US3966770A
Expired / Lapsed
US
⏱️ 0.0 years remaining
4-Hydroxy-α-[(3,4-methylenedioxyphenyl)isopropylaminoethyl]-3-(methylsulfonylmethyl)benzyl alcohol
Assignee: GlaxoSmithKline LLC
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Filing: 1975-03-25
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Granted: 1976-06-29
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Expires: 1995-03-25
Abstract
Abstract 4-Hydroxy-α-[(3,4-methylenedioxyphenyl)isopropylaminomethyl]-3-(methylsulfonylmethyl)benzyl alcohol having β-adrenergic stimulant activity, particularly as a selective bronchodilator, is prepared from 4-hydroxyacetophenone by conversion to 3-methylsulfonylmethylacetophenone, bromination and conversion of this phenone to the phenylglyoxal and treatment of the resulting glyoxal derivative with 3,4-methylenedioxyphenylisopropylamine followed by simultaneous reduction of the imine and ketone moieties and catalytic hydrogenation to remove the benzyl group.
Inventors
- 👤 Carl Kaiser
- 👤 Stephen T. Ross
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 12:31
CPC Classifications
C; C07; C07D; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/50; C07D317/58; C07C; C07C45/00; C07C45/61; C07C45/67; C07C45/68; C07C45/72; C07C45/75
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
17 words
A chemical compound of the formula: ##EQU3## or a pharmaceutically acceptable acid addition salt of said compound.
Claim 2
Dependent Claim
17 words
A chemical compound of the formula: ##EQU3## or a pharmaceutically acceptable acid addition salt of said compound.
Claim 3
Dependent Claim
39 words
A pharmaceutical composition having β-adrenergic stimulant activity in dosage unit form comprising a pharmaceutical carrier and a β-adrenergic stimulating effective amount of a chemical compound of the formula: ##EQU4## or a pharmaceutically acceptable acid addition salt of said compound.
Claim 4
Dependent Claim
39 words
A pharmaceutical composition having β-adrenergic stimulant activity in dosage unit form comprising a pharmaceutical carrier and a β-adrenergic stimulating effective amount of a chemical compound of the formula: ##EQU4## or a pharmaceutically acceptable acid addition salt of said compound.
Claim 5
Independent Claim
41 words
A method of producing β-adrenergic stimulant activity which comprises administering internally to an animal requiring bronchodilation an amount sufficient to produce said activity of a chemical compound of the formula: ##EQU5## or a pharmaceutically acceptable acid addition salt of said compound.
Claim 6
Independent Claim
41 words
A method of producing β-adrenergic stimulant activity which comprises administering internally to an animal requiring bronchodilation an amount sufficient to produce said activity of a chemical compound of the formula: ##EQU5## or a pharmaceutically acceptable acid addition salt of said compound.
Claim 7
Dependent Claim
14 words
A chemical compound according to claim 1 in the form of a hydrochloride salt.
References Cited (Backward Citations)
US3341584A
Cited
US3711545A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-06-29 | 1979-12-29 | 1980-06-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-29 | 1983-12-29 | 1984-06-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-29 | 1987-12-29 | 1988-06-29 | $7700.00 | Window Closed / Lapsed |