US4180662A
Expired / Lapsed
US
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Thiazine derivatives
Assignee: Chemie Holding AG
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Filing: 1978-08-31
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Granted: 1979-12-25
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Expires: 1998-08-31
Abstract
Abstract Anti-inflammatory, analgesic, anti-rheumatic and anti-thrombotic thienothiazine derivatives having the formula <IMAGE> I wherein A together with the two carbon atoms forms the group <IMAGE> and the dotted line indicates the double bond present in the first and last thieno structures above, R1 is lower alkyl, R2 is the radical of an aromatic heterocycle with 1 to 4 hetero atoms optionally substituted by one or two lower alkyl groups, or a phenyl radical optionally substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy, R3 is halogen and R3' is hydrogen or halogen, and pharmaceutically acceptable salts thereof are described.
Inventors
- 👤 Rudolf Pfister
- 👤 Paul Zeller
- 👤 Dieter Binder
- 👤 Otto Hromatka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 05:20
CPC Classifications
C; C07; C07D; C07D513/00; C07D513/02; C07D513/04; A; A61; A61P; A61P25/00; A61P25/04; A61P29/00; A61P7/00; A61P7/02; C07D333/00; C07D333/02; C07D333/04; C07D333/26; C07D333/30; C07D333/34; C07D333/38
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
18 words
A compound of the formula ##STR42## wherein A together with the two carbon atoms forms the group ##STR43##
Claim 2
Dependent Claim
18 words
A compound of the formula ##STR42## wherein A together with the two carbon atoms forms the group ##STR43##
Claim 3
Dependent Claim
83 words
and the dotted line indicates the double bond present in the first and last thieno structures above, R 1 is lower alkyl, R 2 is selected from the group consisting of 2-thiazolyl, 4-methyl-2-thiazolyl, 4,5-dimethyl-2-thiazolyl, 5-methyl-1,3,4-thiadiazolyl, 2-pyrazinyl, 2-pyrimidinyl, 1,2,4-triazine-3-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 3-methyl-2-pyridyl, 4-methyl-2-pyridyl, 5-methyl-2-pyridyl, 6-methyl-2-pyridyl, 4,6-dimethyl-2-pyridyl, 5-isoxazolyl, 5-methyl-3-isoxazolyl, 3,4-dimethyl-5-isoxazolyl, 2,6-dimethyl-4-pyrimidinyl, 1,2,3,4-tetrazol-5-yl or a phenyl radical optionally substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy, R 3 is halogen and R 3' is hydrogen or halogen, or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
83 words
and the dotted line indicates the double bond present in the first and last thieno structures above, R 1 is lower alkyl, R 2 is selected from the group consisting of 2-thiazolyl, 4-methyl-2-thiazolyl, 4,5-dimethyl-2-thiazolyl, 5-methyl-1,3,4-thiadiazolyl, 2-pyrazinyl, 2-pyrimidinyl, 1,2,4-triazine-3-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 3-methyl-2-pyridyl, 4-methyl-2-pyridyl, 5-methyl-2-pyridyl, 6-methyl-2-pyridyl, 4,6-dimethyl-2-pyridyl, 5-isoxazolyl, 5-methyl-3-isoxazolyl, 3,4-dimethyl-5-isoxazolyl, 2,6-dimethyl-4-pyrimidinyl, 1,2,3,4-tetrazol-5-yl or a phenyl radical optionally substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy, R 3 is halogen and R 3' is hydrogen or halogen, or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim
13 words
A compound in accordance with claim 1, wherein A is the group ##STR44##
Claim 6
Dependent Claim
13 words
A compound in accordance with claim 1, wherein A is the group ##STR45##
Claim 7
Dependent Claim
32 words
A compound in accordance with claim 1, wherein R 2 is 2-thiazolyl, 4-methyl-2-thiazolyl, 4,5-dimethyl-2-thiazolyl, 5-methyl-1,3,4-thiadiazolyl, 2-pyrazinyl, 2-pyrimidinyl, 1,2,4-triazine-3-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 3-methyl-2-pyridyl, 4-methyl-2-pyridyl, 5-methyl-2-pyridyl, 6-methyl-2-pyridyl, 4,6-dimethyl-2-pyridyl, 5-isoxazolyl, 5-methyl-3-isoxazolyl, 3,4-dimethyl-5-isoxazolyl, 2,6-dimethyl-4-pyrimidinyl or 1,2,3,4-tetrazol-5-yl.
Claim 8
Dependent Claim
12 words
A compound in accordance with claim 1, wherein R 2 is 2-pyridyl.
Claim 9
Dependent Claim
19 words
A compound in accordance with claim 1, wherein R 3 and R 3' , independently, are chlorine or bromine.
Claim 10
Dependent Claim
15 words
A compound in accordance with claim 1, wherein R 3 and R 3' are chlorine.
Claim 11
Dependent Claim
12 words
A compound in accordance with claim 1, wherein R 1 is methyl.
Claim 12
Dependent Claim
8 words
A compound in accordance with claim 1, 4-hydroxy-2-methyl-3-(2-pyridylcarbamoyl)-2H-thieno[3,2-e]1,2-thiazine-1,1-dioxide.
Claim 13
Dependent Claim
8 words
A compound in accordance with claim 1, 4-hydroxy-2-methyl-3-(2-thiazolylcarbamoyl)-2H-thieno[3,2-e]1,2-thiazine-1,1-dioxide.
Claim 14
Dependent Claim
8 words
A compound in accordance with claim 1, 4-hydroxy-2-methyl-3-pyrazinylcarbamoyl-2H-thieno[3,2-e]1,2-thiazine-1,1-dioxide.
Claim 15
Dependent Claim
8 words
A compound in accordance with claim 1, 4-hydroxy-2-methyl-3-[3-(5-methylisoxazolyl)carbamoyl]-2H-thieno[3,2-e]1,2-thiazine-1,1-dioxide.
Claim 16
Dependent Claim
8 words
A compound in accordance with claim 1, 6-chloro-4-hydroxy-2-methyl-3-(2-pyridylcarbamoyl)-2H-thieno[3,2-e]1,2-thiazine-1,1-dioxide.
Claim 17
Dependent Claim
8 words
A compound in accordance with claim 1, 6-chloro-4-hydroxy-2-methyl-3-(2-thiazolylcarbamoyl)-2H-thieno[3,2-e]1,2-thiazine-1,1-dioxide.
Claim 18
Dependent Claim
8 words
A compound in accordance with claim 1, 6-chloro-4-hydroxy-2-methyl-3-(2-pyridylcarbamoyl)-2H-thieno[2,3-e]1,2-thiazine-1,1-dioxide.
Claim 19
Dependent Claim
8 words
A compound in accordance with claim 1, 6-bromo-4-hydroxy-2-methyl-3-(2-pyridylcarbamoyl)-2H-thieno[2,3-e]1,2-thiazine-1,1-dioxide.
Claim 20
Dependent Claim
8 words
A compound in accordance with claim 1, 7-chloro-4-hydroxy-2-methyl-3-(2-pyridylcarbamoyl)-2H-thieno[3,4-e]1,2-thiazine-1,1-dioxide.
References Cited (Backward Citations)
GB1308533A
Cited
GB1323283A
Cited
US3821211A
Cited
FR2232893A1
Cited
US4076709A
Cited
GB1519811A
Cited
US4090020A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-24 | 1983-06-25 | 1983-12-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-24 | 1987-06-25 | 1987-12-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-24 | 1991-06-25 | 1991-12-25 | $7700.00 | Window Closed / Lapsed |