IE44355L - 1,4-disubstituted decahydroquinolines - Google Patents
1,4-disubstituted decahydroquinolinesInfo
- Publication number
- IE44355L IE44355L IE762613A IE261376A IE44355L IE 44355 L IE44355 L IE 44355L IE 762613 A IE762613 A IE 762613A IE 261376 A IE261376 A IE 261376A IE 44355 L IE44355 L IE 44355L
- Authority
- IE
- Ireland
- Prior art keywords
- group
- carbonyl
- alkyl
- reacting
- hydrazonomethylene
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
- C07D215/42—Nitrogen atoms attached in position 4
- C07D215/44—Nitrogen atoms attached in position 4 with aryl radicals attached to said nitrogen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
- C07D215/42—Nitrogen atoms attached in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Quinoline Compounds (AREA)
Abstract
1515540 4 - Amino - trans - decahydroquinoline derivatives LABAZ 24 Nov 1976 [16 Dec 1975] 51507/75 Heading C2C Novel trans decahydroquinoline derivatives of the Formula I and pharmaceutically acceptable acid addition salts thereof, wherein R<SP>1</SP> is alkyl, alkoxy, dialkylamino, a saturated heterocyclic ring attached through a ring nitrogen atom, an unsaturated heterocyclic group or an optionally substituted phenyl, R<SP>2</SP> is alkyl, optionally substituted phenyl, naphthyl, unsaturated heterocyclic optionally substituted by alkyl, aralkyl, aralkenyl or alicyclic and R<SP>3</SP> is alkyl substituted furyl, aralkyl, aralkenyl or a group where A is C 1-4 -alkylene, Y is oxygen, sulphur, carbonyl > C = NOH, >C = NNH 2 or sulphoxide or a group X R<SP>4</SP> and R<SP>5</SP> each are hydrogen, halogen, methyl, methoxy or acetyl and n is zero or 1, with the proviso that when n is zero, Y is carbonyl, where alkyl groups unless otherwise specified have 1 to 4 carbon atoms, may be prepared, when R 1 is other than dialkylamino or saturated heterocyclic group attached by a ring nitrogen atom and when R<SP>3</SP> is a group II, Y is other than hydroxyiminomethylene or hydrazonomethylene by reacting a compound III with R<SP>1</SP>COCl or (R<SP>1</SP>CO) 2 O or when R<SP>1</SP> is dialkylamino or a saturated heterocyclic group attached by a ring nitrogen atom, and when R<SP>3</SP> is a group II, Y is other than hydroxyiminomethylone or hydrazonomethylene by reacting a compound VI with an amine R<SP>1</SP>H, optionally followed by acid addition salt formation and/or reacting a carbonyl at Y with hydroxylamine or hydrazine to form a hydroxylimino methylene or a carbonyl hydrazonomethylene. Intermediates of the Formula III are prepared by reacting 4-oxo-trans-decahydroquinoline with an amine R<SP>2</SP>NH 2 and reducing the imine so formed to produce a compound VIII which is reacted with R<SP>3</SP>-Hal, where Hal is chlorine, bromine or iodine. When R<SP>3</SP> is a group II and Y is carbonyl, the carbonyl group is protected with a group X and thereafter optionally hydrolysed. The isomers of the compound VIII are separated. Pharmaceutical compositions of the compounds I with the usual excipients show analgesic activity when administered orally, parenterally or rectally. The compounds I in which R<SP>1</SP> is alkoxy also show antihypertensive action.
[GB1515540A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB51507/75A GB1515540A (en) | 1975-12-16 | 1975-12-16 | 4-amino-trans-decahydroquinoline derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE44355L true IE44355L (en) | 1977-06-16 |
| IE44355B1 IE44355B1 (en) | 1981-11-04 |
Family
ID=10460296
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2613/76A IE44355B1 (en) | 1975-12-16 | 1976-11-26 | 4-amino-trans-decahydroquinoline derivatives |
Country Status (28)
| Country | Link |
|---|---|
| JP (1) | JPS6022711B2 (en) |
| AR (1) | AR214988A1 (en) |
| AT (1) | AT357535B (en) |
| AU (1) | AU509897B2 (en) |
| BE (1) | BE849431A (en) |
| CA (1) | CA1077040A (en) |
| CH (1) | CH618970A5 (en) |
| DD (1) | DD128709A5 (en) |
| DE (1) | DE2656678C2 (en) |
| DK (1) | DK564876A (en) |
| ES (1) | ES454285A1 (en) |
| FI (1) | FI63023C (en) |
| FR (1) | FR2335224A1 (en) |
| GB (1) | GB1515540A (en) |
| HU (1) | HU175391B (en) |
| IE (1) | IE44355B1 (en) |
| IT (1) | IT1065969B (en) |
| MX (1) | MX5798E (en) |
| NL (1) | NL7613629A (en) |
| NO (1) | NO145916C (en) |
| NZ (1) | NZ182758A (en) |
| OA (1) | OA05515A (en) |
| PL (1) | PL101143B1 (en) |
| PT (1) | PT65970B (en) |
| SE (1) | SE434396B (en) |
| SU (1) | SU633476A3 (en) |
| YU (1) | YU39980B (en) |
| ZA (1) | ZA767112B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2592879B1 (en) * | 1986-01-13 | 1988-04-29 | Roussel Uclaf | NOVEL DECAHYDROQUINOLEIN DERIVATIVES, PROCESS FOR THEIR PREPARATION, PREPARATION INTERMEDIATES, THEIR APPLICATION AS MEDICAMENTS AND COMPOSITIONS CONTAINING THEM |
| US20070208003A1 (en) * | 2004-03-26 | 2007-09-06 | Bell Michael G | Compounds and methods for treating dyslipidemia |
-
1975
- 1975-12-16 GB GB51507/75A patent/GB1515540A/en not_active Expired
-
1976
- 1976-11-26 IE IE2613/76A patent/IE44355B1/en unknown
- 1976-11-29 NZ NZ182758A patent/NZ182758A/en unknown
- 1976-11-29 ZA ZA00767112A patent/ZA767112B/en unknown
- 1976-12-07 AU AU20328/76A patent/AU509897B2/en not_active Expired
- 1976-12-08 NL NL7613629A patent/NL7613629A/en not_active Application Discontinuation
- 1976-12-13 CH CH1565976A patent/CH618970A5/en not_active IP Right Cessation
- 1976-12-13 CA CA267,706A patent/CA1077040A/en not_active Expired
- 1976-12-13 AR AR265813A patent/AR214988A1/en active
- 1976-12-14 FR FR7637621A patent/FR2335224A1/en active Granted
- 1976-12-14 MX MX765223A patent/MX5798E/en unknown
- 1976-12-15 OA OA56017A patent/OA05515A/en unknown
- 1976-12-15 HU HU76LA900A patent/HU175391B/en unknown
- 1976-12-15 SU SU762428755A patent/SU633476A3/en active
- 1976-12-15 IT IT30441/76A patent/IT1065969B/en active
- 1976-12-15 DE DE2656678A patent/DE2656678C2/en not_active Expired
- 1976-12-15 PT PT65970A patent/PT65970B/en unknown
- 1976-12-15 JP JP51151456A patent/JPS6022711B2/en not_active Expired
- 1976-12-15 SE SE7614105A patent/SE434396B/en not_active IP Right Cessation
- 1976-12-15 NO NO764251A patent/NO145916C/en unknown
- 1976-12-15 FI FI763603A patent/FI63023C/en not_active IP Right Cessation
- 1976-12-15 BE BE173281A patent/BE849431A/en not_active IP Right Cessation
- 1976-12-15 DK DK564876A patent/DK564876A/en not_active Application Discontinuation
- 1976-12-15 DD DD7600196381A patent/DD128709A5/en unknown
- 1976-12-16 YU YU3071/76A patent/YU39980B/en unknown
- 1976-12-16 ES ES454285A patent/ES454285A1/en not_active Expired
- 1976-12-16 PL PL1976194452A patent/PL101143B1/en unknown
- 1976-12-16 AT AT932076A patent/AT357535B/en not_active IP Right Cessation
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