N'-(propan-2-yl)pyridine-4-carbohydrazide

• ChemBase ID: 4362
• Molecular Formular: C9H13N3O
• Molecular Mass: 179.21902
• Monoisotopic Mass: 179.10586205
• SMILES: O=C(NNC(C)C)c1ccncc1
• Canonical SMILES: CC(NNC(=O)c1ccncc1)C
• InChI: InChI=1S/C9H13N3O/c1-7(2)11-12-9(13)8-3-5-10-6-4-8/h3-7,11H,1-2H3,(H,12,13)
• InChIKey: NYMGNSNKLVNMIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N'-(propan-2-yl)pyridine-4-carbohydrazide
• IUPAC Traditional name: iproniazid
• Brand Name: Marsilid; Iprozid; Ipronid; Rivivol; Propilniazida
• Synonyms: Iproniazid

Database IDs

• CAS Number: 54-92-2
• PubChem SID: 160967794; 46505059
• PubChem CID: 3748
• ATC CODE: N06AF05
• CHEMBL: 92401
• Chemspider ID: 3617
• DrugBank ID: DB04818
• KEGG ID: D02579
• Unique Ingredient Identifier: D892HFI3XA
• Wikipedia Title: Iproniazid

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.657229
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.2979463
• LogD (pH = 7.4): 0.3066845
• Log P: 0.30679703
• Molar Refractivity: 60.9585 cm^3
• Polarizability: 19.215254 Å^3
• Polar Surface Area: 54.02 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.02
• LOG S: -2.43
• Solubility (Water): 6.74e-01 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 0.37 [HANSCH,C ET AL. (1995)]

DETAILS

DrugBank - DB04818

• Drug Groups: withdrawn
• Description: Withdrawn from the Canadian market in July 1964 due to interactions with food products containing tyrosine.
• Indication: For the treatment of depression (originally intended to treat tuberculosis).
• Pharmacology: Iproniazid is a monoamine oxidase inhibitor (MAOI) that was developed as the first anti-depressant.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia