N'-[(1E)-(4-hydroxyphenyl)methylidene]pyridine-4-carbohydrazide

• ChemBase ID: 179785
• Molecular Formular: C13H11N3O2
• Molecular Mass: 241.24534
• Monoisotopic Mass: 241.08512661
• SMILES: C(=O)(N/N=C/c1ccc(cc1)O)c1ccncc1
• Canonical SMILES: Oc1ccc(cc1)/C=N/NC(=O)c1ccncc1
• InChI: InChI=1S/C13H11N3O2/c17-12-3-1-10(2-4-12)9-15-16-13(18)11-5-7-14-8-6-11/h1-9,17H,(H,16,18)/b15-9+
• InChIKey: MXEBNXXQDJLMTC-OQLLNIDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N'-[(1E)-(4-hydroxyphenyl)methylidene]pyridine-4-carbohydrazide
• IUPAC Traditional name: N'-[(1E)-(4-hydroxyphenyl)methylidene]pyridine-4-carbohydrazide
• Synonyms: p-Oxyberon; Flavoteben

Database IDs

• PubChem SID: 164235695
• PubChem CID: 5383605

CALCULATED PROPERTIES

• Acid pKa: 9.045574
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.4404225
• LogD (pH = 7.4): 1.4323555
• Log P: 1.441897
• Molar Refractivity: 68.0595 cm^3
• Polarizability: 25.02403 Å^3
• Polar Surface Area: 74.58 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Inhibitor of mycolic acid synthesis and disruption of the cell wall in susceptible organisms; Interferes with several bacterial Enzyme systems

Product Information

• Application(s): Tuberculostatic

REFERENCES

• OFFE, HA; SIEFKEN, W; DOMAGK, G, HYDRAZINDERIVATE AUS PYRIDINCARBONSAUREN UND CARBONYLVERBINDUNGEN UND IHRE WIRKSAMKEIT GEGENUBER MYCOBACTERIUM TUBERCULOSIS. Z NATURFORSCH [B] 7:462-468(1952).