GB1454039A - Alkyl-6,7-dialkoxy-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline- 1-carboxylates - Google Patents
Alkyl-6,7-dialkoxy-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline- 1-carboxylatesInfo
- Publication number
- GB1454039A GB1454039A GB4012674A GB4012674A GB1454039A GB 1454039 A GB1454039 A GB 1454039A GB 4012674 A GB4012674 A GB 4012674A GB 4012674 A GB4012674 A GB 4012674A GB 1454039 A GB1454039 A GB 1454039A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dimethoxyanilino
- formula
- carboxylates
- methyl
- oxotetrahydroquinoline
- 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
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Biomedical Technology (AREA)
- Public Health (AREA)
- Pain & Pain Management (AREA)
- Anesthesiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Quinoline Compounds (AREA)
Abstract
1454039 Substituted 4-oxotetrahydroquinoline 1-carboxylates PFIZER Inc 13 Sept 1974 [26 Dec 1973] 40126/74 Heading C2C The invention comprises compounds of Formula I wherein R, R 1 and R 2 are the same or different and are C 1-4 alkyl groups which may be prepared by acylation of a compound of Formula II with an appropriate agent, e.g. alkylchloroformate. Ethyl - 3 - [3,4 - dimethoxyanilino] - 2 - butenoate is prepared by reaction of 4-animoveratrole with ethylacetoacetate and is hydrogenated to obtain ethyl - 3 - [3,4 - dimethoxyanilino]- butanoate which on treatment under reflux with methanolic aqueous sodium hydroxide is hydrolysed to 3-[3,4-dimethoxyanilino]butanoic acid which is cyclized by heating with polyphosphoric acid to obtain 6,7-dimethyoxy-2-methyl- 4-oxotetrahydroquinoline. Pharmaceutical compositions having analgesic and tranquillizing activity for oral or parenteral application comprise a compound of Formula I together with a pharmaceutically acceptable carrier.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42844173A | 1973-12-26 | 1973-12-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1454039A true GB1454039A (en) | 1976-10-27 |
Family
ID=23698907
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4012674A Expired GB1454039A (en) | 1973-12-26 | 1974-09-13 | Alkyl-6,7-dialkoxy-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline- 1-carboxylates |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS582937B2 (en) |
| AR (1) | AR205807A1 (en) |
| BE (1) | BE823811A (en) |
| CA (1) | CA1035360A (en) |
| DD (1) | DD117454A5 (en) |
| DE (1) | DE2461050C2 (en) |
| DK (1) | DK138889B (en) |
| ES (1) | ES433305A1 (en) |
| FI (1) | FI368374A (en) |
| FR (1) | FR2255906B1 (en) |
| GB (1) | GB1454039A (en) |
| HU (1) | HU169380B (en) |
| IE (1) | IE40329B1 (en) |
| IL (1) | IL46232A0 (en) |
| LU (1) | LU71558A1 (en) |
| NL (1) | NL7416666A (en) |
| NO (1) | NO744670L (en) |
| RO (1) | RO64270A (en) |
| SE (1) | SE421417B (en) |
| SU (1) | SU538663A3 (en) |
| ZA (1) | ZA748171B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3978064A (en) * | 1975-11-04 | 1976-08-31 | Pfizer Inc. | 3-Aminomethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid esters and intermediates leading thereto |
-
1974
- 1974-01-01 AR AR257070A patent/AR205807A1/en active
- 1974-09-13 GB GB4012674A patent/GB1454039A/en not_active Expired
- 1974-12-10 SE SE7415497A patent/SE421417B/en unknown
- 1974-12-12 IL IL46232A patent/IL46232A0/en unknown
- 1974-12-12 IE IE2561/74A patent/IE40329B1/en unknown
- 1974-12-16 DK DK653874AA patent/DK138889B/en unknown
- 1974-12-19 FI FI3683/74A patent/FI368374A/fi unknown
- 1974-12-20 DE DE2461050A patent/DE2461050C2/en not_active Expired
- 1974-12-20 HU HUPI440A patent/HU169380B/hu unknown
- 1974-12-20 NL NL7416666A patent/NL7416666A/en not_active Application Discontinuation
- 1974-12-23 ZA ZA00748171A patent/ZA748171B/en unknown
- 1974-12-23 NO NO744670A patent/NO744670L/no unknown
- 1974-12-24 ES ES433305A patent/ES433305A1/en not_active Expired
- 1974-12-24 CA CA216,781A patent/CA1035360A/en not_active Expired
- 1974-12-24 BE BE1006357A patent/BE823811A/en unknown
- 1974-12-24 DD DD183378A patent/DD117454A5/xx unknown
- 1974-12-24 LU LU71558A patent/LU71558A1/xx unknown
- 1974-12-25 SU SU2098256A patent/SU538663A3/en active
- 1974-12-26 FR FR7442911A patent/FR2255906B1/fr not_active Expired
- 1974-12-26 RO RO7480945A patent/RO64270A/en unknown
- 1974-12-26 JP JP752045A patent/JPS582937B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES433305A1 (en) | 1977-03-01 |
| AU7658174A (en) | 1976-06-24 |
| RO64270A (en) | 1979-05-15 |
| DK138889B (en) | 1978-11-13 |
| FI368374A (en) | 1975-06-27 |
| IE40329L (en) | 1975-06-26 |
| JPS50105672A (en) | 1975-08-20 |
| NO744670L (en) | 1975-07-21 |
| DE2461050C2 (en) | 1983-12-29 |
| DD117454A5 (en) | 1976-01-12 |
| CA1035360A (en) | 1978-07-25 |
| AR205807A1 (en) | 1976-06-07 |
| DE2461050A1 (en) | 1975-07-17 |
| NL7416666A (en) | 1975-06-30 |
| IL46232A0 (en) | 1975-03-13 |
| LU71558A1 (en) | 1975-08-20 |
| FR2255906A1 (en) | 1975-07-25 |
| FR2255906B1 (en) | 1978-06-30 |
| SE421417B (en) | 1981-12-21 |
| JPS582937B2 (en) | 1983-01-19 |
| ZA748171B (en) | 1976-01-28 |
| BE823811A (en) | 1975-06-24 |
| SE7415497L (en) | 1975-06-27 |
| HU169380B (en) | 1976-11-28 |
| IE40329B1 (en) | 1979-05-09 |
| DK138889C (en) | 1979-04-30 |
| DK653874A (en) | 1975-08-25 |
| SU538663A3 (en) | 1976-12-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |