US4152446A
Expired / Lapsed
US
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Aminopropanol compounds and compositions for the treatment of cardiac and circulatory diseases
Assignee: Roche Diagnostics GmbH
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Filing: 1977-06-10
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Granted: 1979-05-01
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Expires: 1997-06-10
Abstract
Abstract New aminopropanol compounds of the formula <IMAGE> (I) wherein R is lower alkyl, cycloalkyl or alkylthioalkyl, R1 is hydrogen or lower alkyl, hydroxyalkyl, pivaloyloxyalkyl, alkoxyalkyl, alkoxycarbonyl, carboxyl or -CONR3R4, in which R3 and R4 which can be the same or different, represent hydrogen or lower alkyl, and R2 is lower alkyl, hydroxyalkyl, alkoxyalkyl or pivaloyloxyalkyl or, when R is alkylthioalkyl or R1 is pivaloyloxyalkyl, R2 can also be hydrogen and the pharmacologically acceptable salts thereof; ARE OUTSTANDINGLY EFFECTIVE IN THE TREATMENT OR PROPHYLAXIS OF CARDIAC AND CIRCULATORY DISEASES.
Inventors
- 👤 Wolfgang Kampe
- 👤 Kurt Stach
- 👤 Max Thiel
- 👤 Wolfgang Bartsch
- 👤 Karl Dietmann
- 👤 Egon Roesch
- 👤 Wolfgang Schaumann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 21:50
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/42; C07D209/08; C07D209/10; C07D209/12
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
155 words
Aminopropanol compound of the formula ##STR7## wherein R is alkylthioalkyl of up to 6 carbon atoms in each alkyl moiety, R 1 is hydrogen or lower alkyl of up to 6 carbon atoms, hydroxyalkyl of up to 6 carbon atoms, pivaloyloxyalkyl of up to 6 carbon atoms in the alkyl moiety, alkoxyalkyl of up to 6 carbon atoms in each alkyl moiety, alkoxycarbonyl of up to 6 carbon atoms in the alkoxy moiety, carboxyl or --CONR 3 R 4 , in which R 3 and R 4 are independently selected from hydrogen and lower alkyl of up to 6 carbon atoms, which can be the same or different, and R 2 is hydrogen, lower alkyl, or hydroxyalkyl of up to 6 carbon atoms in each case, alkoxyalkyl of up to 6 carbon atoms in each alkyl moiety, or pivaloyloxyalkyl of up to 6 carbon atoms in the alkyl moiety, and the pharmacologically acceptable salts thereof.
Claim 2
Dependent Claim
155 words
Aminopropanol compound of the formula ##STR7## wherein R is alkylthioalkyl of up to 6 carbon atoms in each alkyl moiety, R 1 is hydrogen or lower alkyl of up to 6 carbon atoms, hydroxyalkyl of up to 6 carbon atoms, pivaloyloxyalkyl of up to 6 carbon atoms in the alkyl moiety, alkoxyalkyl of up to 6 carbon atoms in each alkyl moiety, alkoxycarbonyl of up to 6 carbon atoms in the alkoxy moiety, carboxyl or --CONR 3 R 4 , in which R 3 and R 4 are independently selected from hydrogen and lower alkyl of up to 6 carbon atoms, which can be the same or different, and R 2 is hydrogen, lower alkyl, or hydroxyalkyl of up to 6 carbon atoms in each case, alkoxyalkyl of up to 6 carbon atoms in each alkyl moiety, or pivaloyloxyalkyl of up to 6 carbon atoms in the alkyl moiety, and the pharmacologically acceptable salts thereof.
Claim 3
Dependent Claim
12 words
Aminopropanol compound as claimed in claim 1 wherein R 1 is hydrogen.
Claim 4
Dependent Claim
18 words
Aminopropanol compound as claimed in claim 1 wherein R 1 is alkyl of up to 6 carbon atoms.
Claim 5
Dependent Claim
18 words
Aminopropanol compound as claimed in claim 1 wherein R 1 is hydroxyalkyl of up to 6 carbon atoms.
Claim 6
Dependent Claim
22 words
Aminopropanol compound as claimed in claim 1 wherein R 1 is pivaloyloxyalkyl of up to 6 carbon atoms in the alkyl moiety.
Claim 7
Dependent Claim
22 words
Aminopropanol compound as claimed in claim 1 wherein R 1 is alkoxyalkyl of up to 6 carbon atoms in each alkyl moiety.
Claim 8
Dependent Claim
22 words
Aminopropanol compound as claimed in claim 1 wherein R 1 is alkoxycarbonyl of up to 6 carbon atoms in the alkoxy moiety.
Claim 9
Dependent Claim
12 words
Aminopropanol compound as claimed in claim 1 wherein R 1 is carboxyl.
Claim 10
Dependent Claim
31 words
Aminopropanol compound as claimed in claim 1 wherein R 1 is --CONR 3 R 4 wherein R 3 and R 4 are hydrogen or alkyl of up to 6 carbon atoms.
Claim 11
Dependent Claim
14 words
Aminopropanol compound as claimed in claim 9 wherein R 1 is --CONH 2 .
Claim 12
Dependent Claim
20 words
Aminopropanol compound as claimed in claim 9 wherein at least one of R 3 and R 4 is an alkyl.
Claim 13
Dependent Claim
18 words
Aminopropanol compound as claimed in claim 1 wherein R 2 is alkyl of up to 6 carbon atoms.
Claim 14
Dependent Claim
18 words
Aminopropanol compound as claimed in claim 1 wherein R 2 is hydroxyalkyl of up to 6 carbon atoms.
Claim 15
Dependent Claim
22 words
Aminopropanol compound as claimed in claim 1 wherein R 2 is alkoxyalkyl of up to 6 carbon atoms in each alkyl moiety.
Claim 16
Dependent Claim
22 words
Aminopropanol compound as claimed in claim 1 wherein R 2 is pivaloyloxyalkyl with up to 6 carbon atoms in the alkyl moiety.
Claim 17
Dependent Claim
16 words
Aminopropanol compound as claimed in claim 1 wherein R is alkylthioalkyl and R 2 is hydrogen.
Claim 18
Dependent Claim
17 words
Aminopropanol compound as claimed in claim 1 wherein R 1 is pivaloyloxyalkyl and R 2 is hydrogen.
Claim 19
Dependent Claim
9 words
Aminopropanol compound as claimed in claim 1 designated 4-[2-hydroxy-3-(1-methylmercapto-2-methyl-isopropylamino)propoxy]-indole.
Claim 20
Dependent Claim
40 words
Therapeutic composition for the treatment of prophylaxis of cardiac and circulatory diseases which composition comprises a pharmaceutically acceptable carrier and in amounts effective for treatment or prophylaxis of cardiac or circulatory diseases an aminopropanol compound as claimed in claim 1.
Claim 21
Dependent Claim
184 words
Method of combatting or preventing cardiac and circulatory infirmities which method comprises applying to a subject in amounts effective for treatment or prophylaxis of cardiac or circulatory diseases an aminopropanol compound of the formula ##STR8## wherein R is alkylthioalkyl of up to 6 carbon atoms in each alkyl moiety, R 1 is hydrogen or lower alkyl of up to 6 carbon atoms, hydroxyalkyl of up to 6 carbon atoms, pivaloyloxyalkyl of up to 6 carbon atoms in the alkyl moiety, alkoxyalkyl of up to 6 carbon atoms in each alkyl moiety, alkoxycarbonyl of up to 6 carbon atoms in the alkoxy moiety, carboxyl or --CONR 3 R 4 , in which R 3 and R 4 are independently selected from hydrogen and lower alkyl of up to 6 carbon atoms, which can be the same or different, and R 2 is hydrogen, lower alkyl, or hydroxyalkyl of up to 6 carbon atoms in each case, alkoxyalkyl of up to 6 carbon atoms in each alkyl moiety, or pivaloyloxyalkyl of up to 6 carbon atoms in the alkyl moiety, and the pharmacologically acceptable salts thereof.
Claim 22
Dependent Claim
184 words
Method of combatting or preventing cardiac and circulatory infirmities which method comprises applying to a subject in amounts effective for treatment or prophylaxis of cardiac or circulatory diseases an aminopropanol compound of the formula ##STR8## wherein R is alkylthioalkyl of up to 6 carbon atoms in each alkyl moiety, R 1 is hydrogen or lower alkyl of up to 6 carbon atoms, hydroxyalkyl of up to 6 carbon atoms, pivaloyloxyalkyl of up to 6 carbon atoms in the alkyl moiety, alkoxyalkyl of up to 6 carbon atoms in each alkyl moiety, alkoxycarbonyl of up to 6 carbon atoms in the alkoxy moiety, carboxyl or --CONR 3 R 4 , in which R 3 and R 4 are independently selected from hydrogen and lower alkyl of up to 6 carbon atoms, which can be the same or different, and R 2 is hydrogen, lower alkyl, or hydroxyalkyl of up to 6 carbon atoms in each case, alkoxyalkyl of up to 6 carbon atoms in each alkyl moiety, or pivaloyloxyalkyl of up to 6 carbon atoms in the alkyl moiety, and the pharmacologically acceptable salts thereof.
Claim 23
Dependent Claim
11 words
Method as claimed in claim 20 wherein said compound is 4-[2-hydroxy-3-(1-methylmercapto-2-methyl-isopropylamino)propoxy]-indole.
Claim 24
Dependent Claim
25 words
Method as claimed in claim 20 wherein said compound is applied at a dosage of 1 to 40 mg up to four times a day.
Claim 25
Dependent Claim
19 words
Method as claimed in claim 20 wherein said compound is applied orally in dosages of 20 to 40 mg.
Claim 26
Dependent Claim
23 words
Method as claimed in claim 20 wherein said compound is applied intravenously at a dosage of from 1 to 5 mg per dosage.
References Cited (Backward Citations)
US3471515A
Cited
US3479371A
Cited
US3723524A
Cited
US3696121A
Cited
US3696120A
Cited
US3705907A
Cited
US3758502A
Cited
US3808231A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-04-30 | 1982-10-30 | 1983-05-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-04-30 | 1986-10-30 | 1987-05-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-04-30 | 1990-10-30 | 1991-05-01 | $7700.00 | Window Closed / Lapsed |