N-benzyl-4-methylbenzene-1-sulfonamide

• ChemBase ID: 161969
• Molecular Formular: C14H15NO2S
• Molecular Mass: 261.3394
• Monoisotopic Mass: 261.08234973
• SMILES: O=S(=O)(c1ccc(cc1)C)NCc1ccccc1
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)NCc1ccccc1
• InChI: InChI=1S/C14H15NO2S/c1-12-7-9-14(10-8-12)18(16,17)15-11-13-5-3-2-4-6-13/h2-10,15H,11H2,1H3
• InChIKey: WTHKAJZQYNKTCJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-benzyl-4-methylbenzene-1-sulfonamide
• IUPAC Traditional name: N-benzyl-4-methylbenzenesulfonamide
• Synonyms: 4-Methyl-N-(phenylmethyl)benzenesulfonamide; Benzyl(4-toluenesulfonyl)amine; N-Benzyl-p-tosylamide; N-Tosylbenzylamine; NSC 37123; BTS; N-Benzyl-p-Toluenesulfonamide

Database IDs

• CAS Number: 1576-37-0
• PubChem SID: 162256104
• PubChem CID: 95801

CALCULATED PROPERTIES

• Acid pKa: 10.389575
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.0408423
• LogD (pH = 7.4): 3.0404532
• Log P: 3.040847
• Molar Refractivity: 72.7664 cm^3
• Polarizability: 28.794662 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 114-116°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B315190

A potent inhibitor of skeletal muscle Ca2+-stimulated myosin S1 ATPase (IC50 approx. 5uM) activity. Reversible blocks the gliding motility. Also weakens myosin’s interaction with F-actin. Does not affect platelet myosin II.

REFERENCES

• Cheung, A., et al.: Nat. Cell Biol., 4, 83 (2002)
• Dentel, J.N., et al.: Am. J. Physiol. Cell Physiol., 288, C824 (2005)