PE20001494A1 - DERIVATIVES OF CICLOBUTEN-3,4-DIONA ITS PREPARATION AND ITS APPLICATION IN THERAPEUTICS - Google Patents
DERIVATIVES OF CICLOBUTEN-3,4-DIONA ITS PREPARATION AND ITS APPLICATION IN THERAPEUTICSInfo
- Publication number
- PE20001494A1 PE20001494A1 PE2000000185A PE0001852000A PE20001494A1 PE 20001494 A1 PE20001494 A1 PE 20001494A1 PE 2000000185 A PE2000000185 A PE 2000000185A PE 0001852000 A PE0001852000 A PE 0001852000A PE 20001494 A1 PE20001494 A1 PE 20001494A1
- Authority
- PE
- Peru
- Prior art keywords
- cyclohexan
- trans
- alkyl
- methyl
- diona
- Prior art date
Links
- 239000003814 drug Substances 0.000 title 1
- PNZXMIKHJXIPEK-UHFFFAOYSA-N cyclohexanecarboxamide Chemical compound NC(=O)C1CCCCC1 PNZXMIKHJXIPEK-UHFFFAOYSA-N 0.000 abstract 3
- 206010003210 Arteriosclerosis Diseases 0.000 abstract 1
- 206010021639 Incontinence Diseases 0.000 abstract 1
- 102000011016 Type 5 Cyclic Nucleotide Phosphodiesterases Human genes 0.000 abstract 1
- 108010037581 Type 5 Cyclic Nucleotide Phosphodiesterases Proteins 0.000 abstract 1
- 208000011775 arteriosclerosis disease Diseases 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000004064 dysfunction Effects 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 1
- 230000001568 sexual effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Urology & Nephrology (AREA)
- Gynecology & Obstetrics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
SE REFIERE A DERIVADOS DE CICLOBUTEN-3,4-DIONA DE FORMULA I, DONDE: R1 Y R2 SON H, ALQUILO C1-C6, ALQUENILO C2-C6, -(CH2)n-CICLOALQUILO C3-C6; R3 ES H, ALQUILO C1-C6, -(CH2)n- CICLOALQUILO C3-C6, -CH2-CO2-ALQUILO C1-C3, CH2COOH; W ES NR4R5; R4 Y R5 SON H, ALQUILO C1-C6, ALQUENILO C2-C6, ALQUINILO C2-C6, (CH2)n-CICLOALQUILO C3-C6, FLUOROALQUILO, ENTRE OTROS; O R4 Y R5 JUNTOS FORMAN UN GRUPO a; n ES 0-2, m ES 1-2, p y p` SON 1-3. SON COMPUESTOS PREFERIDOS TRANS-4-[[[2-DIPROPILAMINO)-3,4-DIOXOCICLOBUT-1-EN-1-IL]AMINO]-METIL]CICLOHEXAN-1-CARBOXAMIDA, TRANS-4-[[[2-DIPROPILAMINO)-3,4-DIOXOCICLOBUT-1-EN-1-IL]AMINO]-METIL]CICLOHEXAN-1-N-CICLOPROPILCARBOXAMIDA; TRANS-4-[[[2-BUTILETILAMINO)-3,4-DIOXOCICLOBUT-1-EN-1-IL]METILAMINO]-METIL]CICLOHEXAN-1-CARBOXAMIDA, TRANS-4-[[[2-DIPROPILAMINO)-3,4-DIOXOCICLOBUT-1-EN-1-IL]METILAMINO]METIL]CICLOHEXAN-1-CARBOXAMIDA. SE REFIERA TAMBIEN A UN PROCEDIMIENTO PARA LA PREPARACION. LOS DERIVADOS DE CICLOBUTEN-3,4-DIONA SON INHIBIDORES DE LA FOSFODIESTERASA 5 POR LO QUE PUEDEN SER UTILES EN EL TRATAMIENTO DE HIPERTROFIA BENIGNA PROSTATICA, INCONTINENCIA, DISFUNCIONES SEXUALES, VESICULA OBSTRUIDA, DISMENORREA, PARTO PREMATURO, DISFUNCIONES SEXUALES, ANGINA, HIPERTENSION PULMONAR, ATAQUE DE APOPLEJIA, ARTERIOSCLEROSISREFERS TO CYCLOBUTEN-3,4-DIONA DERIVATIVES OF FORMULA I, WHERE: R1 AND R2 ARE H, C1-C6 ALKYL, C2-C6 ALKENYL, - (CH2) n-CYCLOALKYL C3-C6; R3 IS H, C1-C6 ALKYL, - (CH2) n- C3-C6 CYCLOALKYL, -CH2-CO2-C1-C3 ALKYL, CH2COOH; W IS NR4R5; R4 