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

• ChemBase ID: 73034
• Molecular Formular: C15H13N3O2S
• Molecular Mass: 299.34762
• Monoisotopic Mass: 299.07284767
• SMILES: c1ccc(cc1)Sc1cc2c(cc1)nc([nH]2)NC(=O)OC
• Canonical SMILES: COC(=O)Nc1nc2c([nH]1)cc(cc2)Sc1ccccc1
• InChI: InChI=1S/C15H13N3O2S/c1-20-15(19)18-14-16-12-8-7-11(9-13(12)17-14)21-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)
• InChIKey: HDDSHPAODJUKPD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-[6-(phenylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate; methyl N-[5-(phenylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate
• IUPAC Traditional name: methyl N-[5-(phenylsulfanyl)-3H-1,3-benzodiazol-2-yl]carbamate; fenbendazole
• Synonyms: Panacur; Safe-Guard; Fenbendazole; Fenbendazole; Methyl 5-(phenylthio)-2-benzimidazolecarbamate; N-[6-(Phenylthio)-1H-benzimidazol-2-yl]carbamic Acid Methyl Ester; 2-(Methoxycarbonylamino)-5-(phenylthio)benzimidazole; Axilur; Fenbendazol; Fenbendazole; Fenbion; HOE 881; Methyl [5-(phenylthio)-1H-benzimidazol-2-yl]carbamate; Panacur; (5-(phenylthio)-1h-benzimidazol-2-yl)carbamic acid methyl ester; 5-苯硫基苯并咪唑-2-氨基甲酸甲酯; 芬苯达唑

Database IDs

• CAS Number: 43210-67-9; 43210-67-9
• EC Number: 256-145-7
• MDL Number: MFCD00144301
• Beilstein Number: 759077
• PubChem SID: 24861733; 162037954; 24894888
• PubChem CID: 3334

CALCULATED PROPERTIES

• Acid pKa: 9.58554
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.9746346
• LogD (pH = 7.4): 3.9868314
• Log P: 3.989505
• Molar Refractivity: 83.6125 cm^3
• Polarizability: 32.85144 Å^3
• Polar Surface Area: 67.01 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 234-236°C (dec.)

Safety Information

• Storage Condition: -20°C; -20°C Freezer
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98%; 97%
• Grade: VETRANAL™, analytical standard
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C15H13N3O2S

DETAILS

Selleck Chemicals - S2468

Research Area: Infection
Biological Activity:
Fenbendazole(Panacur) is a broad spectrum benzimidazole anthelmintic used against gastrointestinal parasites with an IC5 of about 0.01 µg/ml. Drug interactions may occur if using bromsalan flukicides such as dibromsalan and tribromsalan. Abortions in cattle and death in sheep have been reported after using these medications together. In a study, the LC90s of albendazole and mebendazole were 0.92 to 2.1µg/ml, and those of fenbendazole were 0.06 to 0.07µg/ml; the latter are eight to ninefold lower than the LC90s of amphotericin B that were obtained. [1][2]

Sigma Aldrich - F5396

包装
5, 100 g in poly bottle

Sigma Aldrich - 35032

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

Toronto Research Chemicals - F246750

An anthelmintic (Nematodes).

REFERENCES

• http://en.wikipedia.org/wiki/Fenbendazole
• Baeder, C., et al.: Experientia, 30, 753 (1974)
• Van der Put, E., et al.: J. Immunol., 173, 818 (1974)
• Frasca, D., et al.: J. Immunol., 175, 6633 (1974)