US3917847A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Alpha-aminoalkyl-4-hydroxy-3-ureidobenzyl alcohols as bronchodilators
Assignee: GlaxoSmithKline LLC
•
Filing: 1973-05-29
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Granted: 1975-11-04
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Expires: 1993-05-29
Abstract
Abstract Alpha -Aminoalkyl-4-hydroxy-3-ureidobenzyl alcohols having Beta -adrenergic stimulant activity, particularly as selective bronchodilators, are prepared generally from 3-amino-4benzyloxyphenones by, for example, conversion to an isocyanate, reaction with ammonia or a monosubstituted alkyl or aryl amine to give 3-ureidophenones, bromination of these phenones and treatment of the resulting Alpha -bromo derivatives with an Nbenzyl 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
2026-11-08 02:47
CPC Classifications
C; C07; C07C; C07C265/00; C07C265/12; C07C275/00; C07C275/28; C07C275/32; C07C275/34; C07C275/38
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
20 words
A PHARMACEUTICALLY COMPOSITION HAVING B-ADRENERGIC STIMULANT ACTIVITY COMPRISING A PHARMACEUTICAL CARRIER AND AN EFFECTIVE AMOUNT OF COMPOUND OF THE FORMULA,
Claim 2
Dependent Claim
20 words
A PHARMACEUTICALLY COMPOSITION HAVING B-ADRENERGIC STIMULANT ACTIVITY COMPRISING A PHARMACEUTICAL CARRIER AND AN EFFECTIVE AMOUNT OF COMPOUND OF THE FORMULA,
Claim 3
Dependent Claim
10 words
The composition of claim 1 in which R5 is hydrogen.
Claim 4
Dependent Claim
10 words
The composition of claim 2 in which R is hydrogen.
Claim 5
Dependent Claim
10 words
The composition of claim 3 in which R2 is hydrogen.
Claim 6
Dependent Claim
10 words
The composition of claim 4 in which R1 is t-butyl.
Claim 7
Dependent Claim
10 words
The composition of claim 4 in which R1 is cyclopentyl.
Claim 8
Dependent Claim
16 words
The composition of claim 1 in which R is methyl and R2 and R5 are hydrogen.
Claim 9
Dependent Claim
10 words
The composition of claim 7 in which R1 is isopropyl.
Claim 10
Dependent Claim
12 words
The composition of claim 3 in which R2 is methyl or ethyl.
Claim 11
Dependent Claim
14 words
The composition of claim 9 in which R2 is ethyl and R1 is t-butyl.
Claim 12
Dependent Claim
14 words
The composition of claim 9 in which R2 is methyl and R1 is t-butyl.
Claim 13
Dependent Claim
10 words
The composition of claim 2 in which R is methyl.
Claim 14
Dependent Claim
14 words
The composition of claim 12 in which R2 is hydrogen and R1 is t-butyl.
Claim 15
Dependent Claim
20 words
The composition of claim 1 in which R is hydrogen, R1 is t-butyl, R2 is hydrogen and R5 is methyl.
Claim 16
Dependent Claim
32 words
A method of producing bronchodilator activity in an animal in need thereof which comprises administering orally or parenterally, to said animal, an effective amount of a compound as defined in claim 1.
Claim 17
Dependent Claim
18 words
The method of claim 15 in which R1 is t-butyl and R, R2 and R5 are all hydrogen.
Claim 18
Dependent Claim
24 words
The method of claim 15 in which the active medicament is administered in a daily dosage regimen of about 6 to about 160 mg.
Claim 19
Dependent Claim
28 words
The composition of claim 1 in dosage unit form in which the active medicament is in an amount of about 3 to about 40 mg. per dosage unit.
Claim 20
Dependent Claim
41 words
The pharmaceutical composition of claim 1 in which the active medicament is incorporated with an inert pharmaceutically acceptable propellant in an aerosol dispensing system adapted to deliver a metered dose of the active medicament of about 100 to about 650 mcg.
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) | 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 |