GB1318300A - Indole derivatives nad compositions containing the same - Google Patents
Indole derivatives nad compositions containing the sameInfo
- Publication number
- GB1318300A GB1318300A GB5854370A GB1318300DA GB1318300A GB 1318300 A GB1318300 A GB 1318300A GB 5854370 A GB5854370 A GB 5854370A GB 1318300D A GB1318300D A GB 1318300DA GB 1318300 A GB1318300 A GB 1318300A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- oxide
- pyridyl
- reacting
- hydrolysing
- 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
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1318300 Indole-derived ketones and ketimines LABAZ 22 Nov 1971 [9 Dec 1970] 58543/70 Heading C2C The invention comprises compounds of formula and their pharmaceutically acceptable acid addition salts, wherein R 1 is H, C 1-4 alkyl, cyclohexyl or Ph (possibly p-Cl, F or MeO- substituted); R 2 , R 5 are each H or C 1-4 alkyl; R 3 is H, C 1-4 alkyl, Cl or MeO; R 4 is H, C 1-4 alkyl or Cl; R 6 is O or NH; and R 7 is 2-, 3- or 4-pyridyl (or their N-oxides), provided that (a) when R 6 is O, R 7 is pyridyl-N-oxide, and (b) when R 6 is NH, R 2 ... R 5 are each H and R 7 is pyridyl, R 1 is not Me. The imines are prepared by reacting the corresponding 3-unsubstituted indole (II) with 2-, 3- or 4-cyanopyridine or its N-oxide. The ketones are prepared by (i) forming the imine as just described, followed by hydrolysis; (ii) reacting II with a 2-, 3- or 4- pyridinecarboxylic acid dialkylamide (N-oxide) in presence of a Lewis Acid, and hydrolysing the complex so formed; (iii) reacting II-organo-Mg derivative with a 2-, 3- or 4-pyridinecarboxylic acid halide (N-oxide), and hydrolysing the complex so formed. Pharmaceutical and veterinary compositions for treating inflammation or combatting intravascular thrombosis comprise the above compounds (but the proviso does not apply), and may be administered orally, parenterally, rectally or topically.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5854370 | 1970-12-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1318300A true GB1318300A (en) | 1973-05-23 |
Family
ID=10481862
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5854370A Expired GB1318300A (en) | 1970-12-09 | 1970-12-09 | Indole derivatives nad compositions containing the same |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS5133910B1 (en) |
| AT (2) | AT319229B (en) |
| AU (1) | AU452586B2 (en) |
| BE (1) | BE775487A (en) |
| CA (1) | CA956638A (en) |
| CH (1) | CH532596A (en) |
| DK (1) | DK136367B (en) |
| ES (1) | ES397787A1 (en) |
| FI (1) | FI55509C (en) |
| FR (1) | FR2117878B1 (en) |
| GB (1) | GB1318300A (en) |
| HU (1) | HU166730B (en) |
| IE (1) | IE36107B1 (en) |
| NL (1) | NL153774B (en) |
| NO (1) | NO137549C (en) |
| OA (1) | OA03929A (en) |
| SE (1) | SE390305B (en) |
| YU (1) | YU34519B (en) |
| ZA (1) | ZA717857B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3564239A4 (en) * | 2016-12-26 | 2020-09-09 | Ariagen, Inc. | Aryl hydrocarbon receptor modulator |
| US11390621B2 (en) | 2019-04-15 | 2022-07-19 | Ariagen, Inc. | Chiral indole compounds and their use |
| US11427576B2 (en) | 2017-11-20 | 2022-08-30 | Ariagen, Inc. | Indole compounds and their use |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59145847U (en) * | 1983-03-18 | 1984-09-29 | 三菱自動車工業株式会社 | Reclining adjuster mounting bracket |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1068259B (en) * | 1954-04-28 | 1959-11-05 | ||
