US3978041A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Phenoxy substituted glycosides
Assignee: Novartis Corp
•
Filing: 1975-02-03
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Granted: 1976-08-31
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Expires: 1995-02-03
Abstract
Abstract 1-Phenoxy-2-hydroxy-3-amino-propanes of the formula I ##EQU1## wherein R 1 is a sugar residue and R 2 is isopropyl, tert.-butyl or α-methyl-phenethyl optionally substituted in the phenyl part, and the salts thereof are useful as positively inotropic agents, especially in the treatment of insufficiency of the cardiac muscle.
Inventors
- 👤 Knut A. Jaeggi
- 👤 Herbert Schroter
- 👤 Franz Ostermayer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 01:19
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/20
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
61 words
A compound which is a 1-phenoxy-2-hydroxy-3-amino-propane of the formula ##EQU5## wherein R 1 represents 1-glucopyranosidyl, 2,3,4,6-tetra-O-alkanoylated 1-glucopyranosidyl, the alkanoyl radical of which having up to four carbon atoms, or 2,4-O,O-alkylidene substituted 1-glucopyranosidyl, the alkylidene radical of which having up to four carbon atoms, or 2,4-O-benzylidene substituted 1-glucopyranosidyl, R 2 is isopropyl, tert.-butyl, α-methylphenethyl or 1-methyl-3-phenyl-propyl, or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
61 words
A compound which is a 1-phenoxy-2-hydroxy-3-amino-propane of the formula ##EQU5## wherein R 1 represents 1-glucopyranosidyl, 2,3,4,6-tetra-O-alkanoylated 1-glucopyranosidyl, the alkanoyl radical of which having up to four carbon atoms, or 2,4-O,O-alkylidene substituted 1-glucopyranosidyl, the alkylidene radical of which having up to four carbon atoms, or 2,4-O-benzylidene substituted 1-glucopyranosidyl, R 2 is isopropyl, tert.-butyl, α-methylphenethyl or 1-methyl-3-phenyl-propyl, or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
32 words
A compound as claimed in claim 1, wherein R 1 represents 1-glucopyranosidyl, 2,3,4,6-tetra-O-acetyl-1-glucopyranosidyl, 2,4-O-isopropylidene-1-glucopyranosidyl or 2,4-O-benzlidene-1-glucopyranosidyl, and R 2 is isopropyl, tert.-butyl or α-methylphenethyl or 1-methyl-3-phenyl-propyl, or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
25 words
A compound as claimed in claim 1, wherein R 1 is 1-glucopyranosidyl and R 2 is isopropyl or tert.-butyl, or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim
15 words
A compound as claimed in claim 1 being 1-[p-(β-D-glucopyranosidyloxy)-phenoxy]-2-hydroxy-3-isopropylamino-propane, or a pharmaceutically acceptable salt thereof.
Claim 6
Dependent Claim
42 words
A compound as claimed in claim 1 being an optically active 1-phenoxy-2-hydroxy-3-aminopropane, having the S-configuration, of the formula I, wherein R 1 is O-acetyl-1-glucopyramosidyl or O-benzoyl-1-glucopyranosidyl and R 2 is isopropyl, tert.-butyl or α-methylphenethyl or 1-methyl-3-phenyl-propyl, or a pharmaceutically acceptable salt thereof.
Claim 7
Dependent Claim
15 words
A compound as claimed in claim 1 being 1-[p-(β-glucopyranosidyloxy)-phenoxy]-2S-hydroxy-3-isopropylaminio-propane, or a pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim
10 words
The N-cyclohexylsulphamic acid salt of the compound of claim 6.
Claim 9
Dependent Claim
9 words
The hydrochloride salt of the compound of claim 6.
Claim 10
Dependent Claim
15 words
A compound as claimed in claim 1 being 4-(3-Isopropylamino-2S-hydroxy-propoxy)-phenyl-2,3,4,6-tetra-O-acetyl-.beta.-D-glucopyranoside, or a pharmaceutically acceptable salt thereof.
Claim 11
Dependent Claim
9 words
The hydrochloride salt of the compound of claim 9.
Claim 12
Dependent Claim
70 words
A compound as claimed in claim 1 being an optically active 1-phenoxy-2-hydroxy-3-aminopropane having the S-configuration of the formula I, wherein R 1 represents 1-glucopyranosidyl, 2,3,4,6-tetra-O-alkanoylated 1-glucopyranosidyl, the alkanoyl radical of which having up to four carbon atoms, or 2,4-O,O-alkylidene substituted 1-glucopyranosidyl, the alkylidene radical of which having up to four carbon atoms, or 2,4-O,O-benzylidene substituted 1-glucopyranosidyl, R 2 is isopropyl, tert.-butyl, α-methylphenethyl or 1-methyl-3-phenyl-propyl, or a pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
US2252725A
Cited
US3152115A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-08-31 | 1980-03-01 | 1980-08-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-08-31 | 1984-03-01 | 1984-08-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-08-31 | 1988-03-01 | 1988-08-31 | $7700.00 | Window Closed / Lapsed |