3-(4-chlorophenyl)-N-(3-methoxyphenyl)prop-2-enamide

• ChemBase ID: 153904
• Molecular Formular: C16H14ClNO2
• Molecular Mass: 287.74086
• Monoisotopic Mass: 287.07130637
• SMILES: COc1cccc(c1)NC(=O)/C=C/c1ccc(cc1)Cl
• Canonical SMILES: COc1cccc(c1)NC(=O)/C=C/c1ccc(cc1)Cl
• InChI: InChI=1S/C16H14ClNO2/c1-20-15-4-2-3-14(11-15)18-16(19)10-7-12-5-8-13(17)9-6-12/h2-11H,1H3,(H,18,19)
• InChIKey: RYAMDQKWNKKFHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-chlorophenyl)-N-(3-methoxyphenyl)prop-2-enamide
• IUPAC Traditional name: 3-(4-chlorophenyl)-N-(3-methoxyphenyl)prop-2-enamide
• Synonyms: N-(3-Methoxyphenyl)-4-chlorocinnamide; SB-366791

Database IDs

• CAS Number: 472981-92-3
• MDL Number: MFCD01033818
• PubChem SID: 24278690; 162248043
• PubChem CID: 667594

CALCULATED PROPERTIES

• Acid pKa: 14.113087
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.016762
• LogD (pH = 7.4): 4.0167613
• Log P: 4.016762
• Molar Refractivity: 82.6052 cm^3
• Polarizability: 30.85007 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble ≥10 mg/mL
• Apperance: white to tan powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... TRPV1(7442)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H14NO2Cl

DETAILS

Sigma Aldrich - S0441

Biochem/physiol Actions
Vanilloid receptor-1 (TRPV1) antagonist.