4-acetamido(2H4)benzene-1-sulfonyl chloride

• ChemBase ID: 159168
• Molecular Formular: C8H8ClNO3S
• Molecular Mass: 233.67202
• Monoisotopic Mass: 232.9913418
• SMILES: c1(ccc(cc1)S(=O)(=O)Cl)NC(=O)C
• Canonical SMILES: CC(=O)Nc1ccc(cc1)S(=O)(=O)Cl
• InChI: InChI=1S/C8H8ClNO3S/c1-6(11)10-7-2-4-8(5-3-7)14(9,12)13/h2-5H,1H3,(H,10,11)
• InChIKey: GRDXCFKBQWDAJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-acetamido(^2H₄)benzene-1-sulfonyl chloride
• IUPAC Traditional name: 4-acetamido(^2H₄)benzenesulfonyl chloride
• Synonyms: ASC-d5; 4-[(Acetylamino)phenyl-d5]sulfonyl Chloride; p-Acetamidophenylsulfonyl-d5 Chloride; N-Acetylsulfanilyl-d5 Chloride; Dagenan-d5 Chloride; N-(4-Chlorosulfonylphenyl)acetamide-d5; 4-(Acetylamino)benzenesulfonyl-d5 Chloride; 4-(Acetylamino)benzene-2,3,5,6-d5-sulfonyl Chloride; NSC 127860-d5

Database IDs

• CAS Number: 1020718-84-6
• PubChem SID: 162253303
• PubChem CID: 46779957

CALCULATED PROPERTIES

• Acid pKa: 13.388176
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1572592
• LogD (pH = 7.4): 1.1572587
• Log P: 1.1572592
• Molar Refractivity: 55.1152 cm^3
• Polarizability: 21.371635 Å^3
• Polar Surface Area: 63.24 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1,4-Dioxane; Ethyl Acetate
• Apperance: Pale Brown Solid
• Melting Point: 135-142°C

DETAILS

Toronto Research Chemicals - A170952

A labelled sulfanilamide derivative of Chitosan with antifungal properties.

REFERENCES

• Tashiro, T., et al.: Bioorg. Med. Chem., 16, 8896 (2008)
• Alcalde, E., et al.: J. Med. Chem., 52, 675 (2008)