Patent US4336378A successfully refreshed from Google Patents.
US4336378A
Expired / Lapsed
US
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Isoxazolyl indolamines
Assignee: Sandoz Inc
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Filing: 1980-10-14
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Granted: 1982-06-22
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Expires: 2000-10-14
Abstract
Abstract This disclosure describes compounds of the formula <IMAGE> wherein R1 represents hydrogen, fluoro, chloro, lower alkyl having 1 to 4 carbon atoms, or lower alkoxy having 1 to 4 carbon atoms, and R2 represents lower alkyl or <IMAGE> where R5 represents hydrogen, fluoro, chloro, lower alkyl or lower alkoxy, and R3 and R4 each independently represent lower alkyl as defined above, and R3 and R4 together with N represent <IMAGE> or pharmaceutically acceptable acid addition salts thereof, which are useful as anti-diabetic agents.
Inventors
- 👤 Leonard J. Brand
- 👤 Jeffrey Nadelson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 09:05
CPC Classifications
C; C07; C07D; C07D413/00; C07D413/02; C07D413/04; C07D261/00; C07D261/02; C07D261/06; C07D261/08
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
97 words
A compound of the formula ##STR18## wherein R 1 represents hydrogen, fluoro, chloro, lower alkyl having 1 to 4 carbon atoms, or lower alkoxy having 1 to 4 carbon atoms, and R 2 represents lower alkyl, i.e., alkyl having 1 to 4 carbon atoms, or ##STR19## where R 5 represents hydrogen, fluoro, chloro, lower alkyl as defined above or lower alkoxy as defined above, and R 3 and R 4 each independently represent lower alkyl as defined above, and R 3 and R 4 together with N represent ##STR20## or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
97 words
A compound of the formula ##STR18## wherein R 1 represents hydrogen, fluoro, chloro, lower alkyl having 1 to 4 carbon atoms, or lower alkoxy having 1 to 4 carbon atoms, and R 2 represents lower alkyl, i.e., alkyl having 1 to 4 carbon atoms, or ##STR19## where R 5 represents hydrogen, fluoro, chloro, lower alkyl as defined above or lower alkoxy as defined above, and R 3 and R 4 each independently represent lower alkyl as defined above, and R 3 and R 4 together with N represent ##STR20## or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
9 words
A compound of claim 1 in free base form.
Claim 4
Dependent Claim
26 words
A compound of the formula ##STR21## wherein R 1 and R 5 are as defined in claim 1, or a pharmaceutically acceptable acid addition salt thereof.
Claim 5
Dependent Claim
24 words
A compound of the formula ##STR22## where R 2 is lower alkyl having 1-4 carbon atoms or a pharmaceutically acceptable acid addition salt thereof.
Claim 6
Dependent Claim
24 words
A compound of the formula ##STR22## where R 2 is lower alkyl having 1-4 carbon atoms or a pharmaceutically acceptable acid addition salt thereof.
Claim 7
Dependent Claim
29 words
A compound of the formula ##STR23## wherein R 3 , R 4 and R 5 are as defined in claim 1, or a pharmaceutically acceptable acid addition salt thereof.
Claim 8
Dependent Claim
8 words
The compound of claim 1 which is 2-(5-methyl-3-phenyl-4-isoxazolyl)-3-(dimethylaminoethyl)-indole.
Claim 9
Dependent Claim
8 words
The compound of claim 1 which is 2-(3-ethyl-5-methyl-4-isoxazolyl)-3-(dimethylaminoethyl)-indole.
Claim 10
Dependent Claim
8 words
The compound of claim 1, which is 5-fluoro-2-(5-methyl-3-phenyl-4-isoxazolyl)-3-(dimethylaminoethyl)-indole.
Claim 11
Dependent Claim
8 words
The compound of claim 1, which is 2-(5-methyl-3-phenyl-4-isoxazolyl)-3-(morpholinoethyl)-indole.
Claim 12
Dependent Claim
8 words
The compound of claim 1, which is 2-(5-methyl-3-phenyl-4-isoxazolyl)-3-(piperidinoethyl)-indole.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-06-21 | 1985-12-21 | 1986-06-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-06-21 | 1989-12-21 | 1990-06-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-06-21 | 1993-12-21 | 1994-06-22 | $7700.00 | Window Closed / Lapsed |