GB1369577A - Indole-carboxylic acid derivatives - Google Patents
Indole-carboxylic acid derivativesInfo
- Publication number
- GB1369577A GB1369577A GB318573A GB318573A GB1369577A GB 1369577 A GB1369577 A GB 1369577A GB 318573 A GB318573 A GB 318573A GB 318573 A GB318573 A GB 318573A GB 1369577 A GB1369577 A GB 1369577A
- Authority
- GB
- United Kingdom
- Prior art keywords
- indole
- general formula
- alkyl
- treatment
- together form
- 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
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/58—[b]- or [c]-condensed
- C07D209/70—[b]- or [c]-condensed containing carbocyclic rings other than six-membered
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—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
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/58—[b]- or [c]-condensed
- C07D209/60—Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1369577 Indole-carboxylic acid derivatives BOEHRINGER MANNHEIM GmbH 22 Jan 1973 [26 Jan 1972] 3185/73 Heading C2C The invention comprises indole carboxylic acid derivatives of the general formula wherein R 1 and R 2 which may be the same or different, are C 1-5 alkyl or alkoxy radicals or halogen atoms or wherein R 1 and R 2 together form an alkylene bridge containing 3 to 5 carbon atoms and the physiologically compatible salts and esters thereof. The invention also comprises salts of indole carboxylic acids as defined above and in which R 1 and R 2 together form an alkylene bridge containing 3 to 5 carbon atoms and optionally at least one double bond or together form a fused benzene ring or in which R 2 is a hydrogen atom and R 1 is a C 1-5 alkyl or alkoxy radical with basic compounds with a blood sugar lowering action. The compounds may be prepared as follows: (a) treatment, according to Reissert's method, of a compound of general formula wherein R is a hydrogen atom or a C 1-5 alkyl, with a reducing agent, the amino group formed from the nitro group immediately cyclizing with the keto group to form an indole derivative, whereafter, if desired, the ester obtained is saponified to the corresponding free acid, or (b) treatment, according to Fischer's method, of a compound of general formula with an acid-reacting condensation agent, an indole derivative being formed by the splitting off of ammonia, whereafter, if desired, the ester obtained is saponified to the corresponding free acid; or (c) treatment of an indole derivative of the general formula wherein X is a radical which is readily oxidized to a carboxyl group, with an appropriate oxidizing agent, whereafter, if desired, the carboxylic formed is esterified.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722203542 DE2203542A1 (en) | 1972-01-26 | 1972-01-26 | BLOOD SUGAR-LOWERING INDOLCARBONIC ACID DERIVATIVES AND PROCESS FOR THEIR PRODUCTION |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1369577A true GB1369577A (en) | 1974-10-09 |
Family
ID=5834053
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB318573A Expired GB1369577A (en) | 1972-01-26 | 1973-01-22 | Indole-carboxylic acid derivatives |
| GB616774A Expired GB1369578A (en) | 1972-01-26 | 1973-01-22 | Pharmaceutical compositions containing indole-caboxylic acid derivatives |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB616774A Expired GB1369578A (en) | 1972-01-26 | 1973-01-22 | Pharmaceutical compositions containing indole-caboxylic acid derivatives |
Country Status (25)
| Country | Link |
|---|---|
| JP (1) | JPS5930703B2 (en) |
| AR (2) | AR194640A1 (en) |
| AT (3) | AT327885B (en) |
| AU (1) | AU465326B2 (en) |
| BE (1) | BE794483A (en) |
