4-hydroxy-N'-{[4-(propan-2-yl)phenyl]methylidene}benzohydrazide

• ChemBase ID: 154581
• Molecular Formular: C17H18N2O2
• Molecular Mass: 282.33702
• Monoisotopic Mass: 282.13682783
• SMILES: CC(C)c1ccc(cc1)/C=N/NC(=O)c1ccc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)C(=O)N/N=C/c1ccc(cc1)C(C)C
• InChI: InChI=1S/C17H18N2O2/c1-12(2)14-5-3-13(4-6-14)11-18-19-17(21)15-7-9-16(20)10-8-15/h3-12,20H,1-2H3,(H,19,21)
• InChIKey: IKPPIUNQWSRCOZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-N'-{[4-(propan-2-yl)phenyl]methylidene}benzohydrazide
• IUPAC Traditional name: 4-hydroxy-N'-[(4-isopropylphenyl)methylidene]benzohydrazide
• Synonyms: 2-[[4-(1-Methylethyl)phenyl]methylene]hydrazide 4-hydroxybenzoic acid; GSK 4716

Database IDs

• CAS Number: 101574-65-6
• MDL Number: MFCD00567155
• PubChem SID: 162248719
• PubChem CID: 5331325

CALCULATED PROPERTIES

• Acid pKa: 8.326864
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.903832
• LogD (pH = 7.4): 3.8563623
• Log P: 3.9045787
• Molar Refractivity: 84.4072 cm^3
• Polarizability: 31.357824 Å^3
• Polar Surface Area: 61.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 43-50/53
• Safety Statements: 36/37-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H410
• GHS Precautionary statements: P273-P280-P501
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H18N2O2

DETAILS

Sigma Aldrich - G6173

Biochem/physiol Actions
GSK 4716 is an Estrogen-related receptors ERRβ and ERRγ agonist with minimal activity for ERRα, ERα and ERβ