Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1977-03-09
1978-02-14
Rollins, Alton D.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
260239BD, 260296B, 424249, C07D24320, C07D40104, C07D48704
Patent
active
040737853
ABSTRACT:
Compounds of the formula IV ##STR1## wherein R is hydrogen or alkyl of 1 or 2 carbon atoms; wherein R.sub.1 is alkyl of 1 to 3 carbon atoms, inclusive; or ##STR2## is a 2-cycloalkenylene ring of 5 or 6 carbon atoms; wherein R.sub.2 is hydrogen, methyl or ethyl; wherein R.sub.3 is hydrogen, fluoro, chloro, bromo, nitro and --CF.sub.3 ; and wherein Ar is phenyl, o-chlorophenyl, o-fluorophenyl, 2,6-difluorophenyl, and 2-pyridyl, are prepared by treating a hydrazino compound of the formula: ##STR3## wherein Ar and R.sub.3 are defined as above, with a dicarbonyl compound II: ##STR4## and cyclizing the resulting compound III to give the compound IV above. Compound IV, including the pharmacologically acceptable acid addition salt of these compounds, have sedative, anxiolytic and muscle-relaxing activity and can be used for the treatment of anxieties or muscle strains of mammals, including man.
REFERENCES:
patent: 3818003 (1974-06-01), Szmuszkovicz
patent: 3882112 (1975-05-01), Szmuszkovicz
patent: 3933816 (1976-01-01), Szmuszkovicz
patent: 4016165 (1977-04-01), Moffett
patent: 4017492 (1977-04-01), Moffett
patent: 4028356 (1977-06-01), Moffett
Moffett IV, Letters on Heterocyclic Chemistry, vol. 3, pp. 3449-3456, (1976).
Evenson Gerald N.
Moffett Robert B.
Berneis Hans L.
Rollins Alton D.
The Upjohn Company
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