6491. Nialamide

Nomenclature

CAS number: 51-12-7
4-Pyridinecarboxylic acid 2-[3-oxo-3-[(phenylmethyl)amino]propyl]hydrazide; 1-[2-(benzylcarbamoyl)ethyl]-2-isonicotinoylhydrazide; N-[2-(benzylcarbamyl)ethylamino]isonicotinamide; N-benzyl-β-(isonicotinoylhydrazino)propionamide; N-isonicotinoyl-N′-[β-(N-benzylcarboxamido)ethyl]hydrazide; isonicotinic acid 2-[2-(benzylcarbamoyl)ethyl]hydrazide; Espril; Niamid (Pfizer); Niamidal; Niaquitil; Nuredal; Nyazin.
C16H18N4O2; mol wt 298.34.
C 64.41%, H 6.08%, N 18.78%, O 10.73%.

Description and references

Monoamine oxidase (MAO) inhibitor. Prepn: Bloom, Carnahan, US 2894972; US 3040061 (1959, 1962 both to Pfizer). Toxicology study: C. S. Delahunt, J. M. Pepin, Toxicol. Appl. Pharmacol. 1, 524 (1959).

Chemical structure

Properties

Slightly bitter crystals from ethyl acetate, mp 151.1-152.1°. Sparingly sol in water; freely sol in acidic solvents. LD50 in mice, rats (mg/kg): 1000, 1700 orally; 742, 760 i.p. (Delahunt).

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Hydrazides/Hydrazines