US4503067A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Carbazolyl-(4)-oxypropanolamine compounds and therapeutic compositions
Assignee: Roche Diagnostics GmbH
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Filing: 1983-04-04
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Granted: 1985-03-05
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Expires: 2003-04-04
Abstract
Abstract Carbazolyl-(4)-oxypropanolamine compounds of the formula ##STR1## wherein R 1 is hydrogen, lower alkanoyl or aroyl; R 2 is hydrogen, lower alkyl or arylalkyl; R 3 is hydrogen or lower alkyl; R 4 is hydrogen or lower alkyl, or when X is oxygen, R 4 together with R 5 can represent --CH 2 --O--; X is a valency bond, --CH 2 --, oxygen or sulfur; Ar is mono- or bicyclic aryl or pyridyl; R 5 and R 6 are individually selected from hydrogen, halogen, hydroxyl, lower alkyl, aminocarbonyl, lower alkoxy, aralkyloxy, lower alkylthio, lower alkylsulphinyl or lower alkylsulphonyl; R 5 and R 6 together can represent methylenedioxy; and the salts thereof with physiologically acceptable acids are outstandingly effective in the treatment and prophylaxis of circulatory and cardiac diseases, e.g., hypertension and angina pectoris.
Inventors
- 👤 Fritz Wiedemann
- 👤 Wolfgang Kampe
- 👤 Max Thiel
- 👤 Gisbert Sponer
- 👤 Egon Roesch
- 👤 Karl Dietmann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 03:36
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/56; C07D209/80; C07D209/82; C07D209/88; A; A61; A61P; A61P25/00; A61P25/02; A61P9/00; A61P9/08; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/62; C07D317/64
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
186 words
Carbazolyl-(4)-oxypropanolamine compound of the formula ##STR9## wherein R 1 is hydrogen, lower alkanoyl of up to 6 carbon atoms or aroyl selected from benzoyl and naphthoyl; R 2 is hydrogen, lower alkyl of up to 6 carbon atoms or arylalkyl selected from benzyl, phenylethyl and phenylpropyl; R 3 is hydrogen or lower alkyl of up to 6 carbon atoms; R 4 is hydrogen or lower alkyl of up to 6 carbon atoms, or when X is oxygen, R 4 together with R 5 can represent --CH 2 --O--; X is a valency bond, --CH 2 , oxygen or sulfur; Ar is selected from phenyl, naphthyl, indanyl and tetrahydronaphthyl; R 5 and R 6 are individually selected from hydrogen, fluorine, chlorine, bromine, hydroxyl, lower alkyl of up to 6 carbon atoms, a --CONH 2 -- group, lower alkoxy of up to 6 carbon atoms, benzyloxy, lower alkylthio of up to 6 carbon atoms, lower alkylsulphinyl of up to 6 carbon atoms and lower alkylsulphonyl of up to 6 carbon atoms; or R 5 and R 6 together represent methylenedioxy; and the salts thereof with physiologically acceptable acids.
Claim 2
Dependent Claim
186 words
Carbazolyl-(4)-oxypropanolamine compound of the formula ##STR9## wherein R 1 is hydrogen, lower alkanoyl of up to 6 carbon atoms or aroyl selected from benzoyl and naphthoyl; R 2 is hydrogen, lower alkyl of up to 6 carbon atoms or arylalkyl selected from benzyl, phenylethyl and phenylpropyl; R 3 is hydrogen or lower alkyl of up to 6 carbon atoms; R 4 is hydrogen or lower alkyl of up to 6 carbon atoms, or when X is oxygen, R 4 together with R 5 can represent --CH 2 --O--; X is a valency bond, --CH 2 , oxygen or sulfur; Ar is selected from phenyl, naphthyl, indanyl and tetrahydronaphthyl; R 5 and R 6 are individually selected from hydrogen, fluorine, chlorine, bromine, hydroxyl, lower alkyl of up to 6 carbon atoms, a --CONH 2 -- group, lower alkoxy of up to 6 carbon atoms, benzyloxy, lower alkylthio of up to 6 carbon atoms, lower alkylsulphinyl of up to 6 carbon atoms and lower alkylsulphonyl of up to 6 carbon atoms; or R 5 and R 6 together represent methylenedioxy; and the salts thereof with physiologically acceptable acids.
