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US4076709A Expired / Lapsed US ⏱️ 0.0 years remaining

Thienothiazines

Assignee: Hoffmann La Roche Inc
•
Filing: 1975-08-21
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Granted: 1978-02-28
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Expires: 1995-08-21
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Abstract

Abstract The present invention relates to compounds of the formula <IMAGE> I wherein A together with the two carbon atoms to which it is attached forms the group <IMAGE> AND THE BROKEN LINE REPRESENTS THE DOUBLE BOND IN GROUP (A); R1 represents a lower alkyl group; R2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R3 and R4 each represent a hydrogen atom or a lower alkyl group.

Inventors

  • 👤 Otto Hromatka
  • 👤 Dieter Binder
  • 👤 Rudolf Pfister
  • 👤 Paul Zeller

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 17:39
CPC Classifications
C; C07; C07D; C07D513/00; C07D513/02; C07D513/04; C07D333/00; C07D333/02; C07D333/04; C07D333/26; C07D333/38

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 107 words
A compound of the formula ##STR13## wherein A together with the two carbon atoms to which it is attached forms the group ##STR14## and the broken line represents the double bond present in group (a); R 1 represents a lower alkyl group; R 2 is selected from the group consisting of a 2-thiazolyl, 4-methyl-2-thiazolyl, 4,5-dimethyl-2-thiazolyl, 5-methyl-1,3,4-thiadiazolyl, 2-pyrazinyl, 2-pyrimidinyl, 1,2,4-triazin-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 and 6-methyl-2-pyridyl group or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy; and R 3 and R 4 each represent a hydrogen atom or a lower alkyl group.
Claim 2
Dependent Claim 107 words
A compound of the formula ##STR13## wherein A together with the two carbon atoms to which it is attached forms the group ##STR14## and the broken line represents the double bond present in group (a); R 1 represents a lower alkyl group; R 2 is selected from the group consisting of a 2-thiazolyl, 4-methyl-2-thiazolyl, 4,5-dimethyl-2-thiazolyl, 5-methyl-1,3,4-thiadiazolyl, 2-pyrazinyl, 2-pyrimidinyl, 1,2,4-triazin-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 and 6-methyl-2-pyridyl group or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy; and R 3 and R 4 each represent a hydrogen atom or a lower alkyl group.
Claim 3
Dependent Claim 51 words
A compound according to claim 1, wherein A together with the two carbon atoms to which it is attached forms the group ##STR15## and the broken line represents the double bond present; R, R 1 , R 2 , R 3 and R 4 have the significance given in claim 1.
Claim 4
Dependent Claim 42 words
A compound according to claim 1, wherein A together with the two carbon atoms to which it is attached forms the group ##STR16## R, R 1 , R 2 , R 3 and R 4 have the significance given in claim 1.
Claim 5
Dependent Claim 32 words
A compound according to claim 1, wherein R 3 and R 4 are hydrogen, R 1 is methyl and R 2 is selected from the group consisting of 2-thiazolyl, 5-isoxazolyl and 2-pyridyl.
Claim 6
Dependent Claim 10 words
A compound according to claim 1 of the formula: 4-hydroxy-2-methyl-N-(2-thiazolyl)-2H-thieno-[2,3e]-1,2-thiazine-3-carboxamide-1,1-dioxide.
Claim 7
Dependent Claim 57 words
A compound of the formula ##STR17## wherein A together with the two carbon atoms to which it is attached forms the group ##STR18## and the broken line represents the double bond present in group (a); R represents a lower alkyl group; and R 3 and R 4 each represent a hydrogen atom or a lower alkyl group.
Claim 8
Dependent Claim 57 words
A compound of the formula ##STR17## wherein A together with the two carbon atoms to which it is attached forms the group ##STR18## and the broken line represents the double bond present in group (a); R represents a lower alkyl group; and R 3 and R 4 each represent a hydrogen atom or a lower alkyl group.
Claim 9
Dependent Claim 64 words
A compound of the formula ##STR19## wherein A together with the two carbon atoms to which it is attached forms the group ##STR20## and the broken line represents the double bond present in group (a); R 1 represents a lower alkyl group; R represents a lower alkyl group; and R 3 and R 4 each represent a hydrogen atom or a lower alkyl group.
Claim 10
Dependent Claim 64 words
A compound of the formula ##STR19## wherein A together with the two carbon atoms to which it is attached forms the group ##STR20## and the broken line represents the double bond present in group (a); R 1 represents a lower alkyl group; R represents a lower alkyl group; and R 3 and R 4 each represent a hydrogen atom or a lower alkyl group.
Claim 11
Dependent Claim 100 words
A compound of the formula ##STR21## wherein A together with the two carbon atoms to which it is attached form the group ##STR22## and the broken line represents the double bond present in group (a); R 2 is selected from the group consisting of a 2-thiazolyl, 4-methyl-2-thiazolyl, 4,5-dimethyl-2-thiazolyl, 5-methyl-1,3,4-thiadiazolyl, 2-pyrazinyl, 2-pyrimidinyl, 1,2,4-triazin-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 and 6methyl-2-pyridyl group or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy; and R 3 and R 4 each represent a hydrogen atom or a lower alkyl group.
Claim 12
Dependent Claim 100 words
A compound of the formula ##STR21## wherein A together with the two carbon atoms to which it is attached form the group ##STR22## and the broken line represents the double bond present in group (a); R 2 is selected from the group consisting of a 2-thiazolyl, 4-methyl-2-thiazolyl, 4,5-dimethyl-2-thiazolyl, 5-methyl-1,3,4-thiadiazolyl, 2-pyrazinyl, 2-pyrimidinyl, 1,2,4-triazin-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 and 6methyl-2-pyridyl group or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy; and R 3 and R 4 each represent a hydrogen atom or a lower alkyl group.

References Cited (Backward Citations)

US3927002A Cited
US3923801A Cited
US3925371A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-02-27 1981-08-29 1982-02-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-02-27 1985-08-29 1986-02-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-02-27 1989-08-29 1990-02-28 $7700.00 Window Closed / Lapsed

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