Patent US4014920A successfully refreshed from Google Patents.
US4014920A
Expired / Lapsed
US
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N-cinnamylcarbamic acid esters
Assignee: Novartis Corp
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Filing: 1973-06-04
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Granted: 1977-03-29
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Expires: 1993-06-04
Abstract
Abstract Amines of the formula ##SPC1## Wherein R 1 is lower alkyl, lower alkoxy or amino, R 2 is hydrogen or lower alkyl, R 3 is hydrogen, lower alkyl, carboxyl or lower alkoxycarbonyl, R 4 is hydrogen or lower alkyl, R 5 is lower alkyl, aryl-lower alkyl or optionally functionally modified carboxy-lower alkyl and R 6 denotes halogen, trifluoromethyl, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy, nitro, lower alkoxymethyl, carbamoyl, N-lower alkylcarbamoyl, nitrile, lower alkinyloxy or hydrogen, and their salts block cardiac and vascular β-receptors the are useful in the treatment of arrhythenias and angina pectoris and as intermediates for, especially for pharmaceutically active substances.
Inventors
- 👤 Knut Alfred Jaeggi
- 👤 Franz Ostermayer
- 👤 Herbert Schroter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 04:12
CPC Classifications
C; C07; C07D; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/22; C07C; C07C247/00; C07C45/00; C07C45/51; C07C45/511; C07C45/512; C07C47/00; C07C47/52; C07C47/575; C07C59/00; C07C59/40; C07C59/42; C07C59/56; C07C59/58; C07C59/64; C07D263/00; C07D263/02; C07D263/04; C07D263/06; C07D263/30; C07D263/34; C07D263/36; C07D263/42; C07D303/24
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
101 words
Amines of the formula I ##SPC10## wherein R 1 is lower alkoxy, R 2 is hydrogen or lower alkyl, R 3 is hydrogen, lower alkyl, carboxyl or lower alkoxycarbonyl, R 4 is hydrogen or lower alkyl, R 5 is lower alkyl, phenyl optionally substituted by lower alkyl, lower alkoxy, halo or trifluoromethyl, carboxy-lower alkyl esterified with an aliphatic alcohol, carbamoyl-lower alkyl, N-mono-lower alkyl carbamoyl-lower alkyl, or N,N-di-lower alkyl carbamoyl-lower alkyl, and R 6 denotes halogen, trifluoromethyl, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy, nitro, lower alkoxymethyl, carbamoyl, N-lower alkylcarbamoyl, lower alkinyloxy or hydrogen, and therapeutically acceptable acid addition salts thereof.
Claim 2
Dependent Claim
101 words
Amines of the formula I ##SPC10## wherein R 1 is lower alkoxy, R 2 is hydrogen or lower alkyl, R 3 is hydrogen, lower alkyl, carboxyl or lower alkoxycarbonyl, R 4 is hydrogen or lower alkyl, R 5 is lower alkyl, phenyl optionally substituted by lower alkyl, lower alkoxy, halo or trifluoromethyl, carboxy-lower alkyl esterified with an aliphatic alcohol, carbamoyl-lower alkyl, N-mono-lower alkyl carbamoyl-lower alkyl, or N,N-di-lower alkyl carbamoyl-lower alkyl, and R 6 denotes halogen, trifluoromethyl, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy, nitro, lower alkoxymethyl, carbamoyl, N-lower alkylcarbamoyl, lower alkinyloxy or hydrogen, and therapeutically acceptable acid addition salts thereof.
Claim 3
Dependent Claim
110 words
Amines as claimed in claim 1, of the formula I, wherein R 1 is lower alkoxy, R 2 is hydrogen or lower alkyl, R 3 is hydrogen, lower alkoxycarbonyl or carboxyl, R 4 is hydrogen or lower alkyl with up to 4 carbon atoms, R 5 is α-branched lower alkyl or a group of the formula ##EQU6## wherein n is 0, 1 or 2 and R is phenyl which is optionally substituted by R 6 , or is carboxyl, lower alkoxycarbonyl, carbamoyl, N-lower alkylcarbamoyl, N,N-di-lower alkylcarbamoyl, or N,N-di-lower alkylcarbamoyl-lower alkyl, and R 6 is hydrogen, halogen, lower alkoxy, lower alkenyl or lower alkenyloxy, and therapeutically acceptable acid addition salts thereof.
