glycol, Oleyl alcohol, octanol, linoleic acid, triacetin, propylene glycol, Glycerin, Solketal or Dimethylsulfoxid.

Due to the photosensitivity of the compounds of the general formula I it is appropriate to the dosage forms Add photo stabilizers or put them in accordingly to provide light-protecting packaging, such as for example in opaque, disposable pre-filled syringes.

Compounds such as can be used as photostabilizers Quinolines, e.g. B. 8-hydroxyquinoline or quinoline yellow; suitable Food coloring; Flavanoids such as B. hesperidin, Hesperidin-methylchalcon, hesperidin phosphate, hesperitin, Quercetin, Quercitrin, Rutin, Rutinsulfat, Naringenin, Kaempferol, kaempferol-7,4'-dimethylether, Luteolin and its 7-glycoside, or troxerutin. They will Linsidomine in a quantity ratio of 0.001: 1 to 50: 1, preferably 0.1: 1 to 20: 1 added.

The manufacture, filling and sealing of the preparations takes place under the usual antimicrobial and aseptic Conditions. Also for topical or transdermal If possible, they are packaged in separate packages  Dose units to facilitate handling, also here how in the case of parenteral forms, if necessary for reasons of stability by separate packaging of the active ingredients or their Combinations as a lyophilisate, optionally with solid ones Carriers, and the necessary solvents etc.

Another aspect of the invention is the use of compounds of general formula I in combination with synergistic substances such as adenosine, vitamins, for example vitamin A or H, prostaglandins, for example E ₁ , with peptides such as. B. Calcitonine gene related peptides (CGRP), with calcium antagonists such as nifedipine, verapamil, diltiazem, gallopamil, niludipine, nimodipine, nicardipine, prenylamine, fendiline, terodiline, nisaldipine, nitrendipine or perhexiline. There are further possible combinations with α-receptor blockers, for example phentolamine methanesulfonate, phenoxybenzamine or minoxidil, or smooth muscle relaxants such as papaverine, trinitroglycerin, sodium nitroprusside or S-nitroso-N-acetylpenicillamine.

Claims (1)

Use of sydnonimines of the general formula I wherein
R ^{1 is} hydrogen, C ₁ -C ₅ alkyl or halogen
R ^{2 is} hydrogen, -NO, -COR ₄ or -SO ₂ R ⁵ ,
R ³ one of the residues mean, where A is oxygen or one of the groups
<S (O) _m , <NR ¹¹ , <N-COOR ⁸ or <N-SO ₂ R ⁹ and
m for 0, 1 or 2 and
n stands for 2, 3, 4 or 5,
R ^{4 is} hydrogen, an aliphatic radical with 1 to 6 C atoms, which can also be substituted by alkoxy 1 to 6 C atoms or aryloxy with 6 to 12 C atoms, a cycloaliphatic radical with 7 to 14 C atoms, one tricycloaliphatic radical with 7 to 16 carbon atoms, aryl with 6 to 12 carbon atoms, which is also mono-, di- by halogen and / or alkyl with 1 to 4 carbon atoms and / or alkoxy with 1 to 4 carbon atoms or can be trisubstituted, aralkyl or aralkenyl with 7 to 13 carbon atoms, alkoxy with 1 to 6 carbon atoms, cycloalkoxy with 5 to 8 carbon atoms, bicycloalkoxy with 7 to 12 carbon atoms, tricycloalkoxy with 7 to 16 carbon atoms Atoms, aryloxy with 6 to 12 carbon atoms, pyridyl, pyrrolyl, imidazolyl, pyrazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, alkoxycarbonyl with a total of 2 to 7 carbon atoms,
R ^{5 is} alkyl with 1 to 6 C atoms, aryl with 6 to 12 C atoms, which can also be substituted by methyl or halogen, or a dialkylamino group with 1 to 4 C atoms in each of the alkyl radicals,
R ⁶ and R ⁷ independently of one another alkyl with 1 to 6 C atoms, alkenyl with 3 to 6 C atoms, cycloalkyl with 5 to 8 C atoms, bicycloalkyl with 7 to 14 C atoms, tricycloalkyl with 7 to 16 C atoms Atoms, aralkyl having 7 to 9 carbon atoms, where the aralkyl group can be substituted by methyl or halogen, or a heterocyclic ring bonded via an alkylene chain to the nitrogen atom of the 3-amino group and
R ⁶ additionally hydrogen and
R ⁷ additionally a rest of the formulas can be,
R ⁸ alkyl with 1 to 4 carbon atoms,
R ^{9 is} alkyl having 1 to 6 carbon atoms, aryl having 6 to 12 carbon atoms, which can also be substituted by methyl or halogen, or a dialkylamino group having 1 to 4 carbon atoms in each of the alkyl radicals,
R ¹⁰ alkyl with 1 to 4 carbon atoms and
R ^{11 is} alkyl with 1 to 6 carbon atoms,
and their pharmacologically acceptable salts with the exception of linsidomine (3-morpholinosydnonimine) for the manufacture of medicaments for the treatment of erectile dysfunctions in mammals and humans.