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US3917704A Expired / Lapsed US ⏱️ 0.0 years remaining

Alpha-aminoalkyl-4-hydroxy-3-alkylsulfonylmethylbenzyl alcohols

Assignee: GlaxoSmithKline LLC
•
Filing: 1973-05-10
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Granted: 1975-11-04
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Expires: 1993-05-10
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Abstract

Abstract Alpha -Aminoalkyl-4-hydroxy-3-alkylsulfonylmethylbenzyl alcohols having Beta -adrenergic stimulant activity, particularly as selected bronchodilators, are prepared from 4hydroxyphenones by conversion to a 3-alkylsulfonylmethylphenone, bromination of these phenones and treatment of the resulting Alpha -bromo derivatives with an N-benzyl secondary amine, followed by catalytic hydrogenation to remove the benzyl groups and reduce the ketone moiety.

Inventors

  • 👤 Carl Kaiser
  • 👤 Stephen T Ross

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 20:23
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/13; A61K31/135

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 6 words
A CHEMICAL COMPOUND OF THE FORMULA:
Claim 2
Dependent Claim 6 words
A CHEMICAL COMPOUND OF THE FORMULA:
Claim 3
Dependent Claim 12 words
A chemical compound according to claim 1 in which R is methyl.
Claim 4
Dependent Claim 12 words
A chemical compound according to claim 2 in which R2 is hydrogen.
Claim 5
Dependent Claim 13 words
A chemical compound according to claim 3, being the compound Alpha -(t-butylaminomethyl)-4-hydroxy-3-(methylsulfonylmethyl)benzyl alcohol.
Claim 6
Dependent Claim 13 words
A chemical compound according to claim 3, being the compound Alpha -(cyclopentylaminomethyl)-4-hydroxy-3-(methylsulfonylmethyl)benzyl alcohol.
Claim 7
Dependent Claim 16 words
A chemical compound according to claim 1 in which R is ethyl and R2 is hydrogen.
Claim 8
Dependent Claim 14 words
A chemical compound according to claim 2, being the compound 4-hydroxy- Alpha -isopropylaminomethyl-3-(methylsulfonylmethyl)-benzyl alcohol.
Claim 9
Dependent Claim 14 words
A chemical compound according to claim 2 in which R2 is methyl or ethyl.
Claim 10
Dependent Claim 13 words
A chemical compound according to claim 8, being the compound Alpha -(1-t-butylaminopropyl)-4-hydroxy-3-(methylsulfonylmethyl)-benzyl alcohol.
Claim 11
Dependent Claim 13 words
A chemical compound according to claim 8, beIng the compound Alpha -(1-t-butylaminoethyl)-4-hydroxy-3-(methylsulfonylmethyl)-benzyl alcohol.
Claim 12
Dependent Claim 14 words
A chemical compound according to claim 4 in the form of a hydrochloride salt.

References Cited (Backward Citations)

US3701808A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-11-03 1979-05-05 1979-11-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-11-03 1983-05-05 1983-11-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-11-03 1987-05-05 1987-11-04 $7700.00 Window Closed / Lapsed

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