Nialamide

Nialamide
Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	N06AF02 (WHO)
Legal status
Legal status	AU: S4 (Prescription only)
Identifiers
IUPAC name N-benzyl-3-(N'-(pyridine-4-carbonyl)hydrazino)propanamide
CAS Number	51-12-7^Y
PubChem CID	4472
DrugBank	DB04820^Y
ChemSpider	4317^Y
UNII	T2Q0RYM725
KEGG	D07337^Y
ECHA InfoCard	100.000.073
Chemical and physical data
Formula	C₁₆H₁₈N₄O₂
Molar mass	298.34 g/mol
3D model (Jmol)	Interactive image
SMILES O=C(NNCCC(=O)NCc1ccccc1)c2ccncc2
InChI InChI=1S/C16H18N4O2/c21-15(18-12-13-4-2-1-3-5-13)8-11-19-20-16(22)14-6-9-17-10-7-14/h1-7,9-10,19H,8,11-12H2,(H,18,21)(H,20,22)^Y Key:NOIIUHRQUVNIDD-UHFFFAOYSA-N^Y

Nialamide (Niamid, Niamide, Nuredal, Surgex) is a non-selective, irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine class that was used as an antidepressant. It was withdrawn by Pfizer several decades ago due to the risk of hepatotoxicity.

The antiatherogenic activity of nialamide was used to design pyridinolcarbamate.