3-(3,4-dimethoxyphenyl)-2-(pyridin-3-yl)prop-2-enenitrile

• ChemBase ID: 155727
• Molecular Formular: C16H14N2O2
• Molecular Mass: 266.29456
• Monoisotopic Mass: 266.1055277
• SMILES: COc1ccc(cc1OC)/C=C(\C#N)/c1cccnc1
• Canonical SMILES: N#C/C(=C\c1ccc(c(c1)OC)OC)/c1cccnc1
• InChI: InChI=1S/C16H14N2O2/c1-19-15-6-5-12(9-16(15)20-2)8-14(10-17)13-4-3-7-18-11-13/h3-9,11H,1-2H3
• InChIKey: DBGZNJVTHYFQJI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3,4-dimethoxyphenyl)-2-(pyridin-3-yl)prop-2-enenitrile
• IUPAC Traditional name: 3-(3,4-dimethoxyphenyl)-2-(pyridin-3-yl)prop-2-enenitrile
• Synonyms: 2-(3,4′-Dimethoxyphenyl)-1-(3″-pyridinyl)acrylonitrile; Tyrphostin RG 13022

Database IDs

• CAS Number: 136831-48-6
• MDL Number: MFCD00236444
• PubChem SID: 162249865
• PubChem CID: 5468216

CALCULATED PROPERTIES

• Polar Surface Area: 55.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.4686642
• LogD (pH = 7.4): 2.49542
• Log P: 2.4957747
• Molar Refractivity: 77.2608 cm^3
• Polarizability: 29.321283 Å^3

PROPERTIES

Physical Property

• Solubility: DMSO or ethanol: soluble

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%
• Potency: IC50 (3 micromolar for inhibition of EGF-receptor.)
• Empirical Formula (Hill Notation): C16H14N2O2

DETAILS

Sigma Aldrich - T6568

Biochem/physiol Actions
Non-phenolic tyrphostin-class tyrosine kinase inhibitor.