GB1280201A - Quinoline derivatives - Google Patents
Quinoline derivativesInfo
- Publication number
- GB1280201A GB1280201A GB33312/69A GB3331269A GB1280201A GB 1280201 A GB1280201 A GB 1280201A GB 33312/69 A GB33312/69 A GB 33312/69A GB 3331269 A GB3331269 A GB 3331269A GB 1280201 A GB1280201 A GB 1280201A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vinyl
- piperidyl
- methoxy
- quinoline derivatives
- acid addition
- 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
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- 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
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- 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
1280201 Quinoline derivatives F HOFFMANN-LA ROCHE & CO AG 2 July 1969 [2 July 1968] 33312/69 Heading C2C The invention comprises processes for the preparation of racemic or optically active quinoline derivatives of the Formula A 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 and m is 1 or 2, with the proviso that when R 1 is methylenedioxy, m is 1, and of acid addition salts thereof and the novel quinoline derivatives of the Formulµ Ib and IIb provided that when (R 1 )m is OCH 3 in position 6<SP>1</SP>, R 2 is other than ethyl, their antipodes and racemates and acid addition salts thereof. The said processes consisting of hydroxylating the corresponding racemic or optically active 4-(5- R 2 - 4 - quinuclidin - 2 - yl)methylquinolines or by cyclizing racemic or optically active compounds of the Formula E and if desired, converting the so-obtained bases into acid addition salts. Diastereometric 6 - methoxy - 4 - {3 - [ - 3(R)- vinyl - 4(S) - piperidyl] - 1,2 - epoxypropyl}. quinolines are obtained by deacylating diastereomeric 6 - methoxy - 4 - {3 - [1 - benzoyl - 3- (R) - vinyl - 4(S) - piperidyl] - 1,2 - epoxypropyl}. quinolines resulting from cyclization of epimeric 6 - methoxy - 4 - { - 3 - [1 - benzoyl - 3(R) - vinyl- 4(S) - piperidyl] - 1 - bromo - 2 - oxopropyl}. quinolines, which are made by brominating 6- methoxy - 4 - {3 - [1 - benzoyl - 3(R) -vinyl - 4(S) -piperidyl]-2-oxopropyl}-quinoline. Pharmaceutical compositions, suitable for oral, parenteral or rectal administration, contain the above novel quinoline derivatives of Formulµ Ib and IIb or antipodes or racemates or acid addition salts thereof in association with compatible pharmaceutical carriers. The compounds possess antimalarial and antiarrhythmic properties.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5701771A GB1280202A (en) | 1968-07-02 | 1969-07-02 | Quinoline derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US74191468A | 1968-07-02 | 1968-07-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1280201A true GB1280201A (en) | 1972-07-05 |
Family
ID=24982733
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33312/69A Expired GB1280201A (en) | 1968-07-02 | 1969-07-02 | Quinoline derivatives |
| GB57018/71A Expired GB1280203A (en) | 1968-07-02 | 1969-07-02 | Quinoline derivatives and a process for the preparation thereof |
Family Applications After (1)
| 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 |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS497160B1 (en) |
| AT (4) | AT323337B (en) |
| BE (1) | BE735451A (en) |
| CA (3) | CA954516A (en) |
| CH (4) | CH559183A5 (en) |
| DE (1) | DE1933600A1 (en) |
| DK (1) | DK129235B (en) |
| FR (2) | FR2012152B1 (en) |
| GB (2) | GB1280201A (en) |
| IE (3) | IE33813B1 (en) |
| IL (4) | IL32535A (en) |
| NL (1) | NL162384C (en) |
| PH (3) | PH11413A (en) |
| SE (3) | SE364044B (en) |
Cited By (1)
| 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 |
Families Citing this family (6)
| 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 | ||
| US4374991A (en) | 1976-12-17 | 1983-02-22 | Rohm And Haas Company | 2,6-Dimethylpiperidinyl-N-carbobutoxymethyl urea |
| US4357471A (en) | 1976-12-17 | 1982-11-02 | Rohm And Haas Company | Azaspiro compounds |
| 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 |
-
1969
- 1969-06-27 CH CH1452471A patent/CH559183A5/xx not_active IP Right Cessation
- 1969-06-27 CH CH986169A patent/CH533622A/en not_active IP Right Cessation
- 1969-06-27 CH CH1452371A patent/CH559181A5/xx not_active IP Right Cessation
- 1969-06-27 CH CH1452571A patent/CH559184A5/xx not_active IP Right Cessation
- 1969-07-01 FR FR696922136A patent/FR2012152B1/fr not_active Expired
- 1969-07-01 AT AT49271A patent/AT323337B/en not_active IP Right Cessation
- 1969-07-01 PH PH10495A patent/PH11413A/en unknown
- 1969-07-01 BE BE735451D patent/BE735451A/xx unknown
- 1969-07-01 AT AT49371A patent/AT323338B/en not_active IP Right Cessation
- 1969-07-01 AT AT00494/71A patent/AT300813B/en not_active IP Right Cessation
- 1969-07-01 AT AT627069A patent/AT319482B/en active
- 1969-07-02 GB GB33312/69A patent/GB1280201A/en not_active Expired
- 1969-07-02 NL NL6910136.A patent/NL162384C/en not_active IP Right Cessation
- 1969-07-02 DE DE19691933600 patent/DE1933600A1/en not_active Ceased
- 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 IL IL32535A patent/IL32535A/en unknown
- 1969-07-02 IE IE829/72A patent/IE33813B1/en unknown
- 1969-07-02 DK DK359069AA patent/DK129235B/en unknown
- 1969-07-02 IE IE830/72A patent/IE33814B1/en unknown
- 1969-07-02 GB GB57018/71A patent/GB1280203A/en not_active Expired
- 1969-07-02 IE IE904/69A patent/IE33812B1/en unknown
- 1969-07-02 SE SE7212265A patent/SE375776B/xx unknown
- 1969-07-02 SE SE7212266A patent/SE376612B/xx 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 PH14732A patent/PH10255A/en unknown
- 1973-06-15 PH PH14731A patent/PH10708A/en unknown
- 1973-12-21 IL IL43886A patent/IL43886A0/en unknown
- 1973-12-21 IL IL43884A patent/IL43884A0/en unknown
- 1973-12-21 IL IL43885A patent/IL43885A0/en unknown
Cited By (1)
| 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 |
Also Published As
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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 |