methyl N-{6-[hydroxy(phenyl)methyl]-1H-1,3-benzodiazol-2-yl}carbamate

• ChemBase ID: 156495
• Molecular Formular: C16H15N3O3
• Molecular Mass: 297.3086
• Monoisotopic Mass: 297.11134136
• SMILES: COC(=O)Nc1[nH]c2cc(ccc2n1)C(c1ccccc1)O
• Canonical SMILES: COC(=O)Nc1nc2c([nH]1)cc(cc2)C(c1ccccc1)O
• InChI: InChI=1S/C16H15N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9,14,20H,1H3,(H2,17,18,19,21)
• InChIKey: IIQKUGXEGMZCLE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-{6-[hydroxy(phenyl)methyl]-1H-1,3-benzodiazol-2-yl}carbamate; methyl N-{5-[hydroxy(phenyl)methyl]-1H-1,3-benzodiazol-2-yl}carbamate
• IUPAC Traditional name: methyl N-{5-[hydroxy(phenyl)methyl]-3H-1,3-benzodiazol-2-yl}carbamate; methyl N-{5-[hydroxy(phenyl)methyl]-1H-1,3-benzodiazol-2-yl}carbamate
• Synonyms: Methyl 5-[(RS)-α-hydroxybenzyl]-1H-benzimidazole-2-carbamate; 5-Hydroxymebendazole; [5-(Hydroxyphenylmethyl)-1H-benzimidazol-2-yl]carbamic Acid Methyl Ester; R 19167; rac Dihydro Mebendazole

Database IDs

• CAS Number: 60254-95-7
• Beilstein Number: 4537623
• PubChem SID: 162250633
• PubChem CID: 43242

CALCULATED PROPERTIES

• Acid pKa: 9.659819
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.7979078
• LogD (pH = 7.4): 2.8152964
• Log P: 2.817646
• Molar Refractivity: 82.0271 cm^3
• Polarizability: 32.261806 Å^3
• Polar Surface Area: 87.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White to Off-White Solid
• Melting Point: >245°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Grade: VETRANAL™, analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C16H15N3O3

DETAILS

Sigma Aldrich - 35404

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - D449320

The reduced metabolite of Mebendazole (M200500).

REFERENCES

• Facino, R., et al.: Biol. Mass Spectrom, 21, 195 (1992)
• Iosifidou, E., et al.: Drug Metab. Dispos., 25, 317 (1992)
• De Ruyck, H., et al.: J. Agric. Food Chem., 49, 610 ( 2001),