ایپرونیازید

Iproniazid (Marsilid, Rivivol, Euphozid, Iprazid, Ipronid, Ipronin) is a non-selective, irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine class. It is a xenobiotic that was originally designed to treat tuberculosis, but was later most prominently used as an antidepressant drug. However, it was withdrawn from the market because of its hepatotoxicity. The medical use of iproniazid was discontinued in most of the world in the 1960s, but remained in use in France until 2015.

Key facts

Drug.Watchedfields: changed
Drug.verifiedrevid: 443877867
Drug.IUPAC_name: N-isopropylisonicotinohydrazide
Drug.image: Iproniazid.svg
Drug.image_class: skin-invert-image
Drug.width: 150
Drug.tradename: Marsilid, others
Drug.bioavailability: 1
Drug.CAS_number: 54-92-2
Drug.ATC_prefix: N06
Drug.ATC_suffix: AF05
Drug.PubChem: 3748
Drug.DrugBank: DB04818
Drug.ChemSpiderID: 3617
Drug.UNII: D892HFI3XA
Drug.KEGG: D02579
Drug.ChEMBL: 92401
Drug.C: 9

via Wikipedia infobox

Chemical data

Formula: C9H13N3O
Molecular weight: 179.22 g/mol
IUPAC name: N'-propan-2-ylpyridine-4-carbohydrazide
SMILES: CC(C)NNC(=O)C1=CC=NC=C1
InChIKey: NYMGNSNKLVNMIA-UHFFFAOYSA-N
XLogP: 0.4
Polar surface area: 54 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
Admin. routes: oral
Indications: major depressive disorder

via ChEMBL · EBI

Research

1,832 papers

[Iproniazid].Revista medica de Chile · 1959
[Iproniazid].Revista clinica espanola · 1959
Iproniazid jaundice.The American journal of gastroenterology · 1961
IPRONIAZID phosphate.Journal of the American Medical Association · 1958
The role of metabolism in the hepatotoxicity of isoniazid and iproniazid.Drug metabolism reviews · 1979

via PubMed

Wikidata facts

Subclass of: chemical compound
Has part: carbon
Mass: 179.105862
Has use: medication

Show 5 more facts

subject has role: monoamine oxidase inhibitor
chemical formula: C₉H₁₃N₃O
World Health Organisation international non-proprietary name: iproniazid
canonical SMILES: CC(C)NNC(=O)C1=CC=NC=C1
Commons category: Iproniazid

Sources (3)

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Gallery (3)

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via Wikidata sitelinks · CC0