US4046876A
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N2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof
Assignee: Mitsubishi Chemical Corp
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Filing: 1976-02-10
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Granted: 1977-09-06
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Expires: 1996-02-10
Abstract
Abstract N2-alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis.
Inventors
- 👤 Shosuke Okamoto
- 👤 Ryoji Kikumoto
- 👤 Kazuo Ohkubo
- 👤 Tohru Tezuka
- 👤 Shinji Tonomura
- 👤 Yoshikuni Tamao
- 👤 Akiko Hijikata
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 16:10
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/16; C07D295/18; C07D295/182; C07D295/185; A; A61; A61K; A61K31/00; A61K31/16; A61K31/18; A61K31/185; A61K31/19; A61K31/195; A61K31/33; A61K31/335; A61K31/395; A61K31/435; A61K31/44; A61K31/445; C07C; C07C311/00; C07C311/15; C07C311/16; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/10; C07D211/16; C07D211/18; C07D211/30; C07D211/32; C07D211/36; C07D211/40; C07D211/44; C07D211/46; C07D211/60; C07D211/80; C07D211/84; C07D211/90; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/78; C07D213/79; C07D307/00; C07D307/02; C07D307/04; C07D307/10; C07D307/14; C07D307/34; C07D307/38; C07D307/52; C07D307/77; C07D307/91; C07D319/00; C07D319/10; C07D319/14; C07D319/22; A61K38/00
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
104 words
N 2 -alkoxynaphthalenesulfonyl-L-argininamides having the formula (I): ##STR40## and the pharmaceutically acceptable salts thereof, wherein R 1 is naphthyl substituted with at least one C 1 -C 5 alkoxy; R 2 is selected from the group consisting of C 2 -C 10 alkyl, C 2 -C 10 alkoxyalkyl, C 2 -C 10 alkylthioalkyl, C 7 -C 15 aralkyl, C 3 -C 10 cycloalkyl and C 4 -C 10 cycloalkylalkyl; R 3 is C 1 -C 5 alkyl; and R 4 is selected from the group consisting of hydrogen, C 1 -C 10 alkyl, C 7 -C 12 aralkyl and C 6 -C 10 aryl.
Claim 2
Dependent Claim
104 words
N 2 -alkoxynaphthalenesulfonyl-L-argininamides having the formula (I): ##STR40## and the pharmaceutically acceptable salts thereof, wherein R 1 is naphthyl substituted with at least one C 1 -C 5 alkoxy; R 2 is selected from the group consisting of C 2 -C 10 alkyl, C 2 -C 10 alkoxyalkyl, C 2 -C 10 alkylthioalkyl, C 7 -C 15 aralkyl, C 3 -C 10 cycloalkyl and C 4 -C 10 cycloalkylalkyl; R 3 is C 1 -C 5 alkyl; and R 4 is selected from the group consisting of hydrogen, C 1 -C 10 alkyl, C 7 -C 12 aralkyl and C 6 -C 10 aryl.
Claim 3
Dependent Claim
91 words
The compound of claim 1, wherein R 1 is naphthyl substituted with one or two C 1 -C 3 alkoxy; R 2 is selected from the group consisting of C 2 -C 6 alkyl, C 2 -C 6 alkoxyalkyl, C 2 -C 6 alkylthioalkyl, C 7 -C 10 aralkyl, C 3 -C 10 cycloalkyl and C 4 -C 10 cycloalkylalkyl; R 3 is C 1 -C 5 alkyl; and R 4 is selected from the group consisting of hydrogen, C 1 -C 6 alkyl, phenyl and C 7 -C 10 aralkyl.
Claim 4
Dependent Claim
67 words
The compound of claim 2, wherein R 1 is selected from the group consisting of 5-methoxy-1-naphthyl, 6-methoxy-2-naphthyl, 7-methoxy-2-naphthyl, 4,6-dimethoxy-2-naphthyl, 7-methoxy-2-naphthyl, 4,6-dimethoxy-2-naphthyl, 6,7-dimethoxy-2-naphthyl and 6,7-diethoxy-2-naphthyl; R 2 is selected from the group consisting of propyl, butyl, isobutyl, pentyl, hexyl, octyl, 2-methoxyethyl, 2-ethoxyethyl, 3-methoxypropyl, 2-methylthioethyl, 2-ethylthioethyl, 3-methylthiopropyl, benzyl, phenethyl, 3-phenylpropyl, cyclopropyl, cyclohexyl, cycloheptyl and cyclohexylmethyl; R 3 is methyl or isopropyl; and R 4 is hydrogen, ethyl or tert-butyl.
Claim 5
Dependent Claim
10 words
A compound of claim 3, which is N 2 -(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl-N-(2-methoxyethyl)alanine
Claim 6
Dependent Claim
10 words
A compound of claim 3, which is N 2 -(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl-N-butylalanine.
Claim 7
Dependent Claim
10 words
A compound of claim 3, which is N 2 -(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl-N-benzylalanine.
Claim 8
Dependent Claim
10 words
A compound of claim 3, which is N 2 -(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl-N-phenethylalanine.
Claim 9
Independent Claim
128 words
A method of inhibiting activity and suppressing activation of thrombin in vivo, which comprises administering to a patient a pharmaceutically effective amount of an N 2 -alkoxynaphthalenesulfonyl-L-argininamide having the formula (I): ##STR41## or the pharmaceutically acceptable salts thereof, wherein R 1 is naphthyl substituted with at least one C 1 -C 5 alkoxy; R 2 is selected from the group consisting of C 2 -C 10 alkyl, C 2 -C 10 alkoxyalkyl, C 2 -C 10 alkylthioalkyl, C 7 -C 15 aralkyl, C 3 -C 10 cycloalkyl and C 4 -C 10 cycloalkylalkyl; R 3 is C 1 -C 5 alkyl; and R 4 is selected from the group consisting of hydrogen, C 1 -C 10 alkyl, C 7 -C 12 aralkyl and C 6 -C 10 aryl.
Claim 10
Independent Claim
128 words
A method of inhibiting activity and suppressing activation of thrombin in vivo, which comprises administering to a patient a pharmaceutically effective amount of an N 2 -alkoxynaphthalenesulfonyl-L-argininamide having the formula (I): ##STR41## or the pharmaceutically acceptable salts thereof, wherein R 1 is naphthyl substituted with at least one C 1 -C 5 alkoxy; R 2 is selected from the group consisting of C 2 -C 10 alkyl, C 2 -C 10 alkoxyalkyl, C 2 -C 10 alkylthioalkyl, C 7 -C 15 aralkyl, C 3 -C 10 cycloalkyl and C 4 -C 10 cycloalkylalkyl; R 3 is C 1 -C 5 alkyl; and R 4 is selected from the group consisting of hydrogen, C 1 -C 10 alkyl, C 7 -C 12 aralkyl and C 6 -C 10 aryl.
References Cited (Backward Citations)
US3622615A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-09-05 | 1981-03-07 | 1981-09-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-09-05 | 1985-03-07 | 1985-09-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-09-05 | 1989-03-07 | 1989-09-06 | $7700.00 | Window Closed / Lapsed |