3-(3,5-dichlorophenyl)-2-(pyridin-3-yl)prop-2-enenitrile

• ChemBase ID: 155749
• Molecular Formular: C14H8Cl2N2
• Molecular Mass: 275.13272
• Monoisotopic Mass: 274.00645363
• SMILES: c1cc(cnc1)/C(=C\c1cc(cc(c1)Cl)Cl)/C#N
• Canonical SMILES: N#C/C(=C/c1cc(Cl)cc(c1)Cl)/c1cccnc1
• InChI: InChI=1S/C14H8Cl2N2/c15-13-5-10(6-14(16)7-13)4-12(8-17)11-2-1-3-18-9-11/h1-7,9H
• InChIKey: TYXIVBJQPBWBHO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3,5-dichlorophenyl)-2-(pyridin-3-yl)prop-2-enenitrile
• IUPAC Traditional name: 3-(3,5-dichlorophenyl)-2-(pyridin-3-yl)prop-2-enenitrile
• Synonyms: 2-(3′,5′-Dichlorophenyl)-1-(3″-pyridinyl)acrylonitrile; Tyrphostin RG 14620

Database IDs

• CAS Number: 136831-49-7
• MDL Number: MFCD00236445
• PubChem SID: 162249887
• PubChem CID: 5353928

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.992097
• LogD (pH = 7.4): 4.0188518
• Log P: 4.0192065
• Molar Refractivity: 73.944 cm^3
• Polarizability: 28.020731 Å^3
• Polar Surface Area: 36.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%
• Potency: IC50 (3 micromolar for inhibition of EGF-receptor.)
• Empirical Formula (Hill Notation): C14H8Cl2N2

DETAILS

Sigma Aldrich - T6693

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