US4085270A
Expired / Lapsed
US
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Sympathicomimetic acyloxy-phenylethanolamine
Assignee: Chemische-Pharmazeutische Fabrik Adolf Klinge and Co
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Filing: 1972-10-13
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Granted: 1978-04-18
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Expires: 1992-10-13
Abstract
Abstract Novel acyloxy-phenylethanolamines, characterized in that the acyloxy group or groups are pivaloyloxy or phenylacetyloxy and having a more prolonged sympaticomimetic action than acyloxy-phenylethanolamines known previously, are described together with a method for their manufacture by reduction of the corresponding acyloxy-phenylketo-N-benzyl amines using hydrogen in an aqueous medium over a noble metal catalyst.
Inventors
- 👤 Dietrich Henschler
- 👤 Josef Wagner
- 👤 Hans Hampel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 11:12
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/13; A61K31/135; A61K31/137; C; C07; C07C; C07C215/00; C07C215/02; C07C215/22; C07C215/28; C07C215/30; C07C51/00; C07C51/10; C07C51/14
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
26 words
Mono-acyloxy-phenylethanolamines having the general formula: ##STR3## wherein R 1 is pivaloyloxy or phenylacetyloxy in the 3' or 4' position, and R 2 is methyl or ethyl.
Claim 2
Dependent Claim
26 words
Mono-acyloxy-phenylethanolamines having the general formula: ##STR3## wherein R 1 is pivaloyloxy or phenylacetyloxy in the 3' or 4' position, and R 2 is methyl or ethyl.
Claim 3
Dependent Claim
44 words
A methyl of synthesising an acyloxy-phenylethanolamine which method comprises reducing a compound having the general formula: ##STR4## wherein R 1 , R 2 are as defined in claim 1, with hydrogen in an aqueous medium in the presence of a noble metal hydrogenation catalyst.
Claim 4
Dependent Claim
16 words
A method as claimed in claim 2 wherein the noble metal hydrogenation catalyst is palladised charcoal.
Claim 5
Dependent Claim
103 words
A method as claimed in claim 2 including the preliminary step of reacting a compound having the general formula: ##STR5## wherein R 2 is lower alkyl and n is either 1 or 2 such that the hydroxy substituent or substituents are in the 3', 4', 3'4' or 3'5' positions, with a reactive derivative of pivaloyl or phenylacetic acid to form an intermediate compound having the general formula: ##STR6## wherein R 1 is pivaloyloxy or phenylacetyloxy, R 2 is lower alkyl and n is either 1 or 2 such that the substituent or substituents R are in the 3', 4', 3'4' or 3'5' positions.
Claim 6
Dependent Claim
10 words
A compound of the formula ##STR7## or the hydrochloride thereof.
Claim 7
Dependent Claim
10 words
A compound of the formula ##STR7## or the hydrochloride thereof.
Claim 8
Dependent Claim
16 words
A compound according to claim 5 wherein the compound is 3-pivaloxy - α - [(methylamino)methyl]benzyl alcohol.
Claim 9
Dependent Claim
2 words
1-(3'-pivaloyloxyphenyl)-2-methylamino-ethanol-1 hydrochloride.
Claim 10
Dependent Claim
2 words
1-(3'-pivaloyloxyphenyl)-2-methylamino-ethanol-1 hydrochloride.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-04-17 | 1981-10-17 | 1982-04-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-17 | 1985-10-17 | 1986-04-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-17 | 1989-10-17 | 1990-04-18 | $7700.00 | Window Closed / Lapsed |