Patent US4060619A successfully refreshed from Google Patents.
US4060619A
Expired / Lapsed
US
⏱️ 0.0 years remaining
1,4-Dihydro-4-oxo-benzothiopyrano (4,3-b)pyridine-2-carboxylates and derivatives
Assignee: Wyeth Canada Inc
•
Filing: 1976-01-14
•
Granted: 1977-11-29
•
Expires: 1996-01-14
Abstract
Abstract Compounds of formula 1 <IMAGE> 1 in which R1, R2, R3 and R4 are the same or different selected from the group consisting of hydrogen, halogen, nitro, trifluoromethyl, lower alkyl and lower alkoxy, or R1 and R2, R2 and R3, or R3 and R4 together form a CH2CH2CH2CH2 chain and R3 and R4, R1 and R4 and R1 and R2, respectively, are as defined above, R5 is hydrogen, lower alkyl or a radical of formula -Alk-OR6 wherein Alk is an alkylene selected from the group consisting of CR7R8, CR7R8CR9R10, CR7R8CR9R10CR11R12 and CR7R8CR9R10CR11R12CR13R14 wherein each of R7, R8, R9, R10, R11, R12, R13 and R14 is hydrogen or lower alkyl and R6 is hydrogen or lower alkyl; R15 is hydrogen or lower alkyl; X is O, S, SO or SO2; and Y is O or NR16 wherein R16 is hydrogen or lower alkyl, are disclosed. The compounds of formula 1 are useful for treating allergic conditions and for treating microbial infections. Methods for the preparation and use of said compounds are disclosed.
Inventors
- 👤 Adolf H. Philipp
- 👤 Ivo L. Jirkovsky
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 17:57
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04; C07D311/00; C07D311/02; C07D311/04; C07D311/22; C07D335/00; C07D335/04; C07D335/06; C07D493/00; C07D493/02; C07D493/04; C07D495/00; C07D495/02; C07D495/04
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
71 words
A compound of formula I ##STR16## in which R 1 ,R 2 ,R 3 and R 4 are the same or different selected from the group consisting of hydrogen, halogen and lower alkyl; R 5 is hydrogen or lower alkyl; R 15 is hydrogen or lower alkyl; X is S, SO and SO 2 ; and Y is NR 16 is hydrogen or lower alkyl, or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
71 words
A compound of formula I ##STR16## in which R 1 ,R 2 ,R 3 and R 4 are the same or different selected from the group consisting of hydrogen, halogen and lower alkyl; R 5 is hydrogen or lower alkyl; R 15 is hydrogen or lower alkyl; X is S, SO and SO 2 ; and Y is NR 16 is hydrogen or lower alkyl, or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
36 words
A compound having the nucleus ##STR17## in which X is S, SO and SO 2 ; Y is NR 16 wherein R 16 is hydrogen or lower alkyl; and R 15 is hydrogen or lower alkyl.
Claim 4
Dependent Claim
36 words
A compound having the nucleus ##STR17## in which X is S, SO and SO 2 ; Y is NR 16 wherein R 16 is hydrogen or lower alkyl; and R 15 is hydrogen or lower alkyl.
Claim 5
Dependent Claim
9 words
A compound of claim 2 wherein X is sulfur.
Claim 6
Dependent Claim
9 words
A compound of claim 1, wherein X is sulfur.
Claim 7
Dependent Claim
7 words
1,4-Dihydro-4-oxo-5H-[1]benzothiopyrano[4,3-b]pyridine-2-carboxylic acid, as claimed in claim 1.
Claim 8
Dependent Claim
7 words
1-Methyl-1,4-dihydro-4-oxo-5H-[1]benzothiopyrano-[4,3-b]pyridine-2-carboxylic acid, as claimed in claim 1.
Claim 9
Dependent Claim
7 words
9-Chloro-1,4-dihydro-4-oxo-5H-[1]benzothiopyrano-[4,3-b]pyridine-2-carboxylic acid, as claimed in claim 1.
Claim 10
Dependent Claim
7 words
9-Methyl-1,4-dihydro-4-oxo-5H-[1]benzothiopyrano-[4,3-b]pyridine-2-carboxylic acid, as claimed in claim 1.
Claim 11
Dependent Claim
7 words
9-Butyl-1,4-dihydro-4-oxo-5H-[1]benzothiopyrano-[4,3-b]pyridine-2-carboxylic acid, as claimed in claim 1.
Claim 12
Dependent Claim
7 words
10-Chloro-7-methyl-1,4-dihydro-4-oxo-5H[1]benzothiopyrano[4,3-b]pyridine-2-carboxylic acid, as claimed in claim 1.
Claim 13
Dependent Claim
7 words
9-(1-Methylpropyl)-1,4-dihydro-4-oxo-5H-[1]benzothiopyrano[4,3-b]pyridine-2-carboxylic acid, as claimed in claim 1.
Claim 14
Dependent Claim
9 words
9-Butyl-1,4-dihydro-4-oxo-5H-[1]benzothiopyrano[4,3-b]pyridine-2-carboxylic acid methyl ester, as claimed in claim 1.
Claim 15
Dependent Claim
9 words
9-(1-Methylpropyl)-1,4-dihydro-4-oxo-5H-[1]benzothiopyrano[4,3-b]pyridine-2-carboxylic acid ethyl ester, as claimed in claim 1.
Claim 16
Dependent Claim
36 words
A method for treating allergic conditions in a mammal which comprises administering to said mammal an effective amount of a compound of claim 1 selected from those of formula I, or a pharmaceutically acceptable salt thereof.
Claim 17
Dependent Claim
32 words
An antiallergic pharmaceutical composition comprising an effective amount of a compound of formula I claim 1 having the or a pharmaceutically acceptable salt thereof as defined , and a pharmaceutically acceptable carrier.
References Cited (Backward Citations)
US3883551A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-11-28 | 1981-05-30 | 1981-11-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-11-28 | 1985-05-30 | 1985-11-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-11-28 | 1989-05-30 | 1989-11-29 | $7700.00 | Window Closed / Lapsed |