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US4048229A
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α-AMINOMETHYL-4-HYDROXY-3-METHYLSULFONYL BENZYL ALCOHOLS
Assignee: SmithKline Beecham Corp
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Filing: 1975-01-08
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Granted: 1977-09-13
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Expires: 1995-01-08
Abstract
Abstract alpha -Aminomethyl-4-hydroxy-3-methylsulfonyl benzyl alcohols having beta -adrenergic antagonist activity are prepared generally from 4-benzyloxy-3-methylsulfonylacetophenone by, for example, bromination and treatment of the resulting alpha -bromo derivative with an N-benzyl secondary amine, followed by catalytic hydrogenation to remove protective benzyl groups and reduce the ketone moiety.
Inventors
- 👤 Donald F. Colella
- 👤 Carl Kaiser
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 19:46
CPC Classifications
C; C07; C07C; C07C317/00; C07C317/26; C07C317/32
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
84 words
A chemical compound of the formula: ##STR3## or a pharmaceutically acceptable acid addition salt of said compound, wherein: R is straight or branched chain lower alkyl of from 1 to 6 carbon atoms, cycloalkyl or cycloalkylmethyl, the cycloalkyl moiety having from 3 to 6 carbon atoms, XC 6 H 4 CH 2 CH(CH 3 ), XC 6 H 4 CH 2 C(CH 3 ) 2 or XC 6 H 4 CH 2 CH 2 CH(CH 3 ); and X is hydrogen, hydroxy or methoxy.
Claim 2
Dependent Claim
84 words
A chemical compound of the formula: ##STR3## or a pharmaceutically acceptable acid addition salt of said compound, wherein: R is straight or branched chain lower alkyl of from 1 to 6 carbon atoms, cycloalkyl or cycloalkylmethyl, the cycloalkyl moiety having from 3 to 6 carbon atoms, XC 6 H 4 CH 2 CH(CH 3 ), XC 6 H 4 CH 2 C(CH 3 ) 2 or XC 6 H 4 CH 2 CH 2 CH(CH 3 ); and X is hydrogen, hydroxy or methoxy.
Claim 3
Dependent Claim
12 words
A chemical compound according to claim 1 which is α-(t-butylaminomethyl)-4-hydroxy-3-methylsulfonyl benzyl alcohol.
Claim 4
Dependent Claim
12 words
A chemical compound according to claim 1 which is α-(cyclopentylaminomethyl)-4-hydroxy-3-methylsulfonyl benzyl alcohol.
Claim 5
Dependent Claim
12 words
A chemical compound according to claim 1 which is 4-hydroxy-α-(methylaminomethyl)-3-methylsulfonyl benzyl alcohol.
Claim 6
Dependent Claim
12 words
A chemical compound according to claim 1 which is 4-hydroxy-α-[2-(4-hydroxyphenyl)-1,1-dimethylethylaminoethyl]-3-methylsulfonyl benzyl alcohol.
References Cited (Backward Citations)
US3917704A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-09-12 | 1981-03-14 | 1981-09-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-09-12 | 1985-03-14 | 1985-09-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-09-12 | 1989-03-14 | 1989-09-13 | $7700.00 | Window Closed / Lapsed |