5157. Isocarboxazid

Nomenclature

CAS number: 59-63-2
5-Methyl-3-isoxazolecarboxylic acid 2-benzylhydrazide; 3-(N-benzylhydrazinocarbonyl)-5-methylisoxazole; 1-benzyl-2-(5-methyl-3-isoxazolylcarbonyl)hydrazine; Ro-5-0831; Marplan (Roche).
C12H13N3O2; mol wt 231.25.
C 62.33%, H 5.67%, N 18.17%, O 13.84%.

Description and references

Monoamine oxidase inhibitor. Prepn: Gardner, Wenis, US 2908688 (1959 to Hoffmann-La Roche); J. Med. Pharm. Chem. 2, 133 (1960). Comprehensive description: B. C. Rudy, B. Z. Senkowski, Anal. Profiles Drug Subs. 2, 295-314 (1973).

Chemical structure

Properties

Crystals from methanol, practically tasteless. mp 105-106°. Very sparingly sol in hot water (0.05%), somewhat more (1 to 2%) in 95% alc, in glycerol, in propylene glycol.

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Hydrazides/Hydrazines; Monoamine Oxidase Inhibitor