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 ;
PubChem CID	4472;
DrugBank	DB04820 ;
ChemSpider	4317 ;
UNII	T2Q0RYM725;
KEGG	D07337 ;
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) ; Key:NOIIUHRQUVNIDD-UHFFFAOYSA-N ;
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Nialamide (Niamid, Niamide, Nuredal, Surgex) is a non-selective, irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine class that was used as an antidepressant.^[1] It was withdrawn by Pfizer several decades ago due to the risk of hepatotoxicity.^[2]^[3]

The antiatherogenic activity of nialamide was used to design pyridinolcarbamate.^[4]

References[edit]

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
(verify)