GB1515540A - 4-amino-trans-decahydroquinoline derivatives - Google Patents
4-amino-trans-decahydroquinoline derivativesInfo
- Publication number
- GB1515540A GB1515540A GB51507/75A GB5150775A GB1515540A GB 1515540 A GB1515540 A GB 1515540A GB 51507/75 A GB51507/75 A GB 51507/75A GB 5150775 A GB5150775 A GB 5150775A GB 1515540 A GB1515540 A GB 1515540A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- carbonyl
- alkyl
- reacting
- trans
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
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.
Priority Applications (29)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB51507/75A GB1515540A (en) | 1975-12-16 | 1975-12-16 | 4-amino-trans-decahydroquinoline derivatives |
IE2613/76A IE44355B1 (en) | 1975-12-16 | 1976-11-26 | 4-amino-trans-decahydroquinoline derivatives |
NZ182758A NZ182758A (en) | 1975-12-16 | 1976-11-29 | 1-substituled-4(n-acyl-n-substituted amino) -trans-decahyclroiso-quinolines (forms a or b) |
ZA00767112A ZA767112B (en) | 1975-12-16 | 1976-11-29 | Heterocyclic compounds and processes for preparing the same |
AU20328/76A AU509897B2 (en) | 1975-12-16 | 1976-12-07 | 4-amino-trans-decahydroquinoline derivatives |
NL7613629A NL7613629A (en) | 1975-12-16 | 1976-12-08 | PROCESS FOR THE PREPARATION OF 4-AMINO-TRANS- DECAHYDROCHINOLINE DERIVATIVES. |
AR265813A AR214988A1 (en) | 1975-12-16 | 1976-12-13 | A PROCEDURE FOR PREPARING 1-SUBSTITUTED-4-AMINO-SUBSTITUTED DERIVATIVES OF DECAHYDROQUINOLINE |
CH1565976A CH618970A5 (en) | 1975-12-16 | 1976-12-13 | Process for the preparation of 4-amido-trans-decahydroquinoline derivatives |
CA267,706A CA1077040A (en) | 1975-12-16 | 1976-12-13 | Pharmaceutically active decahydroquinoline derivatives |
FR7637621A FR2335224A1 (en) | 1975-12-16 | 1976-12-14 | NEW DECAHYDROQUINOLEINE DERIVATIVES, THEIR PREPARATION PROCESSES AND THE THERAPEUTIC COMPOSITIONS CONTAINING THEM |
MX765223A MX5798E (en) | 1975-12-16 | 1976-12-14 | PROCEDURE FOR THE PREPARATION OF 4-AMINO-TRANS-DECAHYDROKINOLINE DERIVATIVES |
PT65970A PT65970B (en) | 1975-12-16 | 1976-12-15 | PROCESS FOR THE PREPARATION OF A PHARMACEUTICAL COMPOSITION |
NO764251A NO145916C (en) | 1975-12-16 | 1976-12-15 | ANALOGUE PROCEDURE FOR THE PREPARATION OF PHARMACOLOGICAL ACTIVE 4-AMINO-TRANS-DECA HYDROKINOLINE DERIVATIVES |
DE2656678A DE2656678C2 (en) | 1975-12-16 | 1976-12-15 | 4-Amino-trans-decahydroquinoline derivatives and processes for their preparation and pharmaceutical compositions containing them |
BE173281A BE849431A (en) | 1975-12-16 | 1976-12-15 | NEW DECAHYDROQUINOLEINE DERIVATIVES, THEIR PREPARATIONS AND THE THERAPEUTIC COMPOSITIONS CONTAINING THEM |
HU76LA900A HU175391B (en) | 1975-12-16 | 1976-12-15 | Process for producing 4-amino-trans-decahydroquinoline derivatives and pharmaceutical compositions containing them as active agents |
DK564876A DK564876A (en) | 1975-12-16 | 1976-12-15 | HETEROCYCLIC COMPOUNDS AND MANUFACTURING METHOD |
DD7600196381A DD128709A5 (en) | 1975-12-16 | 1976-12-15 | PROCESS FOR PREPARING DEKAHYDROCHINOLINE DERIVATIVES |
OA56017A OA05515A (en) | 1975-12-16 | 1976-12-15 | Process for the preparation of new decahydroquinoline derivatives. |
FI763603A FI63023C (en) | 1975-12-16 | 1976-12-15 | FOERFARANDE FOER FRAMSTAELLNING AV SMAERTLINDRANDE 4-AMINO-TRANS-DEKAHYDROKINOLINDERIVAT |
