US4406908A
Expired / Lapsed
US
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Tetrazolylcoumarin derivatives and antiallergic compositions containing the same
Assignee: Kaken Pharmaceutical Co Ltd
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Filing: 1981-05-06
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Granted: 1983-09-27
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Expires: 2001-05-06
Abstract
Abstract Tetrazolylcoumarin derivatives of the general formula: <IMAGE> wherein R is hydrogen atom, an alkyl group, an alkenyl group, an alkoxyalkyl group or phenyl group, n is an integer of 2 to 4, and the R-O-(CH2)n-O- group is substituted at any of the 5, 6, 7 and 8 positions of the coumarin ring, and the salts thereof. The compounds are useful as antiallergic agents for preventing and treating allergic diseases.
Inventors
- 👤 Tetsuo Matsuda
- 👤 Jun Nakano
- 👤 Yukio Terashima
- 👤 Yuji Suzuki
- 👤 Kiyonoshin Itikawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 19:50
CPC Classifications
C; C07; C07D; C07D311/00; C07D311/02; C07D311/04; C07D311/06; C07D311/08; C07D311/14; A; A61; A61P; A61P37/00; A61P37/08; C07D311/12; C07D311/16
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
92 words
A tetrazolylcoumarin derivative of the following formula: ##STR10## or a pharmaceutically acceptable salt thereof wherein R is a straight or branched alkyl group having 1 to 4 carbon atoms, a straight or branched alkenyl group having 2 to 4 carbon atoms, an alkoxyalkyl group of the general formula: CH 3 (CH 2 ) l --O--(CH 2 ) m -- in which l is 0 or an integer of 1 to 3 and m is an integer of 2 to 4, or phenyl group, and n is an integer of 2 to 4.
Claim 2
Dependent Claim
92 words
A tetrazolylcoumarin derivative of the following formula: ##STR10## or a pharmaceutically acceptable salt thereof wherein R is a straight or branched alkyl group having 1 to 4 carbon atoms, a straight or branched alkenyl group having 2 to 4 carbon atoms, an alkoxyalkyl group of the general formula: CH 3 (CH 2 ) l --O--(CH 2 ) m -- in which l is 0 or an integer of 1 to 3 and m is an integer of 2 to 4, or phenyl group, and n is an integer of 2 to 4.
Claim 3
Dependent Claim
32 words
The tetrazolylcoumarin derivative of claim 1, which is a member selected from the group consisting of 8-(3-oxabutoxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(3-oxapentyloxy)-3-(1H-tetrazol-3-yl)coumarin, 8-(3-oxahexyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(4-methyl-3-oxapentyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(3-oxaheptyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(5-methyl-3-oxahexyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(4-oxahexyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(5-oxaheptyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(3-oxa-5-hexenyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(3,6-dioxaoctyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(2-phenoxyethyloxy)-3-(1H-tetrazol-5-yl)coumarin, and their pharmaceutically acceptable salts.
Claim 4
Dependent Claim
114 words
A pharmaceutical composition having an antiallergic activity which comprises as an essential active ingredient an effective amount of a tetrazolylcoumarin derivative of the following formula: ##STR11## wherein R is a straight or branched alkyl group having 1 to 4 carbon atoms, a straight or branched alkenyl group having 2 to 4 carbon atoms, an alkoxyalkyl group of the general formula: CH 3 (CH 2 ) l --O--(CH 2 ) m -- in which l is 0 or an integer of 1 to 3 and m is an integer of 2 to 4, or phenyl group, and n is an integer of 2 to 4 or its pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier.
Claim 5
Dependent Claim
114 words
A pharmaceutical composition having an antiallergic activity which comprises as an essential active ingredient an effective amount of a tetrazolylcoumarin derivative of the following formula: ##STR11## wherein R is a straight or branched alkyl group having 1 to 4 carbon atoms, a straight or branched alkenyl group having 2 to 4 carbon atoms, an alkoxyalkyl group of the general formula: CH 3 (CH 2 ) l --O--(CH 2 ) m -- in which l is 0 or an integer of 1 to 3 and m is an integer of 2 to 4, or phenyl group, and n is an integer of 2 to 4 or its pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier.
Claim 6
Dependent Claim
35 words
The composition of claim 3, wherein the essential active ingredient is a member selected from the group consisting of 8-(3-oxabutoxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(3-oxapentyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(3-oxahexyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(4-methyl-3-oxapentyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(3-oxaheptyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(5-methyl-3-oxahexyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(4-oxahexyloxy)-3-(1-tetrazol-5-yl)coumarin, 8-(5-oxaheptyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(3-oxa-5-hexenyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(3,6-dioxaoctyloxy)-3-(1H-tetrazol-5-yl)coumarin, 8-(2-phenoxyethyloxy)-3-(1-tetrazol-5-yl)coumarin, and their pharmaceutically acceptable salts.
Claim 7
Dependent Claim
1 words
8-(5-methyl-3-oxahexyloxy)-3-(1H-tetrazol-5-yl)coumarin.
Claim 8
Dependent Claim
1 words
8-(5-methyl-3-oxahexyloxy)-3-(1H-tetrazol-5-yl)coumarin.
References Cited (Backward Citations)
GB1434645A
Cited
DE2721021A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-09-26 | 1987-03-28 | 1987-09-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-09-26 | 1991-03-28 | 1991-09-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-09-26 | 1995-03-28 | 1995-09-27 | $7700.00 | Window Closed / Lapsed |