RU95114449A - Derivatives of 4-aryl- or heteroaryl-6-amino-nicotinic acid, a mixture of their isomers or separate isomers, and also a pharmaceutical composition with a modulatory cali num ate ia i'm i'm i'm i'm i'm going - Google Patents
Derivatives of 4-aryl- or heteroaryl-6-amino-nicotinic acid, a mixture of their isomers or separate isomers, and also a pharmaceutical composition with a modulatory cali num ate ia i'm i'm i'm i'm i'm goingInfo
- Publication number
- RU95114449A RU95114449A RU95114449/04A RU95114449A RU95114449A RU 95114449 A RU95114449 A RU 95114449A RU 95114449/04 A RU95114449/04 A RU 95114449/04A RU 95114449 A RU95114449 A RU 95114449A RU 95114449 A RU95114449 A RU 95114449A
- Authority
- RU
- Russia
- Prior art keywords
- carbon atoms
- unbranched
- cyano
- isomers
- branched
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims 5
- 239000008194 pharmaceutical composition Substances 0.000 title claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 20
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 11
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 5
- 229910052801 chlorine Inorganic materials 0.000 claims 5
- 239000000460 chlorine Substances 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000002252 acyl group Chemical group 0.000 claims 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000004414 alkyl thio group Chemical group 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- CPPKAGUPTKIMNP-UHFFFAOYSA-N cyanogen fluoride Chemical compound FC#N CPPKAGUPTKIMNP-UHFFFAOYSA-N 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- -1 nitro, cyano, phenyl Chemical group 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 210000005239 tubule Anatomy 0.000 claims 1
Claims (4)
где А - арил с 6-10 атомами углерода и пиридил, незамещенные или замещенные 1 - 3 одинаковыми или различными остатками из группы, включающей нитро, циано, фенил, галоген и трифторметил, или неразветвленной или разветвленной алкилтио-группой с 1 - 6 атомами углерода или неразветвленным или разветвленным алкоксилом с 1 - 6 атомами углерода,
D - циано или нитро;
R1 - водород или неразветвленный или разветвленный алкил с 1 - 8 атомами углерода,
R2 и R3 одинаковы или различны и означают водород или неразветвленный или разветвленный алкил с 1-6 атомами углерода или неразветвленный или разветвленный ацил с 1 - 6 атомами углерода,
при этом, если А означает фенил, незамещенный или замещенный в положении 4 хлором, метоксилом или нитро-группой, D - циано и R2 и R3 одинаковы и означают водород, то радикал R1 не означает этил,
смесь изомеров или отдельные изомеры и их соли.1. Derivatives of 4-aryl or heteroaryl-6-amino-nicotinic acid of general formula I
where A is aryl with 6-10 carbon atoms and pyridyl, unsubstituted or substituted by 1 to 3 identical or different residues from the group including nitro, cyano, phenyl, halogen and trifluoromethyl, or an unbranched or branched alkylthio group with 1 to 6 carbon atoms or unbranched or branched alkoxy with 1 to 6 carbon atoms,
D - cyano or nitro;
R 1 is hydrogen or unbranched or branched alkyl with 1 to 8 carbon atoms,
R 2 and R 3 are the same or different and denote hydrogen or unbranched or branched alkyl with 1-6 carbon atoms or a unbranched or branched acyl with 1 to 6 carbon atoms,
moreover, if A means phenyl unsubstituted or substituted in position 4 with chlorine, methoxy or a nitro group, D means cyano and R 2 and R 3 are the same and mean hydrogen, then the radical R 1 does not mean ethyl,
a mixture of isomers or individual isomers and their salts.
