3-(4-tert-butylphenyl)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)prop-2-enamide

• ChemBase ID: 153924
• Molecular Formular: C21H23NO3
• Molecular Mass: 337.41222
• Monoisotopic Mass: 337.1677936
• SMILES: CC(C)(C)c1ccc(cc1)/C=C/C(=O)Nc1ccc2c(c1)OCCO2
• Canonical SMILES: O=C(Nc1ccc2c(c1)OCCO2)/C=C/c1ccc(cc1)C(C)(C)C
• InChI: InChI=1S/C21H23NO3/c1-21(2,3)16-7-4-15(5-8-16)6-11-20(23)22-17-9-10-18-19(14-17)25-13-12-24-18/h4-11,14H,12-13H2,1-3H3,(H,22,23)
• InChIKey: GZTFUVZVLYUPRG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-tert-butylphenyl)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)prop-2-enamide
• IUPAC Traditional name: 3-(4-tert-butylphenyl)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)prop-2-enamide
• Synonyms: 2E-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[4-(1,1-dimethylethyl)phenyl]-2-Propenamide; AMG 9810; AMG™ 9810

Database IDs

• CAS Number: 545395-94-6
• MDL Number: MFCD00955103
• PubChem SID: 162248063
• PubChem CID: 680502

CALCULATED PROPERTIES

• Acid pKa: 14.690073
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.6285768
• LogD (pH = 7.4): 4.6285768
• Log P: 4.6285768
• Molar Refractivity: 100.9605 cm^3
• Polarizability: 38.070946 Å^3
• Polar Surface Area: 47.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL
• Apperance: white to beige powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319-H413
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H23NO3

DETAILS

Sigma Aldrich - A2731

Biochem/physiol Actions
AMG 9810 is a potent, non-vanilloid, antagonist of the TRPV1 receptor. IC50 = 17 nM.