Claim 3
Dependent Claim
72 words
The compound of claim 1 wherein: R 1 is hydrogen, lower alkanoyl of up to 6 carbon atoms, or benzoyl; R 5 and R 6 are individually selected from H, OCH 3 , F, CH 3 , C(CH 3 ) 3 , CONH 2 , OH, OC 2 H 5 , SCH 3 , SOCH 3 , OCH 2 C 6 H 5 or R 5 and R 6 together represent methylenedioxy.
Claim 4
Dependent Claim
33 words
The compound of claim 2 wherein R 1 is H, CHO,COC(CH 3 ) 3 , COC 6 H 5 , and R 2 is H or lower alkyl of up to 6 carbons.
Claim 5
Dependent Claim
14 words
The compound of claim 2 wherein R 1 is H; and X is O.
Claim 6
Dependent Claim
32 words
The compound of claim 2 wherein R 5 and R 6 are individually selected from H, OCH 3 , OC 2 H 5 and, together with R 4 , --CH 2 O--.
Claim 7
Dependent Claim
36 words
The compound of claim 5 wherein R 1 is H; R 2 is H or CH 3 ; R 3 is H or CH 3 ; R 4 is H; Ar is phenyl; X is O.
Claim 8
Dependent Claim
57 words
The compound of claim 1 wherein: R 1 is H; R 2 is H and CH 3 ; R 3 is H; R 4 is H; Ar is phenyl; X is O R 5 is H, OCH 3 or OC 2 H 5 ; and R 6 is H, OCH 3 or OC 2 H 5 .
Claim 9
Dependent Claim
9 words
The compound as claimed in claim 1 designated 1-[carbazoyl-(4)-oxy]-3-[2-(2-methoxyphenoxy)-ethylamino]-propan-2-ol.
Claim 10
Dependent Claim
9 words
The compound as claimed in claim 1 designated 1-[carbazolyl-(4)-oxy]-3-[1,4-benzodioxanyl-(2)-methylamino]-propan-2-ol.
Claim 11
Dependent Claim
9 words
The compound as claimed in claim 1 designated 1-[carbazolyl-(4)-oxy]-3-[2-(2-ethoxyphenoxy)-ethylamino]-propan-2-ol.
Claim 12
Dependent Claim
9 words
The compound as claimed in claim 1 designated 1-[carbazolyl-(4)-oxy]-3-[N-methyl-2-(2-methoxyphenoxy)-ethylamino]-propan-2-ol.
Claim 13
Dependent Claim
31 words
A pharmaceutical composition for the treatment and prophylaxis of hypertension and/or angina pectoris comprising a pharmaceutically acceptable carrier and in therapeutically effective amounts, a carbazolyl-(4)-oxypropanolamine compound as claimed in claim 1.
Claim 14
Dependent Claim
30 words
A method of treating a subject for hypertension and/or angina pectoris which comprises administering to such subject a therapeutically effective amount of a carbazolyl-(4)-oxypropanolamine compound as claimed in claim 1.
Claim 15
Dependent Claim
16 words
The method as claimed in claim 13 wherein such compound is applied in a prophylactic manner.
Claim 16
Dependent Claim
12 words
The method as claimed in claim 13 wherein said disease is hypertension.
Claim 17
Dependent Claim
13 words
The method as claimed in claim 13 wherein said disease is angina pectoris.
Claim 18
Dependent Claim
19 words
The compound of claim 1 wherein R 2 is hydrogen or lower alkyl of up to 6 carbon atoms.
Claim 19
Dependent Claim
9 words
The compound of claim 1 wherein Ar is phenyl.
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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) | 1988-03-04 | 1988-09-03 | 1989-03-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-03-04 | 1992-09-03 | 1993-03-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-03-04 | 1996-09-03 | 1997-03-05 | $7700.00 | Window Closed / Lapsed |