methyl N-{5-[(4-fluorophenyl)(hydroxy)methyl]-1H-1,3-benzodiazol-2-yl}carbamate

• ChemBase ID: 170592
• Molecular Formular: C16H14FN3O3
• Molecular Mass: 315.2990632
• Monoisotopic Mass: 315.10191954
• SMILES: c1(ccc(cc1)C(c1cc2c(cc1)[nH]c(n2)NC(=O)OC)O)F
• Canonical SMILES: COC(=O)Nc1[nH]c2c(n1)cc(cc2)C(c1ccc(cc1)F)O
• InChI: InChI=1S/C16H14FN3O3/c1-23-16(22)20-15-18-12-7-4-10(8-13(12)19-15)14(21)9-2-5-11(17)6-3-9/h2-8,14,21H,1H3,(H2,18,19,20,22)
• InChIKey: GONRXGWUUBPRKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-{5-[(4-fluorophenyl)(hydroxy)methyl]-1H-1,3-benzodiazol-2-yl}carbamate
• IUPAC Traditional name: methyl N-{5-[(4-fluorophenyl)(hydroxy)methyl]-1H-1,3-benzodiazol-2-yl}carbamate
• Synonyms: N-[6-[(4-Fluorophenyl)hydroxymethyl]-1H-benzimidazol-2-yl]carbamic Acid Methyl Ester; [5-[(4-Fluorophenyl)hydroxymethyl]-1H-benzimidazol-2-yl]carbamic Acid Methyl Ester; Reduced-flubendazole; UMF 060; Hydroxy Flubendazole

Database IDs

• CAS Number: 82050-12-2
• PubChem SID: 164226502
• PubChem CID: 10313591

CALCULATED PROPERTIES

• Acid pKa: 9.659814
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.94061
• LogD (pH = 7.4): 2.9579983
• Log P: 2.960348
• Molar Refractivity: 82.2435 cm^3
• Polarizability: 31.939787 Å^3
• Polar Surface Area: 87.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H942455

Hydroxy Flubendazole is a metabolite of the anthelmintic Flubendazole (F418500).

REFERENCES

• Meuldermans, W., et al.: Eur. J. Drug Metab. Pharmacokinet., 1, 35 (1976)
• Dusi, G., et al.: J. Pharmaceut. Biomed. Anal., 38, 375 (1976)
• Cvilink, V., et al.: Vet. Parasitol., 151, 242 (1976)