AND R5 ARE H, C1-C6 ALKYL, C2-C6 ALKENYL, C2-C6 ALKINYL, (CH2) n-C3-C6 CYCLOALKYL, FLUOROALKYL, AMONG OTHERS; OR R4 AND R5 TOGETHER FORM A GROUP a; n IS 0-2, m IS 1-2, p and p` ARE 1-3. THE PREFERRED COMPOUNDS ARE TRANS-4 - [[[2-DIPROPYLAMINE) -3,4-DIOXOCICLOBUT-1-EN-1-IL] AMINO] -MEthyl] CYCLOHEXAN-1-CARBOXAMIDE, TRANS-4 - [[[2-DIPROPYLAMINE ) -3,4-DIOXOCYCLOBUT-1-EN-1-IL] AMINO] -MEthyl] CYCLOHEXAN-1-N-CYCLOPROPYLCARBOXAMIDE; TRANS-4 - [[[2-BUTYLETHYLAMINE) -3,4-DIOXOCICLOBUT-1-EN-1-IL] METHYLAMINO] -MEthyl] CYCLOHEXAN-1-CARBOXAMIDE, TRANS-4 - [[[2-DIPROPYLAMINE) -3 , 4-DIOXOCYCLOBUT-1-EN-1-IL] METHYLAMINO] METHYL] CYCLOHEXAN-1-CARBOXAMIDE. IT ALSO REFERS TO A PROCEDURE FOR THE PREPARATION. THE DERIVATIVES OF CYCLOBUTEN-3,4-DIONA ARE INHIBITORS OF PHOSPHODIESTERASE 5 SO THEY MAY BE USEFUL IN THE TREATMENT OF BENIGN PROSTATIC HYPERTROPHIA, INCONTINENCE, SEXUAL DYSFUNCTIONS, OBSTRUED VESICULA, ANGUISHED DYSMENORHEA, PREMENORAL DYSMENORHEA , APOPLEJIA ATTACK, ARTERIOSCLEROSIS
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9902679A FR2790472B1 (en) | 1999-03-04 | 1999-03-04 | DERIVATIVES OF CYCLOBUTENE-3, 4-DIONE, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20001494A1 true PE20001494A1 (en) | 2001-03-04 |
Family
ID=9542807
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2000000185A PE20001494A1 (en) | 1999-03-04 | 2000-03-03 | DERIVATIVES OF CICLOBUTEN-3,4-DIONA ITS PREPARATION AND ITS APPLICATION IN THERAPEUTICS |
Country Status (6)
| Country | Link |
|---|---|
| AR (1) | AR022809A1 (en) |
| AU (1) | AU2922700A (en) |
| CO (1) | CO5160254A1 (en) |
| FR (1) | FR2790472B1 (en) |
| PE (1) | PE20001494A1 (en) |
| WO (1) | WO2000051973A1 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6548508B2 (en) | 2000-10-20 | 2003-04-15 | Pfizer, Inc. | Use of PDE V inhibitors for improved fecundity in mammals |
| US6495576B2 (en) | 2001-02-07 | 2002-12-17 | Abbott Laboratories | Aminal diones as potassium channel openers |
| AR068509A1 (en) * | 2007-09-19 | 2009-11-18 | Jerini Ag | BRADIQUININE B1 RECEIVER ANTAGOSNIST |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9312210D0 (en) * | 1993-06-14 | 1993-07-28 | Smithkline Beecham Plc | Chemical compounds |
-
1999
- 1999-03-04 FR FR9902679A patent/FR2790472B1/en not_active Expired - Fee Related
-
2000
- 2000-03-01 AU AU29227/00A patent/AU2922700A/en not_active Abandoned
- 2000-03-01 WO PCT/FR2000/000503 patent/WO2000051973A1/en not_active Ceased
- 2000-03-02 AR ARP000100922A patent/AR022809A1/en unknown
- 2000-03-03 CO CO00015525A patent/CO5160254A1/en unknown
- 2000-03-03 PE PE2000000185A patent/PE20001494A1/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CO5160254A1 (en) | 2002-05-30 |
| FR2790472B1 (en) | 2001-04-06 |
| FR2790472A1 (en) | 2000-09-08 |
| WO2000051973A1 (en) | 2000-09-08 |
| AR022809A1 (en) | 2002-09-04 |
| AU2922700A (en) | 2000-09-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |