US4388312A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Quinone derivatives, their production and use
Assignee: Takeda Pharmaceutical Co Ltd
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Filing: 1980-08-26
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Granted: 1983-06-14
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Expires: 2000-08-26
Abstract
Abstract New quinone derivatives of the formula: ##STR1## wherein R 1 is methyl or methoxy, or two of R 1 combine to represent --CH═CH--CH═CH--, R is amino which may be substituted or --OR 4 wherein R 4 is hydrogen, C 1-4 alkyl or --CH 2 --CH═C(CH 3 --CH 2 -- m H (wherein m is an integer of 1 to 10), and n is an integer of 1 to 10 when R is amino which may be substituted, or n is an integer of 2 to 10 when R is --OR 4 , and their hydroquinone forms, have useful physiological activities such as blood-pressure decreasing and antiallergic activities.
Inventors
- 👤 Shinji Terao
- 👤 Mitsuru Shiraishi
- 👤 Kaneyoshi Kato
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 17:44
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/36; C07D213/40; A; A61; A61P; A61P1/00; A61P1/04; A61P11/00; A61P25/00; A61P25/04; A61P29/00; A61P37/00; A61P37/08; A61P43/00; A61P7/00; A61P7/10; A61P9/00; A61P9/12; C07C; C07C243/00; C07C243/24; C07C243/26; C07C243/30; C07C243/32; C07C273/00; C07C273/18; C07C273/1809; C07C59/00; C07C59/40; C07C59/58; C07C59/64; C07C66/00; C07D231/00; C07D231/02; C07D231/10; C07D231/12; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08; C07D257/00; C07D257/02; C07D257/04; C07D257/06; C07D295/00; C07D295/16; C07D295/18; C07D295/182; C07D295/185; C07D295/22; C07D295/28; C07D295/32; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/50; C07D317/58; C07H; C07H19/00; C07H19/02; C07H19/04; C07H19/06; C07C2601/00; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
89 words
A compound of the formula: ##STR94## wherein n is an integer of 1 to 10, R 1 is methyl or methoxy, or two of R 1 combine to represent --CH═CH--CH═CH--, and R 2 is a cyclic amino group selected from the class consisting of azetidinyl, pyrrolidinyl, piperazinyl, piperidino and morpholino, said cyclic amino groups being unsubstituted or substituted by C 1-4 alkyl, hydroxyl, C 1-4 alkoxy, C 1-4 alkylthio, carboxyl, one of mono- to decaprenyl, benzyl, 3,4,5-trimethoxybenzyl or 3,4-methylenedioxybenzyl, or its hydroquinone form, or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
89 words
A compound of the formula: ##STR94## wherein n is an integer of 1 to 10, R 1 is methyl or methoxy, or two of R 1 combine to represent --CH═CH--CH═CH--, and R 2 is a cyclic amino group selected from the class consisting of azetidinyl, pyrrolidinyl, piperazinyl, piperidino and morpholino, said cyclic amino groups being unsubstituted or substituted by C 1-4 alkyl, hydroxyl, C 1-4 alkoxy, C 1-4 alkylthio, carboxyl, one of mono- to decaprenyl, benzyl, 3,4,5-trimethoxybenzyl or 3,4-methylenedioxybenzyl, or its hydroquinone form, or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
12 words
A compound according to claim 1, wherein n is 2 or 3.
Claim 4
Dependent Claim
11 words
A compound according to claim 1, wherein R 1 is methoxy.
Claim 5
Dependent Claim
34 words
A compound according to claim 1, wherein the cyclic amino group as R 2 is piperazinyl which is unsubstituted or substituted at the 4-position by one of mono- to decaprenyl, benzyl, 3,4,5-trimethoxybenzyl or 3,4-methylenedioxybenzyl.
Claim 6
Dependent Claim
22 words
A compound according to claim 1, wherein n is 3, two of R 1 jointly represent --CH═CH--CH═CH-- and R 2 is 4-(3,4,5-trimethoxybenzyl)piperazinyl.
