Patent US2755027A successfully refreshed from Google Patents.
US4086357A
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Amide derivatives
Assignee: Imperial Chemical Industries Ltd
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Filing: 1976-11-26
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Granted: 1978-04-25
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Expires: 1996-11-26
Abstract
Abstract Novel 1-aryl-2-carbamoylalkylaminoethanol derivatives, processes for their manufacture, pharmaceutical compositions containing them and methods of using them in the treatment of heart diseases. The compounds possess beta -adrenergic blocking activity. Representative of the compounds disclosed is 1-(4-methanesulphonamidophenyl)-2-( beta -N-2-furfurylcarbamoylethylamino)ethanol.
Inventors
- 👤 Michael Stewart Large
- 👤 Leslie Harold Smith
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 03:36
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/52; A; A61; A61P; A61P11/00; A61P11/08; A61P25/00; A61P25/02; A61P9/00; A61P9/08
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
170 words
An ethanolamine derivative selected from the group consisting of a compound of the formula: R--CHOH.CH.sub.2 NH--A--CO--NR.sup.20 --Y--R.sup.1 wherein A is alkylene of up to 12 carbon atoms, wherein R is aryl of the formula: ##STR12## wherein R 20 is hydrogen or alkyl of up to 6 carbon atoms, Y is a direct link, alkylene of up to 6 carbon atoms or alkyleneoxy of from 2 to 6 carbon atoms, and R 1 is furyl or thienyl; wherein R 2 and R 3 , which may be the same or different, each is hydrogen, halogen, amino, nitro or cyano, alkyl, hydroxyalkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, alkylthio, cycloalkoxy, alkenyloxy, alkynyloxy or alkanoyl each of up to 6 carbon atoms, or aryl, aryloxy or dialkylamino each of up to 12 carbon atoms; or wherein R 2 and R 3 together form trimethylene, tetramethylene, 1-oxotetramethylene, propenylene, but-2-enylene or buta-1,3-dienylene such that together with the adjacent benzene ring they form respectively indanyl, 5,6,7,8-tetrahydronaphthyl, 5-oxo-5,6,7,8-tetrahydronaphthyl, indenyl, 5,8-dihydronaphthyl or naphthyl; and a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
Claim 2
Dependent Claim
170 words
An ethanolamine derivative selected from the group consisting of a compound of the formula: R--CHOH.CH.sub.2 NH--A--CO--NR.sup.20 --Y--R.sup.1 wherein A is alkylene of up to 12 carbon atoms, wherein R is aryl of the formula: ##STR12## wherein R 20 is hydrogen or alkyl of up to 6 carbon atoms, Y is a direct link, alkylene of up to 6 carbon atoms or alkyleneoxy of from 2 to 6 carbon atoms, and R 1 is furyl or thienyl; wherein R 2 and R 3 , which may be the same or different, each is hydrogen, halogen, amino, nitro or cyano, alkyl, hydroxyalkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, alkylthio, cycloalkoxy, alkenyloxy, alkynyloxy or alkanoyl each of up to 6 carbon atoms, or aryl, aryloxy or dialkylamino each of up to 12 carbon atoms; or wherein R 2 and R 3 together form trimethylene, tetramethylene, 1-oxotetramethylene, propenylene, but-2-enylene or buta-1,3-dienylene such that together with the adjacent benzene ring they form respectively indanyl, 5,6,7,8-tetrahydronaphthyl, 5-oxo-5,6,7,8-tetrahydronaphthyl, indenyl, 5,8-dihydronaphthyl or naphthyl; and a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
Claim 3
Dependent Claim
61 words
An ethanolamine derivative as claimed in claim 1 selected from the group consisting of a compound of the formula given in claim 10 wherein A is ethylene, trimethylene, 1-methylethylene or 1,1-dimethylethylene, wherein R is phenyl, 3,4-dichlorophenyl or β-naphthyl, wherein R 1 is furyl or thienyl and wherein Y is a direct link or methylene, and a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
Claim 4
Dependent Claim
27 words
An ethanolamine derivative as claimed in claim 2 wherein A is ethylene, Y is methylene and R 1 is 2-furyl, or a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
Claim 5
Dependent Claim
16 words
A compound selected from the group consisting of 1-phenyl-2-(β-N-2-furfurylcarbamoylethylamino)ethanol, or a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
Claim 6
Dependent Claim
16 words
A compound selected from the group consisting of 1-phenyl-2-(β-N-2-furfurylcarbamoylethylamino)ethanol, or a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
Claim 7
Dependent Claim
17 words
A compound selected from the group consisting of 1-(β-naphthyl)-2-(β-N-2-furfurylcarbamoylethylamino) ethanol, or a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
Claim 8
Dependent Claim
17 words
A compound selected from the group consisting of 1-(β-naphthyl)-2-(β-N-2-furfurylcarbamoylethylamino) ethanol, or a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
Claim 9
Dependent Claim
35 words
An acid-addition salt as claimed in claim 1 which is a hydrochloride, hydrobromide, phosphate, sulphate, oxalate, lactate, tartrate, acetate, salicylate, citrate, benzoate, β-naphthoate, adipate or 1,1-methylene-bis(2-hydroxy-3-naphthoate), or a salt derived from a sulphonated polystyrene resin.
Claim 10
Dependent Claim
30 words
A pharmaceutical composition comprising as active ingredient at least one ethanolamine derivative or an acid-addition salt thereof, claimed in claim 1, in association with a pharmaceutically-acceptable diluent or carrier therefor.
Claim 11
Dependent Claim
34 words
A method for the treatment or prophylaxis of heart diseases and hypertension in a warm-blooded animal which comprises administering to said animal an effective amount of at least one compound claimed in claim 1.
Claim 12
Dependent Claim
34 words
A method for producing coronary β-adrenergic blockade in a warm-blooded animal in need of such blockade which comprises administering to said animal an effective amount of at least one compound claimed in claim 1.
References Cited (Backward Citations)
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-04-24 | 1981-10-24 | 1982-04-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-24 | 1985-10-24 | 1986-04-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-24 | 1989-10-24 | 1990-04-25 | $7700.00 | Window Closed / Lapsed |