methyl N-[6-(benzenesulfonyl)-1H-1,3-benzodiazol-2-yl]carbamate

• ChemBase ID: 157425
• Molecular Formular: C15H13N3O4S
• Molecular Mass: 331.34642
• Monoisotopic Mass: 331.06267691
• SMILES: COC(=O)Nc1[nH]c2ccc(cc2n1)S(=O)(=O)c1ccccc1
• Canonical SMILES: COC(=O)Nc1[nH]c2c(n1)cc(cc2)S(=O)(=O)c1ccccc1
• InChI: InChI=1S/C15H13N3O4S/c1-22-15(19)18-14-16-12-8-7-11(9-13(12)17-14)23(20,21)10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)
• InChIKey: UAFDGCOOJPIAHN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-[6-(benzenesulfonyl)-1H-1,3-benzodiazol-2-yl]carbamate; methyl N-[5-(benzenesulfonyl)-1H-1,3-benzodiazol-2-yl]carbamate
• IUPAC Traditional name: methyl N-[5-(benzenesulfonyl)-3H-1,3-benzodiazol-2-yl]carbamate; methyl N-[5-(benzenesulfonyl)-1H-1,3-benzodiazol-2-yl]carbamate
• Synonyms: [5-(Phenylsulfonyl)-1H-benzimidazol-2-yl]carbamic Acid Methyl Ester; Fenbendazole Sulfone; HOE 5151; Methyl [5-(Phenylsulfonyl)-1H-benzimidazol-2-yl]carbamate; Oxfendazole Sulfone; Fenbendazole Sulfone; 5-Benzenesulfonyl-1H-benzoimidazol-2-yl)carbamic acid methyl ester; Methyl 5-(phenylsulfonyl)-2-benzimidazolecarbamate; Fenbendazole sulfone; (5-苯磺酰基-1H-苯并咪唑-2-基)氨基甲酸甲酯; 5-(苯磺酰基)-2-苯并咪唑氨基甲酸甲酯; 芬苯达唑砜

Database IDs

• CAS Number: 54029-20-8
• MDL Number: MFCD00797921
• Beilstein Number: 703211
• PubChem SID: 162251562
• PubChem CID: 162136

CALCULATED PROPERTIES

• Acid pKa: 7.59363
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.7460523
• LogD (pH = 7.4): 2.573369
• Log P: 2.7555902
• Molar Refractivity: 84.4606 cm^3
• Polarizability: 34.29548 Å^3
• Polar Surface Area: 101.15 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Pale Pink Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-38
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C15H13N3O4S

DETAILS

Sigma Aldrich - 32544

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - F246770

A metabolite of Fenbendazole (F246750).

REFERENCES

• McKellar, Q., et al.: J. Vet. Pharmacol. Ther., 13, 223 (1990)
• De Ruyck, H., et al.: Food Control., 11, 165 (1990)