Claim 7
Dependent Claim
19 words
A compound according to claim 1, wherein n is 3, R 1 is methoxy and R 2 is 4-(3,4-methylenedioxybenzyl)piperazinyl.
Claim 8
Dependent Claim
120 words
A pharmaceutical composition for the treatment of bronchial asthma, allergosis and hypertension which comprises as an active ingredient an effective amount of a compound of the formula: ##STR95## wherein n is an integer of 1 to 10, R 1 is methyl or methoxy, or two of R 1 combine to represent --CH═CH--CH═CH--, and R 2 is a cyclic amino group selected from the class consisting of azetidinyl, pyrrolidinyl, piperazinyl, piperidino and morpholino, said cyclic amino groups being unsubstituted or substituted by C 1-4 alkyl, hydroxyl, C 1-4 alkoxy, C 1-4 alkylthio, carboxyl, one of mono- to decaprenyl, benzyl, 3,4,5-trimethoxybenzyl or 3,4-methylenedioxybenzyl, or its hydroquinone form, or a pharmaceutically acceptable salt thereof, in association with a pharmaceutically acceptable carrier or excipient.
Claim 9
Dependent Claim
120 words
A pharmaceutical composition for the treatment of bronchial asthma, allergosis and hypertension which comprises as an active ingredient an effective amount of a compound of the formula: ##STR95## wherein n is an integer of 1 to 10, R 1 is methyl or methoxy, or two of R 1 combine to represent --CH═CH--CH═CH--, and R 2 is a cyclic amino group selected from the class consisting of azetidinyl, pyrrolidinyl, piperazinyl, piperidino and morpholino, said cyclic amino groups being unsubstituted or substituted by C 1-4 alkyl, hydroxyl, C 1-4 alkoxy, C 1-4 alkylthio, carboxyl, one of mono- to decaprenyl, benzyl, 3,4,5-trimethoxybenzyl or 3,4-methylenedioxybenzyl, or its hydroquinone form, or a pharmaceutically acceptable salt thereof, in association with a pharmaceutically acceptable carrier or excipient.
Claim 10
Independent Claim
109 words
A method for the treatment of allergosis in a mammal which comprises administering to said mammal an effective amount of a compound of the formula: ##STR96## wherein n is an integer of 1 to 10, R 1 is methyl or methoxy, or two of R 1 combine to represent --CH═CH--CH═CH--, and R 2 is a cyclic amino group selected from the class consisting of azetidinyl, pyrrolidinyl, piperazinyl, piperidino and morpholino, said cyclic amino groups being unsubstituted or substituted by C 1-4 alkyl, hydroxyl, C 1-4 alkoxy, C 1-4 alkylthio, carboxyl, one of mono- to decaprenyl, benzyl, 3,4,5-trimethoxybenzyl or 3,4-methylenedioxybenzyl, or its hydroquinone form, or a pharmaceutically acceptable salt thereof.
Claim 11
Independent Claim
109 words
A method for the treatment of allergosis in a mammal which comprises administering to said mammal an effective amount of a compound of the formula: ##STR96## wherein n is an integer of 1 to 10, R 1 is methyl or methoxy, or two of R 1 combine to represent --CH═CH--CH═CH--, and R 2 is a cyclic amino group selected from the class consisting of azetidinyl, pyrrolidinyl, piperazinyl, piperidino and morpholino, said cyclic amino groups being unsubstituted or substituted by C 1-4 alkyl, hydroxyl, C 1-4 alkoxy, C 1-4 alkylthio, carboxyl, one of mono- to decaprenyl, benzyl, 3,4,5-trimethoxybenzyl or 3,4-methylenedioxybenzyl, or its hydroquinone form, or a pharmaceutically acceptable salt thereof.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1986-06-13 | 1986-12-13 | 1987-06-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-06-13 | 1990-12-13 | 1991-06-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-06-13 | 1994-12-13 | 1995-06-14 | $7700.00 | Window Closed / Lapsed |