US4255576A
Expired / Lapsed
US
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1-Azaxanthone derivatives
Assignee: Takeda Pharmaceutical Co Ltd
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Filing: 1978-12-18
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Granted: 1981-03-10
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Expires: 1998-12-18
Abstract
Abstract The present invention relates to novel 1-azaxanthone derivatives, which are shown by the following formula: ##STR1## wherein m is 1 or 2 R' 1 is hydrogen, C 1-6 alkyl, phenyl, C 1-6 alkoxycarbonyl, hydroxy, C 1-4 alkoxy, amino or C 1-3 alkylamino; each of R 2 is independently C 1-6 alkyl, C 1-4 alkoxy, halogen, nitro, hydroxy, carboxy, amino, C 1-3 alkylamino or di(C 1-3 alkyl) amino; or when m is 2, the two R 2 groups may be independently as defined above or may form together with adjacent rings carbon atoms the butadienylene group; R 3 is cyano, C 1-6 alkoxycarbonyl, carboxamide, N-C 1-3 alkylcarboxamide or N,N-di(C 1-3 alkyl) carboxamide. The novel derivatives are useful as intermediates for 1-azaxanthone-3-carboxylic acid derivatives having effective antiallergic and bronchodilating activities.
Inventors
- 👤 Akira Nohara
- 👤 Hirosada Sugihara
- 👤 Kiyoshi Ukawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 05:44
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04; C07D311/00; C07D311/02; C07D311/04; C07D311/58
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
57 words
A compound of the formula ##STR6## wherein: m is 1 or 2; R' 1 is hydrogen, C 1-6 alkyl, phenyl C 1-6 alkoxy-carbonyl, hydroxy, C 1-4 alkoxy, amino or C 1-3 alkylamino; and each R 2 is independently C 1-6 alkyl, C 1-4 alkoxy, halogen, nitro, hydroxy, carboxy, amino, C 1-3 alkylamino or di(C 1-3 alkyl) amino.
Claim 2
Dependent Claim
57 words
A compound of the formula ##STR6## wherein: m is 1 or 2; R' 1 is hydrogen, C 1-6 alkyl, phenyl C 1-6 alkoxy-carbonyl, hydroxy, C 1-4 alkoxy, amino or C 1-3 alkylamino; and each R 2 is independently C 1-6 alkyl, C 1-4 alkoxy, halogen, nitro, hydroxy, carboxy, amino, C 1-3 alkylamino or di(C 1-3 alkyl) amino.
Claim 3
Dependent Claim
24 words
A compound of claim 1, wherein R 2 is C 1-4 alkoxy, halogen, nitro, hydroxy, carboxy, amino, C 1-3 alkylamino or di(C 1-3 alkyl)amino.
Claim 4
Dependent Claim
11 words
A compound as claimed in claim 1, wherein m is 1.
Claim 5
Dependent Claim
11 words
A compound as claimed in claim 1, wherein m is 2.
Claim 6
Dependent Claim
12 words
A compound as claimed in claim 1, wherein R' 1 is hydrogen.
Claim 7
Dependent Claim
12 words
A compound as claimed in claim 1, wherein R' 1 is amino.
Claim 8
Dependent Claim
12 words
A compound as claimed in claim 1, wherein R' 1 is hydroxy.
Claim 9
Dependent Claim
14 words
A compound as claimed in claim 1, wherein R 2 is C 1-6 alkyl.
Claim 10
Dependent Claim
14 words
A compound as claimed in claim 1, wherein R 2 is C 1-4 alkoxy.
Claim 11
Dependent Claim
15 words
A compound as claimed in claim 1, wherein R 2 is di(C 1-3 alkyl) amino.
Claim 12
Dependent Claim
12 words
A compound as claimed in claim 1, wherein R 2 is halogen.
Claim 13
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 2-amino-7-ethyl-3-cyano-1-azaxanthone.
Claim 14
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 2-amino-7-chloro-3-cyano-1-azaxanthone.
Claim 15
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 2-amino-7-dimethylamino-3-cyano-1-azaxanthone.
Claim 16
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 2-amino-7-isopropyl-3-cyano-1-azaxanthone.
Claim 17
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 2-amino-7-methyl-3-cyano-1-azaxanthone.
Claim 18
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 7-methyl-3-cyano-1-azaxanthone.
Claim 19
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 7-ethyl-3-cyano-1-azaxanthone.
Claim 20
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 7-isopropyl-3-cyano-1-azaxanthone.
Claim 21
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 7,9-dimethyl-3-cyano-1-azaxanthone.
Claim 22
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 7-isopropyl-2-hydroxy-3-cyano-1-azaxanthone.
Claim 23
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 7-tert.-butyl-3-cyano-1-azaxanthone.
Claim 24
Dependent Claim
12 words
A compound as claimed in claim 1, wherein the compound is 7-chloro-3-cyano-1-azaxanthone.
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) | 1984-03-09 | 1984-09-08 | 1985-03-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-03-09 | 1988-09-08 | 1989-03-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-03-09 | 1992-09-08 | 1993-03-10 | $7700.00 | Window Closed / Lapsed |