| US3517020A (en) * | 1967-11-01 | 1970-06-23 | Sandoz Ag | Certain 1-(3'-nicotinoyl)-2-loweralkylthio-benzimidazoles |
| US3557142A (en) * | 1968-02-20 | 1971-01-19 | Sterling Drug Inc | 4,5,6,7-tetrahydro-indole-lower-alkanoic acids and esters |
-
1970
- 1970-12-09 GB GB5854370A patent/GB1318300A/en not_active Expired
-
1971
- 1971-11-18 BE BE775487A patent/BE775487A/en not_active IP Right Cessation
- 1971-11-19 IE IE1465/71A patent/IE36107B1/en unknown
- 1971-11-22 ZA ZA717857A patent/ZA717857B/en unknown
- 1971-11-24 SE SE7115067A patent/SE390305B/en unknown
- 1971-11-24 FR FR7142006A patent/FR2117878B1/fr not_active Expired
- 1971-11-25 YU YU2981/71A patent/YU34519B/en unknown
- 1971-11-26 AU AU36229/71A patent/AU452586B2/en not_active Expired
- 1971-11-29 NL NL717116360A patent/NL153774B/en not_active IP Right Cessation
- 1971-11-29 CH CH1734771A patent/CH532596A/en not_active IP Right Cessation
- 1971-12-08 CA CA129,677A patent/CA956638A/en not_active Expired
- 1971-12-08 DK DK601371AA patent/DK136367B/en not_active IP Right Cessation
- 1971-12-08 NO NO4526/71A patent/NO137549C/en unknown
- 1971-12-09 HU HULA785A patent/HU166730B/hu unknown
- 1971-12-09 OA OA54437A patent/OA03929A/en unknown
- 1971-12-09 FI FI3512/71A patent/FI55509C/en active
- 1971-12-09 AT AT173173A patent/AT319229B/en not_active IP Right Cessation
- 1971-12-09 JP JP46100058A patent/JPS5133910B1/ja active Pending
- 1971-12-09 ES ES397787A patent/ES397787A1/en not_active Expired
- 1971-12-09 AT AT1061171A patent/AT312594B/en not_active IP Right Cessation
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3564239A4 (en) * | 2016-12-26 | 2020-09-09 | Ariagen, Inc. | Aryl hydrocarbon receptor modulator |
| US11547698B2 (en) | 2016-12-26 | 2023-01-10 | Ariagen, Inc. | Aryl hydrocarbon receptor modulators |
| US11427576B2 (en) | 2017-11-20 | 2022-08-30 | Ariagen, Inc. | Indole compounds and their use |
| US11459322B2 (en) | 2017-11-20 | 2022-10-04 | Ariagen, Inc. | Indole compounds and their use |
| US11891386B2 (en) | 2017-11-20 | 2024-02-06 | Ariagen, Inc. | Indole compounds and their use |
| US11390621B2 (en) | 2019-04-15 | 2022-07-19 | Ariagen, Inc. | Chiral indole compounds and their use |
Also Published As
| Publication number | Publication date |
|---|---|
| ES397787A1 (en) | 1975-04-16 |
| AT319229B (en) | 1974-12-10 |
| IE36107L (en) | 1972-06-09 |
| DK136367B (en) | 1977-10-03 |
| NO137549B (en) | 1977-12-05 |
| YU298171A (en) | 1979-02-28 |
| AU452586B2 (en) | 1974-09-05 |
| FR2117878A1 (en) | 1972-07-28 |
| CA956638A (en) | 1974-10-22 |
| BE775487A (en) | 1972-05-18 |
| DE2160017A1 (en) | 1972-06-22 |
| FI55509C (en) | 1979-08-10 |
| SE390305B (en) | 1976-12-13 |
| AU3622971A (en) | 1973-05-31 |
| DE2160017B2 (en) | 1976-02-19 |
| AT312594B (en) | 1974-01-10 |
| YU34519B (en) | 1979-09-10 |
| CH532596A (en) | 1973-01-15 |
| DK136367C (en) | 1978-02-27 |
| IE36107B1 (en) | 1976-08-18 |
| NL153774B (en) | 1977-07-15 |
| HU166730B (en) | 1975-05-28 |
| JPS5133910B1 (en) | 1976-09-22 |
| FI55509B (en) | 1979-04-30 |
| OA03929A (en) | 1975-08-14 |
| FR2117878B1 (en) | 1974-10-18 |
| NO137549C (en) | 1978-03-15 |
| NL7116360A (en) | 1972-06-13 |
| ZA717857B (en) | 1972-08-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |