US4071630A
Expired / Lapsed
US
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1-Substituted-amino-3-(4-furo[3,2-c]pyridinyloxy)-2-propanols
Assignee: Sandoz AG
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Filing: 1976-10-18
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Granted: 1978-01-31
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Expires: 1996-10-18
Abstract
Abstract This invention provides new compounds of formula I, <IMAGE> I wherein R is alkyl of 3 to 7 carbon atoms or cycloalkyl of 3 to 7 carbon atoms, cycloalkyl of 3 to 7 carbon atoms monosubstituted by alkyl of 1 to 4 carbon atoms, alpha -dialkylpropynyl of 5 to 9 carbon atoms or alpha -dialkyl-allyl of 5 to 9 carbon atoms, hydroxyalkyl of 2 to 7 carbon atoms or phenoxyalkyl of 8 to 11 carbon atoms, the oxygen atom of the last two radicals being separated by at least two carbon atoms from the nitrogen atom to which R is bound, R1 is I. HYDROGEN OR ALKYL OF 1 TO 4 CARBON ATOMS IN THE 2,3,6 OR 7 POSITION, OR II. CHLORINE OR BROMINE, IN THE 2, 3 OR 7 POSITION, III. NITRO OR -NHA wherein A is alkanoyl of 1 to 4 carbon atoms, in the 2, 3 or 7 position, or IV. FLUORINE, CYANO OR COOB, wherein B is alkyl of 1 to 4 carbon atoms, in the 2 or 3 position, and R2 is I. HYDROGEN OR ALKYL OF 1 TO 4 CARBON ATOMS IN THE 2, 3, 6 OR 7 POSITION, II. CHLORINE OR BROMINE, IN THE 2, 3 OR 7 POSITION, OR III. FLUORINE IN THE 2 OR 3 POSITION, USEFUL IN THE TREATMENT OF HEART DISEASES.
Inventors
- 👤 Erik Wiskott
- 👤 Franz Troxler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 09:33
CPC Classifications
C; C07; C07D; C07D495/00; C07D495/02; C07D495/04; C07D263/00; C07D263/02; C07D263/04; C07D263/06
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
222 words
A racemic or optically active compound of formula I, ##STR14## wherein R is alkyl of 3 to 7 carbon atoms or cycloalkyl of 3 to 7 carbon atoms, cycloalkyl of 3 to 7 carbon atoms monosubstituted by alkyl of 1 to 4 carbon atoms, α-dialkylpropynyl of 5 to 9 carbon atoms or α-dialkyl-allyl of 5 to 9 carbon atoms, hydroxyalkyl of 2 to 7 carbon atoms or phenoxyalkyl of 8 to 11 carbon atoms, the oxygen atom of the last two radicals being separated by at least two carbon atoms from the nitrogen atom to which R is bound, R 1 is i. hydrogen or alkyl of 1 to 4 carbon atoms, in the 2,3,6 or 7 position, or ii. chlorine or bromine, in the 2, 3 or 7 position, iii. nitro or-NHA wherein A is alkanoyl of 1 to 4 carbon atoms, in the 2, 3 or 7 position, or iv. fluorine, cyano or COOB, wherein B is alkyl of 1 to 4 carbon atoms, in the 2 or 3 position, and R 2 is i. hydrogen or alkyl of 1 to 4 carbon atoms in the 2, 3, 6 or 7 position, ii. chlorine or bromine, in the 2, 3 or 7 position, or iii. fluorine in the 2 or 3 position, or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
222 words
A racemic or optically active compound of formula I, ##STR14## wherein R is alkyl of 3 to 7 carbon atoms or cycloalkyl of 3 to 7 carbon atoms, cycloalkyl of 3 to 7 carbon atoms monosubstituted by alkyl of 1 to 4 carbon atoms, α-dialkylpropynyl of 5 to 9 carbon atoms or α-dialkyl-allyl of 5 to 9 carbon atoms, hydroxyalkyl of 2 to 7 carbon atoms or phenoxyalkyl of 8 to 11 carbon atoms, the oxygen atom of the last two radicals being separated by at least two carbon atoms from the nitrogen atom to which R is bound, R 1 is i. hydrogen or alkyl of 1 to 4 carbon atoms, in the 2,3,6 or 7 position, or ii. chlorine or bromine, in the 2, 3 or 7 position, iii. nitro or-NHA wherein A is alkanoyl of 1 to 4 carbon atoms, in the 2, 3 or 7 position, or iv. fluorine, cyano or COOB, wherein B is alkyl of 1 to 4 carbon atoms, in the 2 or 3 position, and R 2 is i. hydrogen or alkyl of 1 to 4 carbon atoms in the 2, 3, 6 or 7 position, ii. chlorine or bromine, in the 2, 3 or 7 position, or iii. fluorine in the 2 or 3 position, or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
41 words
A method of treating Angina pectoris, hyperkinetic heart syndrome and conditions resulting from muscular hypertrophic subvalvular aortic stenosis in animals which comprises administering to an anima in need of such treatment a therapeutically effective amount of a compound of claim 1.
Claim 4
Dependent Claim
30 words
A method of treating heart rhythm disorders in animals which comprises administering to an animal in need of such treatment a therapeutically effective amount of a compound of claim 1.
Claim 5
Dependent Claim
31 words
A method of treating hyperlipoidemiaor hyperglycemia in animals under stress which comprises administering to an animal in need of such treatment a therapeutically effective amount of a compound of claim 1.
Claim 6
Dependent Claim
10 words
A compound of claim 1 wherein R 2 is H.
Claim 7
Dependent Claim
62 words
A compound of claim where R is other than phenoxy-alkyl, R 1 is hydrogen or alkyl in the 2, 3, 6 or 7 position, or chlorine or bromine in the 2, 3 or 7 position, or fluorine, cyano or COOB wherein B is alkyl of 1 to 4 carbon atoms, in the 2 or 3 position, or nitro in the 7 position.
Claim 8
Dependent Claim
22 words
A pharmaceutical composition comprising an effective amount of a compound according to claim 1 in association with a pharmaceutical carrier or diluent.
Claim 9
Dependent Claim
18 words
The compound of claim 1 where R, R 1 and R 2 are, respectively, isopropyl, H and H.
Claim 10
Dependent Claim
18 words
The compound of claim 1 where R, R 1 and R 2 are, respectively, isopropyl, 2-methyl and H.
Claim 11
Dependent Claim
18 words
The compound of claim 1 where R, R 1 and R 2 are, respectively, isopropyl, 6-methyl and H.
Claim 12
Dependent Claim
18 words
The compound of claim 1 where R, R 1 and R 2 are, respectively, tert.butyl, H and H.
Claim 13
Dependent Claim
18 words
The compound of claim 1 where R, R 1 and R 2 are, respectively, tert.butyl, 2-methyl and H.
Claim 14
Dependent Claim
18 words
The compound of claim 1 where R, R 1 and R 2 are, respectively, tert.butyl, 7-chloro and H.
Claim 15
Dependent Claim
18 words
The compound of claim 1 where R, R 1 and R 2 are, respectively, tert.butyl, 3-carbethoxy and 2-methyl.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-01-30 | 1981-08-01 | 1982-01-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-30 | 1985-08-01 | 1986-01-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-30 | 1989-08-01 | 1990-01-31 | $7700.00 | Window Closed / Lapsed |