Patent US4056536A successfully refreshed from Google Patents.
US4056536A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Pyrrolo[2,1-b][3]benzazepines
Assignee: Merck and Co Inc
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Filing: 1976-06-29
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Granted: 1977-11-01
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Expires: 1996-06-29
Abstract
Abstract 11H-Pyrrolo[2,1-b][3]benzazepin-11-one and derivatives thereof are generally prepared by Friedel-Crafts ring closure of a N-styrylpyrrole-2-carboxylic acid derivative. They are useful intermediates in the synthesis of skeletal muscle relaxants and tranquilizers such as 11-(3-dimethylaminopropylidene)-2-cyano-11H-pyrrolo[2,1-b][3]benzazepi ne.
Inventors
- 👤 Joseph G. Atkinson
- 👤 Patrice C. Belanger
- 👤 Clarence S. Rooney
- 👤 Susan F. Britcher
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 07:43
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; C07D207/00; C07D207/02; C07D207/30; C07D207/34
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
112 words
A compound of structural formula: ##STR20## wherein n is [3,2,] 1, or 0 (X is hydrogen); m is [4, 3, 2,] 1 or 0 (Y is hydrogen); and X and Y are independently selected from (1) hydrogen, (2) halo, (3) formyl, (4) lower alkanoyl, (5) lower alkyl, (6) lower alkoxycarbonyl, (7) hydroxy-lower alkyl, (8) perhalo-lower alkyl, (9) lower alkoxy, (10) cyano, (11) perhalo-lower alkylthio, (12) lower alkylthio, (13) lower alkylsulfonyl, (14) perhalo-lower alkylsulfonyl, (15) lower alkylsulfinyl, (16) perhalo-alkylsulfinyl, (17) amino, (18) lower alkanoylamino, (19) lower alkylamino, (20) di(lower alkyl)amino, (21) hydroxy, (22) N-lower alkylcarbamoyl, (23) N,N-di(lower alkyl)carbamoyl, (24) nitro, (25) di(lower alkyl)sulfamoyl, (26) lower alkoxycarbonylamino, (27) N-loweralkyl-carbamoyloxy, (28) carboxy, and (29) carbamoyl.
Claim 2
Dependent Claim
112 words
A compound of structural formula: ##STR20## wherein n is [3,2,] 1, or 0 (X is hydrogen); m is [4, 3, 2,] 1 or 0 (Y is hydrogen); and X and Y are independently selected from (1) hydrogen, (2) halo, (3) formyl, (4) lower alkanoyl, (5) lower alkyl, (6) lower alkoxycarbonyl, (7) hydroxy-lower alkyl, (8) perhalo-lower alkyl, (9) lower alkoxy, (10) cyano, (11) perhalo-lower alkylthio, (12) lower alkylthio, (13) lower alkylsulfonyl, (14) perhalo-lower alkylsulfonyl, (15) lower alkylsulfinyl, (16) perhalo-alkylsulfinyl, (17) amino, (18) lower alkanoylamino, (19) lower alkylamino, (20) di(lower alkyl)amino, (21) hydroxy, (22) N-lower alkylcarbamoyl, (23) N,N-di(lower alkyl)carbamoyl, (24) nitro, (25) di(lower alkyl)sulfamoyl, (26) lower alkoxycarbonylamino, (27) N-loweralkyl-carbamoyloxy, (28) carboxy, and (29) carbamoyl.
Claim 3
Dependent Claim
2 words
9-Chloro-11H-pyrrolo[2,1-b] [3]benzazepin-11-one.
Claim 4
Dependent Claim
2 words
9-Chloro-11H-pyrrolo[2,1-b] [3]benzazepin-11-one.
Claim 5
Dependent Claim
17 words
The compound of claim 1 of structural formula: ##STR21## wherein X and Y are as defined therein.
Claim 6
Dependent Claim
23 words
The compound of claim 3, wherein one of X and Y is hydrogen and the other is hydrogen, cyano, or C 2-6 alkanoyl.
Claim 7
Dependent Claim
9 words
The compound of claim 4, which is 11H-pyrrolo[2,1-] [3]benzazepin-11-one.
Claim 8
Dependent Claim
9 words
The compound of claim 4, which is 2-cyano-11H-pyrrolo[2,1-] [3]benzazepin-11-one.
Claim 9
Dependent Claim
9 words
The compound of claim 4, which is 2-pentanoyl-11H-pyrrolo[2,1-b[ [3]benzazepin-11one.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-10-31 | 1981-05-02 | 1981-11-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-10-31 | 1985-05-02 | 1985-11-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-10-31 | 1989-05-02 | 1989-11-01 | $7700.00 | Window Closed / Lapsed |