US4272533A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-Phenylindoline derivatives, and pharmaceutical compositions containing them
Assignee: Sandoz AG
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Filing: 1979-08-27
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Granted: 1981-06-09
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Expires: 1999-08-27
Abstract
Abstract 2-aminoethyl-1-phenylindolines are useful as anti-diabetic and anti-obesity agents.
Inventors
- 👤 Fulvio Gadient
- 👤 Rudolf Suess
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 22:21
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/04; C07D207/10; C07D207/14; A; A61; A61P; A61P3/00; A61P3/08
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
85 words
A compound of formula I ##STR14## wherein R 1 and R 2 independently are hydrogen, halogen of atomic number from 9 to 35, alkoxy (C 1-4 ) or alkyl (C 1-4 ), R 3 and R 4 either are independently hydrogen or alkyl (C 1-6 ), or together with the nitrogen atom to which they are bound form a pyrrolidino, piperidino, perhydrazepino, morpholino or 4-alkyl(C 1-4 )piperazinyl radical, and R 5 is hydrogen or alkyl(C 1-4 ), or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
85 words
A compound of formula I ##STR14## wherein R 1 and R 2 independently are hydrogen, halogen of atomic number from 9 to 35, alkoxy (C 1-4 ) or alkyl (C 1-4 ), R 3 and R 4 either are independently hydrogen or alkyl (C 1-6 ), or together with the nitrogen atom to which they are bound form a pyrrolidino, piperidino, perhydrazepino, morpholino or 4-alkyl(C 1-4 )piperazinyl radical, and R 5 is hydrogen or alkyl(C 1-4 ), or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
24 words
A pharmaceutical composition comprising an anti-diabetic or anti-obesity effective amount of a compound of claim 1 in association with a pharmaceutical diluent or carrier.
Claim 4
Dependent Claim
30 words
A method of treating diabetes or obesity in animals which comprises administering a therapeutically effective amount of a compound of claim 2 to an animal in need of such treatment.
Claim 5
Dependent Claim
16 words
A compound of claim 1 which is 3-methyl-1-phenyl-2-[2-(1-pyrrolidinyl)-ethyl]indoline or a pharmaceutically acceptable acid addition salt thereof.
Claim 6
Dependent Claim
8 words
A compound of claim 4 which is trans-3-methyl-1-phenyl-2-[2-(1-pyrrolidinyl)-ethyl]indoline.
Claim 7
Dependent Claim
29 words
A compound of claim 1 where R 1 and R 2 represent H, NR 3 R 4 represents N(CH 3 ) 2 and R 5 represents CH 3 .
Claim 8
Dependent Claim
34 words
A compound of claim 1 wherein R 1 represents 5-CH 3 , R 2 represents p-CH 3 , NR 3 R 4 represents N(CH 3 ) 2 and R 5 represents CH 3 .
Claim 9
Dependent Claim
31 words
A compound of claim 1 wherein R 1 and R 2 represent H, NR 3 R 4 represents ##STR15## R 5 represents CH 3 , and the compound is of cis-configuration.
Claim 10
Dependent Claim
12 words
A compound of claim 1 where NR 3 R 4 represents pyrrolidino.
Claim 11
Dependent Claim
84 words
A compound of formula I ##STR16## wherein R 1 and R 2 independently are hydrogen, halogen of atomic number from 9 to 35, alkoxy (C 1-4 ) or alkyl (C 1-4 ), R 3 and R 4 either are independently hydrogen or alkyl (C 1-6 ), or together with the nitrogen atom to which they are bound form a pyrrolidino, piperidino, morpholino or 4-alkyl(C 1-4 )piperazinyl radical, and R 5 is hydrogen or alkyl(C 1-4 ), or a pharmaceutically acceptable acid addition salt thereof.
Claim 12
Dependent Claim
84 words
A compound of formula I ##STR16## wherein R 1 and R 2 independently are hydrogen, halogen of atomic number from 9 to 35, alkoxy (C 1-4 ) or alkyl (C 1-4 ), R 3 and R 4 either are independently hydrogen or alkyl (C 1-6 ), or together with the nitrogen atom to which they are bound form a pyrrolidino, piperidino, morpholino or 4-alkyl(C 1-4 )piperazinyl radical, and R 5 is hydrogen or alkyl(C 1-4 ), or a pharmaceutically acceptable acid addition salt thereof.
Claim 13
Dependent Claim
12 words
A compound of claim 1 wherein NR 3 R 4 represents piperidino.
Claim 14
Dependent Claim
10 words
A compound of claim 1 wherein R 5 is methyl.
References Cited (Backward Citations)
US3644403A
Cited
FR2081318B1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-06-08 | 1984-12-08 | 1985-06-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-06-08 | 1988-12-08 | 1989-06-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-06-08 | 1992-12-08 | 1993-06-09 | $7700.00 | Window Closed / Lapsed |