IT30441/76A IT1065969B (en) | 1975-12-16 | 1976-12-15 | HETEROCYCLIC COMPOUNDS AND PROCEDURES FOR PREPARING THE SAME |
JP51151456A JPS6022711B2 (en) | 1975-12-16 | 1976-12-15 | Trans-decahydroquinoline derivatives, their production methods, and pharmaceuticals containing the same |
SE7614105A SE434396B (en) | 1975-12-16 | 1976-12-15 | ANALOGY PROCEDURE FOR PREPARATION OF 4-AMINO-TRANSDEKAH HYDROKINOLINE DERIVATIVES |
SU762428755A SU633476A3 (en) | 1975-12-16 | 1976-12-15 | Method of obtaining 4-amino-trans-deca-hydroquinoline derivatives or salts thereof |
AT932076A AT357535B (en) | 1975-12-16 | 1976-12-16 | METHOD FOR PRODUCING NEW 4-AMINO-TRANSDECAHYDROCHINOLINE DERIVATIVES AND THEIR ACID ADDITION SALTS |
ES454285A ES454285A1 (en) | 1975-12-16 | 1976-12-16 | 4-amino-trans-decahydroquinoline derivatives |
PL1976194452A PL101143B1 (en) | 1975-12-16 | 1976-12-16 | METHOD OF MAKING 4-AMINO-TRANS-DEKAHYDROQUINOLINE DERIVATIVES |
YU3071/76A YU39980B (en) | 1975-12-16 | 1976-12-16 | Process for obtaining 4-amino-trans-decahydroquinoline derivatives |
US05/884,705 US4173636A (en) | 1975-12-16 | 1978-03-08 | Decahydroquinolines, pharmaceutical compositions and methods of use |
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 (1)
Publication Number | Publication Date |
---|---|
GB1515540A true GB1515540A (en) | 1978-06-28 |
Family
ID=10460296
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB51507/75A Expired GB1515540A (en) | 1975-12-16 | 1975-12-16 | 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) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005097806A1 (en) * | 2004-03-26 | 2005-10-20 | Eli Lilly And Company | Compounds and methods for treating dyslipidemia |
Families Citing this family (1)
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 |
-
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 AR AR265813A patent/AR214988A1/en active
- 1976-12-13 CA CA267,706A patent/CA1077040A/en not_active Expired
- 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 SE SE7614105A patent/SE434396B/en not_active IP Right Cessation
- 1976-12-15 HU HU76LA900A patent/HU175391B/en unknown
- 1976-12-15 BE BE173281A patent/BE849431A/en not_active IP Right Cessation
- 1976-12-15 JP JP51151456A patent/JPS6022711B2/en not_active Expired
- 1976-12-15 PT PT65970A patent/PT65970B/en unknown
- 1976-12-15 DE DE2656678A patent/DE2656678C2/en not_active Expired
- 1976-12-15 FI FI763603A patent/FI63023C/en not_active IP Right Cessation
- 1976-12-15 SU SU762428755A patent/SU633476A3/en active
- 1976-12-15 DK DK564876A patent/DK564876A/en not_active Application Discontinuation
- 1976-12-15 NO NO764251A patent/NO145916C/en unknown
- 1976-12-15 IT IT30441/76A patent/IT1065969B/en active
- 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 AT AT932076A patent/AT357535B/en not_active IP Right Cessation
- 1976-12-16 PL PL1976194452A patent/PL101143B1/en unknown
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005097806A1 (en) * | 2004-03-26 | 2005-10-20 | Eli Lilly And Company | Compounds and methods for treating dyslipidemia |
US7470705B2 (en) | 2004-03-26 | 2008-12-30 | Eli Lilly And Company | Compounds and methods for treating dyslipidemia |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
PCNP | Patent ceased through non-payment of renewal fee |