US3946009A
Expired / Lapsed
US
⏱️ 0.0 years remaining
2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazines
Assignee: Merck Sharp & Dohme (I.A.) Corp
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Filing: 1973-10-19
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Granted: 1976-03-23
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Expires: 1993-10-19
Abstract
Abstract 2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazine compounds optionally having substituents in the 5 and/or 6 positions, possessing β-adrenergic blocking properties are described. The products are prepared by reaction of a 2-chloro(or hydroxy)pyrazine with a 5-hydroxy-methyl(or sulfonyloxymethyl)oxazolidine followed by acid hydrolysis.
Inventors
- 👤 Burton Kendall Wasson
- 👤 Leonard M. Weinstock
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 12:07
CPC Classifications
C; C07; C07D; C07D413/00; C07D413/02; C07D413/04; C07D241/00; C07D241/02; C07D241/10; C07D241/14; C07D241/18
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
149 words
A pyrazine compound having the structure ##SPC12## or a pharmacologically acceptable salt thereof wherein R represents phenyl, substituted phenyl wherein the substituent is C 1-3 alkyl, C 1-3 alkoxy, amino, nitro or halo, phenyl-C 1-3 -alkyl, hydroxyphenyl-C 1-3 -alkyl, phenoxy or substituted phenoxy wherein the substituent is C 1-3 alkyl, C 1-3 alkoxy, amino, nitro or halo; R 1 represents a straight or branched chain C 3 ≢ alkyl, a straight or branched chain hydroxy substituted C 3 ≢ alkyl, a straight or branched chain C 3 ≢ alkinyl, phenyl-C 1 ≢ -alkyl or indolyl-C 1 ≢ -alkyl; R 2 represents hydrogen, C 1' alkyl, C 5-7 cycloalkyl or an N- containing heterocycle selected from the group consisting of 1-pyrrolidinyl, piperidino, hexahydroazepinyl, morpholino, thiomorpholino, imidazolyl, pyrazolyl and thiazolyl; and R 3 is N-containing heterocycle selected from the group consisting of 1-pyrrolidinyl, piperidino, hexahydroazepinyl, morpholino, thiomorpholino, imidazolyl, pyrazolyl and thiazolyl.
Claim 2
Dependent Claim
149 words
A pyrazine compound having the structure ##SPC12## or a pharmacologically acceptable salt thereof wherein R represents phenyl, substituted phenyl wherein the substituent is C 1-3 alkyl, C 1-3 alkoxy, amino, nitro or halo, phenyl-C 1-3 -alkyl, hydroxyphenyl-C 1-3 -alkyl, phenoxy or substituted phenoxy wherein the substituent is C 1-3 alkyl, C 1-3 alkoxy, amino, nitro or halo; R 1 represents a straight or branched chain C 3 ≢ alkyl, a straight or branched chain hydroxy substituted C 3 ≢ alkyl, a straight or branched chain C 3 ≢ alkinyl, phenyl-C 1 ≢ -alkyl or indolyl-C 1 ≢ -alkyl; R 2 represents hydrogen, C 1' alkyl, C 5-7 cycloalkyl or an N- containing heterocycle selected from the group consisting of 1-pyrrolidinyl, piperidino, hexahydroazepinyl, morpholino, thiomorpholino, imidazolyl, pyrazolyl and thiazolyl; and R 3 is N-containing heterocycle selected from the group consisting of 1-pyrrolidinyl, piperidino, hexahydroazepinyl, morpholino, thiomorpholino, imidazolyl, pyrazolyl and thiazolyl.
Claim 3
Dependent Claim
9 words
A pyrazine of claim 1 wherein R is phenyl.
Claim 4
Dependent Claim
9 words
A pyrazine of claim 1 wherein R is benzyl.
Claim 5
Dependent Claim
10 words
A pyrazine of claim 1 wherein R 2 is hydrogen.
Claim 6
Dependent Claim
14 words
A pyrazine of claim 1 wherein R is phenyl and R 2 is hydrogen.
Claim 7
Dependent Claim
26 words
A pyrazine of claim 1 wherein R is phenyl or benzyl, R 2 is hydrogen and R 1 is straight or branched chain C 3-6 alkyl.
Claim 8
Dependent Claim
22 words
A pyrazine of claim 1 wherein R is phenyl, R 2 is hydrogen, R 3 is morpholino and R 1 is tert-butyl.
References Cited (Backward Citations)
AT229874B
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-03-23 | 1979-09-22 | 1980-03-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-03-23 | 1983-09-22 | 1984-03-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-03-23 | 1987-09-22 | 1988-03-23 | $7700.00 | Window Closed / Lapsed |