| CA (1) | CA983511A (en) |
| CH (2) | CH586677A5 (en) |
| CS (2) | CS164222B2 (en) |
| DD (1) | DD103642A5 (en) |
| DE (1) | DE2203542A1 (en) |
| DK (1) | DK134517C (en) |
| EG (1) | EG10793A (en) |
| ES (1) | ES410934A1 (en) |
| FI (1) | FI55829C (en) |
| FR (1) | FR2169181B1 (en) |
| GB (2) | GB1369577A (en) |
| HU (1) | HU164871B (en) |
| IL (1) | IL41350A (en) |
| NL (1) | NL154420B (en) |
| NO (1) | NO140007C (en) |
| PL (2) | PL89093B1 (en) |
| SE (1) | SE388196B (en) |
| SU (2) | SU509219A3 (en) |
| YU (2) | YU17473A (en) |
| ZA (1) | ZA73545B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5579169A (en) * | 1978-12-12 | 1980-06-14 | Seiko Epson Corp | Ink jet type recorder |
| JPS5945108U (en) * | 1982-09-20 | 1984-03-26 | トヨタ自動車株式会社 | Suspension arm of Utsusha bone type suspension |
| US4510157A (en) * | 1982-12-27 | 1985-04-09 | Ayerst, Mckenna & Harrison, Inc. | 6,7,8,9-Tetrahydro-1H-benz(g)indol-8-amine derivatives |
| US4470990A (en) * | 1983-03-14 | 1984-09-11 | Ayerst, Mckenna & Harrison Inc. | 6,7,8,9-Tetrahydronaphtho(1,2-B)furan-8-amine derivatives and their use as dopamine receptor stimulants |
| FR2768146B1 (en) | 1997-09-05 | 2000-05-05 | Oreal | NOVEL COMPOUNDS FROM THE INDOLE-CARBOXYLIC FAMILY AND THEIR USE |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3332846A (en) * | 1965-03-02 | 1967-07-25 | American Cyanamid Co | Method of inducing hypoglycemia with a substituted indole |
-
0
- BE BE794483D patent/BE794483A/en not_active IP Right Cessation
-
1972
- 1972-01-26 DE DE19722203542 patent/DE2203542A1/en active Granted
-
1973
- 1973-01-21 IL IL41350A patent/IL41350A/en unknown
- 1973-01-22 CH CH85973A patent/CH586677A5/xx not_active IP Right Cessation
- 1973-01-22 GB GB318573A patent/GB1369577A/en not_active Expired
- 1973-01-22 AR AR246234A patent/AR194640A1/en active
- 1973-01-22 NL NL737300871A patent/NL154420B/en not_active IP Right Cessation
- 1973-01-22 YU YU00174/73A patent/YU17473A/en unknown
- 1973-01-22 CH CH1530476A patent/CH587816A5/xx not_active IP Right Cessation
- 1973-01-22 GB GB616774A patent/GB1369578A/en not_active Expired
- 1973-01-22 DD DD168375A patent/DD103642A5/xx unknown
- 1973-01-22 EG EG23/73A patent/EG10793A/en active
- 1973-01-23 FI FI177/73A patent/FI55829C/en active
- 1973-01-23 AU AU51374/73A patent/AU465326B2/en not_active Expired
- 1973-01-24 CA CA161,918A patent/CA983511A/en not_active Expired
- 1973-01-24 ES ES410934A patent/ES410934A1/en not_active Expired
- 1973-01-24 CS CS8086*A patent/CS164222B2/cs unknown
- 1973-01-24 FR FR7302419A patent/FR2169181B1/fr not_active Expired
- 1973-01-24 CS CS537A patent/CS164221B2/cs unknown
- 1973-01-25 DK DK42173A patent/DK134517C/en active
- 1973-01-25 AT AT62074*7A patent/AT327885B/en active
- 1973-01-25 PL PL1973160407A patent/PL89093B1/pl unknown
- 1973-01-25 SE SE7301029A patent/SE388196B/en unknown
- 1973-01-25 HU HUBO1411A patent/HU164871B/hu unknown
- 1973-01-25 ZA ZA730545A patent/ZA73545B/en unknown
- 1973-01-25 PL PL1973182916A patent/PL92384B1/pl unknown
- 1973-01-25 AT AT64073A patent/AT320634B/en not_active IP Right Cessation
- 1973-01-25 AT AT62074*A patent/ATA62074A/en unknown
- 1973-01-25 NO NO307/73A patent/NO140007C/en unknown
- 1973-01-26 SU SU1886348A patent/SU509219A3/en active
- 1973-01-26 JP JP48010925A patent/JPS5930703B2/en not_active Expired
- 1973-07-12 AR AR249042A patent/AR195134A1/en active
-
1974
- 1974-08-30 SU SU2056253A patent/SU530642A3/en active
-
1979
- 1979-07-23 YU YU01795/79A patent/YU179579A/en unknown
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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 |