где А - фенил и нафтил, незамещенные или замещенные 1 - 3 одинаковыми или различными остатками из группы, включающей нитро, циано, фтор, хлор, бром, йод, фенил и трифторметил, или неразветвленной или разветвленной алкилтио-группой с 1 - 4 атомами углерода или неразветвленным или разветвленным алкоксилом с 1 - 4 атомами углерода,
D - циано или нитро;
R1 - водород или неразветвленный или разветвленный алкил с 1 - 6 атомами углерода;
R2 и R3 одинаковы или различны и означают водород или неразветвленный или разветвленный алкил с 1 - 4 атомами углерода или неразветвленный или разветвленный ацил с 1-4 атомами углерода,
при этом, если А означает фенил, незамещенный или замещенный в положении 4 хлором, метоксилом или нитро-группой, D - циано и R2 и R3 одинаковы и означают водород, то радикал R1 не означает этил,
смесь их изомеров или отдельные изомеры и их соли.2. Derivatives of 4-aryl or heteroaryl-6-amino-nicotinic acid of general formula I according to claim 1,
where A is phenyl and naphthyl, unsubstituted or substituted by 1 to 3 identical or different residues from the group including nitro, cyano, fluorine, chlorine, bromine, iodine, phenyl and trifluoromethyl, or a straight or branched alkylthio group with 1 to 4 carbon atoms or unbranched or branched alkoxy with 1-4 carbon atoms,
D - cyano or nitro;
R 1 is hydrogen or unbranched or branched alkyl with 1 to 6 carbon atoms;
R 2 and R 3 are the same or different and denote hydrogen or unbranched or branched alkyl with 1 to 4 carbon atoms or a unbranched or branched acyl with 1-4 carbon atoms,
moreover, if A means phenyl unsubstituted or substituted in position 4 with chlorine, methoxy or a nitro group, D means cyano and R 2 and R 3 are the same and mean hydrogen, then the radical R 1 does not mean ethyl,
a mixture of their isomers or individual isomers and their salts.
где А - фенил, незамещенный или замещенный 1 - 2 одинаковыми или различными остатками из группы, включающей нитро, циано, фтор, хлор, бром, йод, фенил, трифторметил, метокси и метилтио,
D - циано или нитро;
R1 - водород или неразветвленный или разветвленный алкил с 1 - 4 атомами углерода;
R2 и R3 одинаковы или различны и означают водород или неразветвленный или разветвленный алкил с 1-3 атомами углерода или неразветвленный или разветвленный ацил с 1 - 3 атомами углерода,
при этом, если А означает фенил, незамещенный или замещенный в положении 4 хлором, метоксилом или нитро-группой, D - циано и R2 и R3 одинаковы и означают водород, то радикал R1 не означает этил,
смесь их изомеров или отдельные изомеры и их соли.3. 4-aryl- or heteroaryl-6-amino-nicotinic acid derivatives of general formula I according to claim 1,
where A is phenyl, unsubstituted or substituted by 1 to 2 identical or different residues from the group including nitro, cyano, fluorine, chlorine, bromine, iodine, phenyl, trifluoromethyl, methoxy and methylthio,
D - cyano or nitro;
R 1 is hydrogen or unbranched or branched alkyl with 1 to 4 carbon atoms;
R 2 and R 3 are the same or different and mean hydrogen or a straight or branched alkyl with 1 to 3 carbon atoms or a straight or branched acyl with 1 to 3 carbon atoms,
moreover, if A means phenyl unsubstituted or substituted in position 4 with chlorine, methoxy or a nitro group, D means cyano and R 2 and R 3 are the same and mean hydrogen, then the radical R 1 does not mean ethyl,
a mixture of their isomers or individual isomers and their salts.
где А - арил с 6-10 атомами углерода и пиридил, незамещенные или замещенные 1 - 3 одинаковыми или различными остатками из группы, включающей нитро, циано, фенил, галоген и трифторметил, или неразветвленной или разветвленной алкилтио-группой с 1-6 атомами углерода или неразветвленным или разветвленным алкоксилом с 1 - 6 атомами углерода,
D - циано или нитро;
R1 - водород или неразветвленный или разветвленный алкил с 1 - 8 атомами углерода;
R2 и R3 одинаковы или различны и означают водород или неразветвленный или разветвленный алкил с 1-6 атомами углерода или неразветвленный или разветвленный ацил с 1 - 6 атомами углерода,
смесь его изомеров или отдельный изомер или его соль в эффективном количестве.4. Pharmaceutical composition with modulating potassium tubules action, containing the active principle and at least one pharmaceutically acceptable, non-toxic inert carrier, characterized in that it contains as active principle a compound of the aforementioned general formula I,
where A is aryl with 6-10 carbon atoms and pyridyl, unsubstituted or substituted by 1 to 3 identical or different residues from the group including nitro, cyano, phenyl, halogen and trifluoromethyl, or a straight or branched alkylthio group with 1-6 carbon atoms or unbranched or branched alkoxy with 1 to 6 carbon atoms,
D - cyano or nitro;
R 1 is hydrogen or unbranched or branched alkyl with 1 to 8 carbon atoms;
R 2 and R 3 are the same or different and denote hydrogen or unbranched or branched alkyl with 1-6 carbon atoms or a unbranched or branched acyl with 1 to 6 carbon atoms,
a mixture of its isomers or a single isomer or its salt in an effective amount.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4430638.5 | 1994-08-29 | ||
| DE4430638A DE4430638A1 (en) | 1994-08-29 | 1994-08-29 | Use of substituted 4-phenyl-6-amino-nicotinic acid derivatives as a medicament |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU95114449A true RU95114449A (en) | 1997-08-10 |
| RU2154635C2 RU2154635C2 (en) | 2000-08-20 |
Family
ID=6526833
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU95114449/04A RU2154635C2 (en) | 1994-08-29 | 1995-08-28 | Derivatives of 4-aryl-6-aminonicotinic acid and their salts |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US5670525A (en) |
| EP (1) | EP0705820A1 (en) |
| JP (1) | JPH0867670A (en) |
| KR (1) | KR960007565A (en) |
| CN (1) | CN1127114A (en) |
| AU (1) | AU697552B2 (en) |
| CA (1) | CA2156961A1 (en) |
| CZ (1) | CZ219895A3 (en) |
| DE (1) | DE4430638A1 (en) |
| EE (1) | EE9500059A (en) |
| FI (1) | FI954007L (en) |
| HU (1) | HUT74618A (en) |
| IL (1) | IL115072A (en) |
| NO (1) | NO308287B1 (en) |
| NZ (1) | NZ272851A (en) |
| PL (1) | PL310145A1 (en) |
| RU (1) | RU2154635C2 (en) |
| SK (1) | SK106595A3 (en) |
| TW (1) | TW419464B (en) |
| ZA (1) | ZA957187B (en) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999024830A1 (en) * | 1997-11-10 | 1999-05-20 | Bristol-Myers Squibb Company | Method for diagnosing alzheimer's disease |
| DE10059418A1 (en) | 2000-11-30 | 2002-06-20 | Aventis Pharma Gmbh | Ortho, meta-substituted bisaryl compounds, processes for their preparation, their use as medicaments and pharmaceutical preparations containing them |
| DE10060807A1 (en) * | 2000-12-07 | 2002-06-20 | Aventis Pharma Gmbh | Ortho, ortho-substituted nitrogen-containing bisaryl compounds, processes for their preparation, their use as medicaments and pharmaceutical preparations containing them |
| DE10110747A1 (en) * | 2001-03-07 | 2002-09-12 | Bayer Ag | Substituted 2,6-diamino-3,5-dicyano-4-aryl-pyridines and their use |
| DE10115945A1 (en) * | 2001-03-30 | 2002-10-02 | Bayer Ag | Substituted 2-carba-3,5-dicyano-4-aryl-6-aminopyridines and their use |
| DE10238113A1 (en) * | 2001-12-11 | 2003-06-18 | Bayer Ag | New 2-substituted methylthio-dicyanopyridine derivatives, useful for treating or preventing e.g. cardiovascular disease and inflammation, are adenosine A1 receptor agonists |
| US20050075359A1 (en) * | 2003-03-14 | 2005-04-07 | Rikako Kono | Large conductance calcium-activated K channel opener |
| US7671065B2 (en) * | 2005-02-24 | 2010-03-02 | Janssen Pharmaceutica N.V. | Pyridine derivatives as potassium ion channel openers |
| DE102006042143A1 (en) * | 2006-09-08 | 2008-03-27 | Bayer Healthcare Aktiengesellschaft | Novel substituted bipyridine derivatives and their use |
| DE102006056740A1 (en) * | 2006-12-01 | 2008-06-05 | Bayer Healthcare Ag | Cyclic substituted 3,5-dicyano-2-thiopyridines and their use |
| DE102006056739A1 (en) * | 2006-12-01 | 2008-06-05 | Bayer Healthcare Ag | Substituted 4-amino-3,5-dicyano-2-thiopyridines and their use |
| DE102007035367A1 (en) * | 2007-07-27 | 2009-01-29 | Bayer Healthcare Ag | Substituted aryloxazoles and their use |
| DE102007036076A1 (en) | 2007-08-01 | 2009-02-05 | Bayer Healthcare Aktiengesellschaft | Dipeptoid Produgs and their use |
| DE102007061764A1 (en) * | 2007-12-20 | 2009-06-25 | Bayer Healthcare Ag | Anellated cyanopyridines and their use |
| DE102007061763A1 (en) * | 2007-12-20 | 2009-06-25 | Bayer Healthcare Ag | Substituted azabicyclic compounds and their use |
| DE102008013587A1 (en) * | 2008-03-11 | 2009-09-17 | Bayer Schering Pharma Aktiengesellschaft | Heteroaryl-substituted dicyanopyridines and their use |
| CA2726020C (en) * | 2008-05-29 | 2016-08-16 | Bayer Schering Pharma Aktiengesellschaft | 2-alkoxy-substituted dicyanopyridines and use thereof |
| DE102008062567A1 (en) | 2008-12-16 | 2010-06-17 | Bayer Schering Pharma Aktiengesellschaft | Dipeptoid prodrugs and their use |
| DE102009006602A1 (en) * | 2009-01-29 | 2010-08-05 | Bayer Schering Pharma Aktiengesellschaft | Alkylamino-substituted dicyanopyridines and their amino acid ester prodrugs |
| DE102010030688A1 (en) | 2010-06-30 | 2012-01-05 | Bayer Schering Pharma Aktiengesellschaft | Substituted dicyanopyridines and their use |
| US20120058983A1 (en) | 2010-09-02 | 2012-03-08 | Bayer Pharma Aktiengesellschaft | Adenosine A1 agonists for the treatment of glaucoma and ocular hypertension |
| MX2013003101A (en) * | 2010-09-17 | 2013-09-26 | Purdue Pharma Lp | Pyridine compounds and the uses thereof. |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3209274A1 (en) * | 1982-03-13 | 1983-09-15 | Bayer Ag, 5090 Leverkusen | PYRIDINE CARBONIC ACID ESTER, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A MEDICINAL PRODUCT |
| IT1204948B (en) * | 1987-03-13 | 1989-03-10 | Boheringer Biochemia Robin S P | 2-THYOMETHY-SUBSTITUTE-PYRIDINS, METHOD FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM. |
-
1994
- 1994-08-29 DE DE4430638A patent/DE4430638A1/en not_active Withdrawn
-
1995
- 1995-07-20 TW TW084107499A patent/TW419464B/en active
- 1995-08-16 EP EP95112833A patent/EP0705820A1/en not_active Withdrawn
- 1995-08-22 US US08/517,873 patent/US5670525A/en not_active Expired - Fee Related
- 1995-08-23 AU AU30205/95A patent/AU697552B2/en not_active Ceased
- 1995-08-23 PL PL95310145A patent/PL310145A1/en unknown
- 1995-08-24 JP JP7237915A patent/JPH0867670A/en active Pending
- 1995-08-25 CN CN95116625A patent/CN1127114A/en active Pending
- 1995-08-25 IL IL11507295A patent/IL115072A/en not_active IP Right Cessation
- 1995-08-25 CA CA002156961A patent/CA2156961A1/en not_active Abandoned
- 1995-08-25 NZ NZ272851A patent/NZ272851A/en unknown
- 1995-08-25 FI FI954007A patent/FI954007L/en unknown
- 1995-08-28 NO NO953367A patent/NO308287B1/en not_active IP Right Cessation
- 1995-08-28 RU RU95114449/04A patent/RU2154635C2/en active
- 1995-08-28 SK SK1065-95A patent/SK106595A3/en unknown
- 1995-08-28 EE EE9500059A patent/EE9500059A/en unknown
- 1995-08-28 HU HU9502520A patent/HUT74618A/en unknown
- 1995-08-28 KR KR1019950026840A patent/KR960007565A/en not_active Ceased
- 1995-08-28 CZ CZ952198A patent/CZ219895A3/en unknown
- 1995-08-28 ZA ZA957187A patent/ZA957187B/en unknown
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