3-(4-methylbenzenesulfonyl)prop-2-enenitrile

• ChemBase ID: 155757
• Molecular Formular: C10H9NO2S
• Molecular Mass: 207.24896
• Monoisotopic Mass: 207.03539953
• SMILES: Cc1ccc(cc1)S(=O)(=O)/C=C/C#N
• Canonical SMILES: N#C/C=C/S(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C10H9NO2S/c1-9-3-5-10(6-4-9)14(12,13)8-2-7-11/h2-6,8H,1H3
• InChIKey: DOEWDSDBFRHVAP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-methylbenzenesulfonyl)prop-2-enenitrile; (2E)-3-(4-methylbenzenesulfonyl)prop-2-enenitrile
• IUPAC Traditional name: 3-(4-methylbenzenesulfonyl)prop-2-enenitrile; (2E)-3-(4-methylbenzenesulfonyl)prop-2-enenitrile
• Synonyms: (E)-3-(4-Methylphenylsulfonyl)-2-propenenitrile; Bay 11-7082; BAY 11-7082 (BAY 11-7821)

Database IDs

• CAS Number: 19542-67-7
• MDL Number: MFCD00712162
• PubChem SID: 162249895; 24891842
• PubChem CID: 5353431

CALCULATED PROPERTIES

• Acid pKa: 16.55439
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.7100775
• LogD (pH = 7.4): 1.7100775
• Log P: 1.7100775
• Molar Refractivity: 54.9343 cm^3
• Polarizability: 21.36172 Å^3
• Polar Surface Area: 57.93 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: insoluble
• Apperance: white powder

Safety Information

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

Pharmacology Properties

• Target: IKK; IκB

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C10H9NO2S

DETAILS

Sigma Aldrich - B5556

Biochem/physiol Actions
Bay 11-7082 is an inhibitor of cytokine-induced IκB-α phosphorylation.