N-{4-[(4-nitrophenyl)sulfamoyl](2H4)phenyl}acetamide

• ChemBase ID: 177908
• Molecular Formular: C14H13N3O5S
• Molecular Mass: 335.33512
• Monoisotopic Mass: 335.05759153
• SMILES: c1c(ccc(c1)S(=O)(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)C
• Canonical SMILES: CC(=O)Nc1ccc(cc1)S(=O)(=O)Nc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C14H13N3O5S/c1-10(18)15-11-4-8-14(9-5-11)23(21,22)16-12-2-6-13(7-3-12)17(19)20/h2-9,16H,1H3,(H,15,18)
• InChIKey: GWBPFRGXNGPPMF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[(4-nitrophenyl)sulfamoyl](^2H₄)phenyl}acetamide
• IUPAC Traditional name: N-{4-[(4-nitrophenyl)sulfamoyl](^2H₄)phenyl}acetamide
• Synonyms: 4'-[(p-Nitrophenyl)sulfamoyl]acetanilide-d4; N4-Acetyl-4'-nitrosulfanilanilide-d4; N4-Acetyl-N1-(4-nitrophenyl)sulfanilamide-d4; N4-Acetyl-N1-(p-nitrophenyl)sulfanilamide-d4; NSC 217299-d4; NSC 77120-d4; Sulfanitran-d4

Database IDs

• PubChem SID: 164233818
• PubChem CID: 71752255

CALCULATED PROPERTIES

• Acid pKa: 7.6228285
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.635718
• LogD (pH = 7.4): 1.4635335
• Log P: 1.6386057
• Molar Refractivity: 85.0779 cm^3
• Polarizability: 32.05707 Å^3
• Polar Surface Area: 121.09 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S689042

Labelled Sulfanitran, a sulfanomide derivative used as an anticoccidial drug. Sulfanitran is added to the drinking water of chickens as an aid in the treatment of coccidiosis caused by E. tenella, E. necatrix, and E. acervulina.

REFERENCES

• Morehouse, N.F. et al.: Exp. Parasitol., 28, 25 (1970)
• Reid, W.M. et al.: Acta Vet. Brno, 38, 137 (1970)
• McLoughlin, D.K. et al.: Avian Dis., 10, 410 (1970)