GB1280203A - Quinoline derivatives and a process for the preparation thereof - Google Patents
Quinoline derivatives and a process for the preparation thereofInfo
- Publication number
- GB1280203A GB1280203A GB57018/71A GB5701871A GB1280203A GB 1280203 A GB1280203 A GB 1280203A GB 57018/71 A GB57018/71 A GB 57018/71A GB 5701871 A GB5701871 A GB 5701871A GB 1280203 A GB1280203 A GB 1280203A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzoyl
- ester
- quinoline derivatives
- piperidineacetic
- acid
- 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
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/30—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom
- C07D211/32—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/34—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D211/74—Oxygen atoms
- C07D211/76—Oxygen atoms attached in position 2 or 6
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/94—Oxygen atom, e.g. piperidine N-oxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
- C07D217/06—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with the ring nitrogen atom acylated by carboxylic or carbonic acids, or with sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
- C07D453/04—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems having a quinolyl-4, a substituted quinolyl-4 or a alkylenedioxy-quinolyl-4 radical linked through only one carbon atom, attached in position 2, e.g. quinine
-
- H—ELECTRICITY
- H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
- H02J—CIRCUIT ARRANGEMENTS OR SYSTEMS FOR SUPPLYING OR DISTRIBUTING ELECTRIC POWER; SYSTEMS FOR STORING ELECTRIC ENERGY
- H02J50/00—Circuit arrangements or systems for wireless supply or distribution of electric power
- H02J50/30—Circuit arrangements or systems for wireless supply or distribution of electric power using light, e.g. lasers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Computer Networks & Wireless Communication (AREA)
- Power Engineering (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
1280203 Quinoline derivatives F HOFFMANN-LA ROCHE & CO AG 2 July 1969 [2 July 1968] 57018/71 Divided out of 1280201 Heading C2C Novel quinoline derivatives of the Formulae Ia and Ib wherein R 1 is H, OH, halogen, C 1-7 alkyl, C 1-7 alkoxy or methylenedioxy, R 2 is vinyl or C 1-7 alkyl, R 4 is H or acyl, and m is 1 or 2, with the proviso that when R 1 is methylenedioxy m is 1, their antipodes and racemates and acid addition salts thereof are prepared by condensing the corresponding 4-methylquinolines with compounds of the Formulµ IIIa and IIIb wherein R 3 is C 1-7 alkyl, and, if desired, converting the bases so obtained into acid addition salts. The following starting materials and intermediates are prepared: 2-benzoyl-octahydro- 6(2H) - isoquinoline 2<SP>1</SP> - benzoyl - 4,5 - dimethyl- 1<SP>1</SP>,2<SP>1</SP>,3<SP>1</SP>,4<SP>1</SP>,4<SP>1</SP>a,7<SP>1</SP>,8<SP>1</SP>,8<SP>1</SP>a - octahydrospiro- [1,3- dioxolane - 2,6<SP>1</SP>(5<SP>1</SP>H) - isoquinoline 7 - benzoyldecahydro - 2H - pyrido[3,4 - d]azepine - 2 - one, 2 - benzoyl - 1,2,3,4,7,8,9,9a - octahydro - 6H- pyrido[3,4 - d]azepine - 6 - one, 1 - benzoyl - 3- (2 - aminoethyl) - 4 - piperidineacetic acid ethyl ester, 1 - benzoyl - 3 - vinyl - 4 - piperidineacetic acid ethyl ester, 1 - benzoyl - 3 - (2 - dimethylaminoethyl)-4-piperidineacetic acid ethyl ester and its N-oxide, 7-benzoyl-3-nitroso-decahydro- 2H - pyrido[3,4 - d]azepin - 2 - one, 1 benzoyl. 3 - vinyl - 4 - piperidineacetic acid and its methyl ester, 3 - (α - benzyloxycarbonylcyanomethyl)glutaric acid diethyl ester, 3-(1- benzyloxycarbonyl - 1 - cyanopropyl)glutaric acid diethyl ester, 3- (1 .cyanopropyl)glutaric acid diethyl ester, 4-ethoxycarbonylmethyl-S-ethyl- 2 - piperdone, 3 - ethyl - 4 - piperidineacetic acid ethyl ester and 3-ethyl-4-ethoxycarbonyl- 6-ethoxy-1,2,3,4-tetrahydropyridine. Pharmaceutical compositions, having antiarrhythmic activity and suitable for oral or parenteral administration, contain the above novel quinoline derivatives, their antipodes or racemates or acid addition salts thereof, in association with suitable carriers or diluents.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US74191468A | 1968-07-02 | 1968-07-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1280203A true GB1280203A (en) | 1972-07-05 |
Family
ID=24982733
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB57018/71A Expired GB1280203A (en) | 1968-07-02 | 1969-07-02 | Quinoline derivatives and a process for the preparation thereof |
