US4590188A
Expired / Lapsed
US
⏱️ 0.0 years remaining
1,5-benzothiazepine derivatives and their pharmaceutical use
Assignee: Tanabe Pharma Corp
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Filing: 1985-02-04
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Granted: 1986-05-20
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Expires: 2005-02-04
Abstract
Abstract Novel 1,5-benzothiazepine derivatives of the formula: <IMAGE> (I) wherein R1 is lower alkyl or lower alkoxy, R2 is hydrogen atom or lower alkanoyl, each one of R3 and R4 is lower alkyl, Ring A is a substituted benzene ring of the formula: <IMAGE> Ra is lower alkyl, lower alkoxy, lower alkylthio or benzyloxy, each one of Rb and Rc is lower alkyl, lower alkoxy or halogen atom, and either one of Rd and Re is fluorine atom and the other one is hydrogen atom, or a pharmaceutically acceptable acid addition salt thereof are disclosed. Said derivative (I) and its salt are useful as a hypotensive agent and/or a cerebral or coronary vasodilator.
Inventors
- 👤 Mikio Takeda
- 👤 Tokuro Oh-ishi
- 👤 Hiromichi Nakajima
- 👤 Taku Nagao
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 17:50
CPC Classifications
C; C07; C07D; C07D281/00; C07D281/02; C07D281/04; C07D281/08; C07D281/10
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
70 words
A 1,5-benzothiazepine of the formula: ##STR48## wherein R 1 is lower alkyl or lower alkoxy, R 2 is lower alkanoyl, each one of R 3 and R 4 is lower alkyl, Ring A is a substituted benzene ring of the formula: ##STR49## R a is lower alkyl or lower alkoxy, and each one of R b and R c is lower alkyl or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
70 words
A 1,5-benzothiazepine of the formula: ##STR48## wherein R 1 is lower alkyl or lower alkoxy, R 2 is lower alkanoyl, each one of R 3 and R 4 is lower alkyl, Ring A is a substituted benzene ring of the formula: ##STR49## R a is lower alkyl or lower alkoxy, and each one of R b and R c is lower alkyl or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
14 words
A compound according to claim 1, in which R 1 is methyl or methoxy.
Claim 4
Dependent Claim
22 words
A compound according to claim 2, in which R a is methyl or methoxy, and R b and R c are methyl.
Claim 5
Dependent Claim
26 words
A compound according to claim 2, in which Ring A is a substituted benzene ring of the formula: ##STR50## wherein R a is methyl or methoxy.
Claim 6
Dependent Claim
20 words
A compound according to claim 3, in which R 2 is acetyl, and R 3 and R 4 are methyl.
Claim 7
Dependent Claim
15 words
A cis isomer of a compound claimed in any one of claims 1 through 5.
Claim 8
Dependent Claim
15 words
A (+)-cis isomer of a compound claimed in any one of claims 1 through 5.
Claim 9
Dependent Claim
30 words
A compound according to claim 5, which is selected from (±)-cis-2-(4-methylphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-8-methoxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (±)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-8-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (±)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-7-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (±)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-7-methoxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (±)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-8-methoxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (±)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-6-methoxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (+)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-8-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (+)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-7-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (+)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-8-methoxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (±)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-7,8-dimethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (+)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-7,8-dimethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (±)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-6,7-dimethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, or a pharmaceutically acceptable acid addition salt thereof.
Claim 10
Dependent Claim
59 words
A 1,5-benzothiazepine of the formula: ##STR51## wherein R 1 is lower alkyl or lower alkoxy, R 2 is hydrogen atom or lower alkanoyl and Ring A is a substituted benzene ring of the formula: ##STR52## R a is lower alkyl or lower alkoxy and each one of R b and R c is lower alkyl, or a salt thereof.
Claim 11
Dependent Claim
59 words
A 1,5-benzothiazepine of the formula: ##STR51## wherein R 1 is lower alkyl or lower alkoxy, R 2 is hydrogen atom or lower alkanoyl and Ring A is a substituted benzene ring of the formula: ##STR52## R a is lower alkyl or lower alkoxy and each one of R b and R c is lower alkyl, or a salt thereof.
Claim 12
Dependent Claim
62 words
A 1,5-benzothiazepine of the formula: ##STR53## wherein R 1 is lower alkyl or lower alkoxy, each one of R 3 and R 4 is lower alkyl, Ring A is a substituted benzene ring of the formula: ##STR54## wherein R a is lower alkyl or lower alkoxy and each one of R b and R c is lower alkyl, or a salt thereof.
Claim 13
Dependent Claim
62 words
A 1,5-benzothiazepine of the formula: ##STR53## wherein R 1 is lower alkyl or lower alkoxy, each one of R 3 and R 4 is lower alkyl, Ring A is a substituted benzene ring of the formula: ##STR54## wherein R a is lower alkyl or lower alkoxy and each one of R b and R c is lower alkyl, or a salt thereof.
Claim 14
Dependent Claim
15 words
A compound according to claim 1 which is: ±cis-2-(4 methoxyphenyl)-3-acetoxy-5-[-2-(dimethylamino)ethyl]-6-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one or its pharmaceutically acceptable salt.
Claim 15
Dependent Claim
30 words
A pharmaceutical composition possessing hypotensive, cerebral vasodilating or coronary vasodilating activity which comprises a therapeutically effective amount of a compound according to claim 1 and a pharmaceutically acceptable carrier therefor.
Claim 16
Dependent Claim
27 words
A method of producing a hypotensive effect on a warm-blooded animal comprising administering to said warm-blooded animal an effective amount of a compound claimed in claim 1.
Claim 17
Dependent Claim
28 words
A method of producing a cerebral vasodilating effect on a warm-blooded animal comprising administering to said warm-blooded animal an effective amount of a compound claimed in claim 1.
Claim 18
Dependent Claim
28 words
A method of producing a coronary vasodilating effect on a warm-blooded animal comprising administering to said warm-blooded animal an effective amount of a compound claimed in claim 1.
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) | 1989-05-19 | 1989-11-18 | 1990-05-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-05-19 | 1993-11-18 | 1994-05-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-05-19 | 1997-11-18 | 1998-05-20 | $7700.00 | Window Closed / Lapsed |