US4148897A
Expired / Lapsed
US
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1,2-Dihydronaphthalene derivatives and pharmaceutical composition
Assignee: Takeda Pharmaceutical Co Ltd
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Filing: 1977-04-20
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Granted: 1979-04-10
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Expires: 1997-04-20
Abstract
Abstract Novel 1,2-dihydronaphthalene derivatives of the formula ##STR1## wherein R 1 and R 2 , independently of each other, are hydrogen, nitro, amino, halogen, or hydroxyl which may be protected, and R 3 is a piperazinyl or morpholino group which may be substituted by lower alkyl, aralkyl, carboxylic acid-derived acyl, lower alkoxycarbonyl-lower alkyl or cycloaminocarbonyl-lower alkyl, and its salts have excellent pharmacological activities such as vasodilator and cerebral blood flow increasing activities.
Inventors
- 👤 Yoshikazu Oka
- 👤 Katsumi Itoh
- 👤 Akio Miyake
- 👤 Minoru Hirata
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 03:58
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/16; C07D295/18; C07D295/182; C07D295/185; A; A61; A61P; A61P43/00; A61P9/00; A61P9/08; C07D295/04; C07D295/08; C07D295/096; C07D295/10; C07D295/112; C07D295/116; C07D295/14; C07D295/145; C07D295/15; C07D295/192
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
125 words
A member of the group consisting of (a) a compound of the formula ##STR41## wherein R 1 and R 2 , independently of each other, are hydrogen, nitro, amino, halogen, hydroxyl, lower alkoxy containing up to 5 carbon atoms or aralkyloxy containing a total of 7 to 12 carbon atoms, or R 1 and R 2 may, taken together, form lower alkylenedioxy containing up to 3 carbon atoms, and R 3 is 1-piperazinyl substituted at the N 4 -position by aralkyl consisting of a straight-chain lower alkyl of 1 to 3 carbon atoms substituted at the ω-position by one or two phenyls, or by carboxylic acid-derived acyl containing a total of up to 10 carbon atoms, and (b) a physiologically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
125 words
A member of the group consisting of (a) a compound of the formula ##STR41## wherein R 1 and R 2 , independently of each other, are hydrogen, nitro, amino, halogen, hydroxyl, lower alkoxy containing up to 5 carbon atoms or aralkyloxy containing a total of 7 to 12 carbon atoms, or R 1 and R 2 may, taken together, form lower alkylenedioxy containing up to 3 carbon atoms, and R 3 is 1-piperazinyl substituted at the N 4 -position by aralkyl consisting of a straight-chain lower alkyl of 1 to 3 carbon atoms substituted at the ω-position by one or two phenyls, or by carboxylic acid-derived acyl containing a total of up to 10 carbon atoms, and (b) a physiologically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
10 words
A compound according to claim 1 wherein aralkyl is benzhydryl.
Claim 4
Dependent Claim
28 words
A compound according to claim 1 wherein R 1 and R 2 are lower alkoxy and R 3 is 1-piperazinyl substituted at the N 4 -position by aralkyl.
Claim 5
Dependent Claim
29 words
A compound according to claim 1 wherein R 1 is lower alkoxy, R 2 is hydrogen and R 3 is 1-piperazinyl substituted at the N 4 -position by aralkyl.
Claim 6
Dependent Claim
10 words
A compound according to claim 1, said compound being 3-(4-benzhydryl-1-piperazinylmethyl)-7,8-dimethoxy-1,2-dihydronaphthalene.
Claim 7
Dependent Claim
10 words
A compound according to claim 1, said compound being 3-(4-benzhydryl-1-piperazinylmethyl)-1,2-dihydronaphthalene.
Claim 8
Dependent Claim
10 words
A compound according to claim 1, said compound being 3-(4-benzhydryl-1-piperazinylmethyl)-6,7-dimethoxy-1,2-dihydronaphthalene.
Claim 9
Dependent Claim
10 words
A compound according to claim 1, said compound being 3-(4-benzhydryl-1-piperazinylmethyl)-7-methoxy-1,2-dihydronaphthalene.
Claim 10
Dependent Claim
10 words
A compound according to claim 1, said compound being 3-(4-benzhydryl-1-piperazinylmethyl)-7-n-butyloxy-1,2-dihydronaphthalene.
Claim 11
Dependent Claim
10 words
A compound according to claim 1, said compound being 3-(4-benzhydryl-1-piperazinylmethyl)-6,7-methylenedioxy-1,2-dihydronaphthalene.
Claim 12
Dependent Claim
10 words
A compound according to claim 1, said compound being 3-(4-benzyl-1-piperazinylmethyl)-6,7-dimethoxy-1,2-dihydronaphthalene.
Claim 13
Dependent Claim
146 words
A pharmaceutical composition which comprises, as the active ingredient, at least one member of the group consisting of (a) a compound of the formula ##STR42## wherein R 1 and R 2 , independently of each other, are hydrogen, nitro, amino, halogen, hydroxyl, lower alkoxy containing up to 5 carbon atoms or aralkyloxy containing a total of 7 to 12 carbon atoms, or R 1 and R 2 may, taken together, form lower alkylenedioxy containing up to 3 carbon atoms, and R 3 is 1-piperazinyl substituted at the N 4 -position by aralkyl consisting of a straight-chain lower alkyl of 1 to 3 carbon atoms substituted at the ω-position by one or two phenyls, or by carboxylic acid-derived acyl containing a total of up to 10 carbon atoms, and (b) a physiologically acceptable acid addition salt thereof, in admixture with pharmaceutically acceptable carrier, excipient or diluent therefor.
Claim 14
Dependent Claim
146 words
A pharmaceutical composition which comprises, as the active ingredient, at least one member of the group consisting of (a) a compound of the formula ##STR42## wherein R 1 and R 2 , independently of each other, are hydrogen, nitro, amino, halogen, hydroxyl, lower alkoxy containing up to 5 carbon atoms or aralkyloxy containing a total of 7 to 12 carbon atoms, or R 1 and R 2 may, taken together, form lower alkylenedioxy containing up to 3 carbon atoms, and R 3 is 1-piperazinyl substituted at the N 4 -position by aralkyl consisting of a straight-chain lower alkyl of 1 to 3 carbon atoms substituted at the ω-position by one or two phenyls, or by carboxylic acid-derived acyl containing a total of up to 10 carbon atoms, and (b) a physiologically acceptable acid addition salt thereof, in admixture with pharmaceutically acceptable carrier, excipient or diluent therefor.
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) | 1982-04-09 | 1982-10-09 | 1983-04-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-04-09 | 1986-10-09 | 1987-04-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-04-09 | 1990-10-09 | 1991-04-10 | $7700.00 | Window Closed / Lapsed |