Claim 4
Dependent Claim
119 words
Amines as claimed in claim 1, of the formula I, wherein R 1 is lower alkoxy with up to 4 carbon atoms, R 2 is hydrogen, R 3 is hydrogen, R 4 is hydrogen, R 5 is α-branched lower alkyl with 3 to 6 carbon atoms or a group of the formula ##EQU7## wherein n' is 0 or 1 and R' is benzyl which is optionally substituted by R 6 , or is carboxyl, methoxycarbonyl, ethoxycarbonyl, carbamoyl, N-methylcarbamoyl, or N,N-dimethylcarbamoyl, and R 6 is hydrogen, chlorine, bromine, lower alkoxy with up to 4 carbon atoms, lower alkenyl with 2 to 5 carbon atoms or lower alkenyloxy with 3 to 5 carbon atoms, and therapeutically acceptable acid addition salts thereof.
Claim 5
Dependent Claim
104 words
Amines as claimed in claim 1, of the formula I, wherein R 1 denotes lower alkoxy with up to 4 carbon atoms, R 2 is hydrogen or methyl, R 3 is hydrogen, carboxyl or carbomethoxy, R 4 is hydrogen, R 5 is α-branched lower alkyl with 3 or 4 carbon atoms or a group of the formula ##EQU8## wherein n' is 0 to 1 and R" is benzyl which is optionally substituted by R 6 , or is methoxycarbonyl or carbamoyl, and R 6 denotes hydrogen, methoxy or ethoxy, chlorine, allyl, methallyl or propenyl-1, allyloxy or methallyloxy, and therapeutically acceptable acid addition salts thereof.
Claim 6
Dependent Claim
54 words
Amines as claimed in claim 1, of the formula I, wherein R 1 is methoxy, ethoxy or n-butoxy, R 2 is hydrogen, R 3 is hydrogen, R 4 is hydrogen, R 5 is isopropyl, tert.-butyl, 2-(3-phenyl)butyl, 2-(1-carbamoyl)-propyl, and R 6 is hydrogen, methoxy, chlorine, allyloxy or allyl, and therapeutically acceptable acid addition salts thereof.
Claim 7
Dependent Claim
14 words
1-[p-(2-Methoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-isopropylamino-propane as claimed in claim 1, or a therapeutically acceptable acid addition salts thereof.
Claim 8
Dependent Claim
14 words
1-[p-(2-n-Butoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-isopropylamino-propane as claimed in claim 1, or a therapeutically acceptable acid addition salts thereof.
Claim 9
Dependent Claim
14 words
1-[2-Allyl-4-(2-methoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-isopropylamino-propane as claimed in claim 1, or a therapeutically acceptable acid addition salts thereof.
Claim 10
Dependent Claim
14 words
1-[2-Allyloxy-4-(2-methoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-isopropylamino-propane as claimed in claim 1, or a therapeutically acceptable acid addition salts thereof.
Claim 11
Dependent Claim
14 words
1-[2-Chloro-4-(2-methoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-isopropylamino-propane as claimed in claim 1, or a therapeutically acceptable acid addition salts thereof.
Claim 12
Dependent Claim
14 words
1-[p-(2-Methoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-(1-methyl-3-phenyl-propylamino)-propane as claimed in claim 1, or a therapeutically acceptable acid addition salts thereof.
Claim 13
Dependent Claim
15 words
1-[p-(2-Methoxycarbonylaminovinyl) -2-hydroxy-3-(2-carbamoyl-1-methyl-aethylamino)-propane as claimed in claim 1, or a therapeutically acceptable acid addition salts thereof.
Claim 14
Dependent Claim
10 words
A compound as claimed in claim 1, being 1-[p-(ethoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-tertiary-butylamino propane.
References Cited (Backward Citations)
US3712927A
Cited
US3864398A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-03-28 | 1980-09-27 | 1981-03-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-03-28 | 1984-09-27 | 1985-03-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-03-28 | 1988-09-27 | 1989-03-29 | $7700.00 | Window Closed / Lapsed |