| GB33312/69A Expired GB1280201A (en) | 1968-07-02 | 1969-07-02 | Quinoline derivatives |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33312/69A Expired GB1280201A (en) | 1968-07-02 | 1969-07-02 | Quinoline derivatives |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS497160B1 (en) |
| AT (4) | AT319482B (en) |
| BE (1) | BE735451A (en) |
| CA (3) | CA954516A (en) |
| CH (4) | CH559181A5 (en) |
| DE (1) | DE1933600A1 (en) |
| DK (1) | DK129235B (en) |
| FR (2) | FR2012152B1 (en) |
| GB (2) | GB1280203A (en) |
| IE (3) | IE33813B1 (en) |
| IL (4) | IL32535A (en) |
| NL (1) | NL162384C (en) |
| PH (3) | PH11413A (en) |
| SE (3) | SE376612B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0030044A1 (en) * | 1979-11-01 | 1981-06-10 | Acf Chemiefarma Nv | Quinoline derivatives, processes for their preparation, their use, pharmaceutical compositions containing them and a method for the preparation of these pharmaceutical compositions |
| US4357471A (en) | 1976-12-17 | 1982-11-02 | Rohm And Haas Company | Azaspiro compounds |
| US4374991A (en) | 1976-12-17 | 1983-02-22 | Rohm And Haas Company | 2,6-Dimethylpiperidinyl-N-carbobutoxymethyl urea |
| US4400512A (en) * | 1976-12-17 | 1983-08-23 | Rohm And Haas Company | Azaspiro compounds |
| US4405630A (en) * | 1980-12-29 | 1983-09-20 | Rohm And Haas Company | Arthropod repellent compositions and methods |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3857837A (en) * | 1968-07-02 | 1974-12-31 | Hoffmann La Roche | Processes and intermediated for quinine, quinidine, isomers and derivatives thereof |
| JPS5147064U (en) * | 1974-10-04 | 1976-04-07 |
-
1969
- 1969-06-27 CH CH1452371A patent/CH559181A5/xx not_active IP Right Cessation
- 1969-06-27 CH CH986169A patent/CH533622A/en not_active IP Right Cessation
- 1969-06-27 CH CH1452571A patent/CH559184A5/xx not_active IP Right Cessation
- 1969-06-27 CH CH1452471A patent/CH559183A5/xx not_active IP Right Cessation
- 1969-07-01 AT AT627069A patent/AT319482B/en active
- 1969-07-01 PH PH10495A patent/PH11413A/en unknown
- 1969-07-01 BE BE735451D patent/BE735451A/xx unknown
- 1969-07-01 AT AT49271A patent/AT323337B/en not_active IP Right Cessation
- 1969-07-01 FR FR696922136A patent/FR2012152B1/fr not_active Expired
- 1969-07-01 AT AT00494/71A patent/AT300813B/en not_active IP Right Cessation
- 1969-07-01 AT AT49371A patent/AT323338B/en not_active IP Right Cessation
- 1969-07-02 GB GB57018/71A patent/GB1280203A/en not_active Expired
- 1969-07-02 DE DE19691933600 patent/DE1933600A1/en not_active Ceased
- 1969-07-02 NL NL6910136.A patent/NL162384C/en not_active IP Right Cessation
- 1969-07-02 IE IE829/72A patent/IE33813B1/en unknown
- 1969-07-02 IL IL32535A patent/IL32535A/en unknown
- 1969-07-02 IE IE830/72A patent/IE33814B1/en unknown
- 1969-07-02 DK DK359069AA patent/DK129235B/en unknown
- 1969-07-02 SE SE7212266A patent/SE376612B/xx unknown
- 1969-07-02 CA CA055,886A patent/CA954516A/en not_active Expired
- 1969-07-02 SE SE09413/69A patent/SE364044B/xx unknown
- 1969-07-02 SE SE7212265A patent/SE375776B/xx unknown
- 1969-07-02 GB GB33312/69A patent/GB1280201A/en not_active Expired
- 1969-07-02 IE IE904/69A patent/IE33812B1/en unknown
-
1971
- 1971-07-28 JP JP46056691A patent/JPS497160B1/ja active Pending
- 1971-10-01 FR FR7135510A patent/FR2108178B1/fr not_active Expired
- 1971-11-01 CA CA126,549A patent/CA974994A/en not_active Expired
- 1971-11-01 CA CA126,550A patent/CA954517A/en not_active Expired
-
1973
- 1973-06-15 PH PH14731A patent/PH10708A/en unknown
- 1973-06-15 PH PH14732A patent/PH10255A/en unknown
- 1973-12-21 IL IL43884A patent/IL43884A0/en unknown
- 1973-12-21 IL IL43885A patent/IL43885A0/en unknown
- 1973-12-21 IL IL43886A patent/IL43886A0/en unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4357471A (en) | 1976-12-17 | 1982-11-02 | Rohm And Haas Company | Azaspiro compounds |
| US4374991A (en) | 1976-12-17 | 1983-02-22 | Rohm And Haas Company | 2,6-Dimethylpiperidinyl-N-carbobutoxymethyl urea |
| US4400512A (en) * | 1976-12-17 | 1983-08-23 | Rohm And Haas Company | Azaspiro compounds |
| EP0030044A1 (en) * | 1979-11-01 | 1981-06-10 | Acf Chemiefarma Nv | Quinoline derivatives, processes for their preparation, their use, pharmaceutical compositions containing them and a method for the preparation of these pharmaceutical compositions |
| US4405630A (en) * | 1980-12-29 | 1983-09-20 | Rohm And Haas Company | Arthropod repellent compositions and methods |
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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 |