5,6-dichloro-2-methyl-1H-1,3-benzodiazole

• ChemBase ID: 81190
• Molecular Formular: C8H6Cl2N2
• Molecular Mass: 201.05264
• Monoisotopic Mass: 199.99080356
• SMILES: n1c([nH]c2c1cc(c(c2)Cl)Cl)C
• Canonical SMILES: Cc1[nH]c2c(n1)cc(c(c2)Cl)Cl
• InChI: InChI=1S/C8H6Cl2N2/c1-4-11-7-2-5(9)6(10)3-8(7)12-4/h2-3H,1H3,(H,11,12)
• InChIKey: WMOBNOCVMZFPEN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-dichloro-2-methyl-1H-1,3-benzodiazole
• IUPAC Traditional name: 5,6-dichloro-2-methyl-1H-1,3-benzodiazole
• Synonyms: 5,6-Dichloro-2-methyl-1H-benzimidazole; 5,6-Dichloro-2-methylbenzimidazole; 5,6-Dichloro-2-methyl-1H-benzimidazole

Database IDs

• CAS Number: 6478-79-1
• MDL Number: MFCD00276973
• PubChem SID: 162068309
• PubChem CID: 608319

CALCULATED PROPERTIES

• Acid pKa: 12.378336
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8870986
• LogD (pH = 7.4): 2.5652137
• Log P: 2.5906582
• Molar Refractivity: 49.0188 cm^3
• Polarizability: 20.177755 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 238-240°C

Safety Information

• Storage Warning: Irritant

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - D435360

5,6-Dichloro-2-methylbenzimidazole is a benzimidazole with antiparasitic activity. It also shows aminopyrine demethylase-inhibiting activity.

REFERENCES

• Murray, M. et al.: J. Med. Chem., 25, 887 (1982)
• Valdez, J. et al.: Bioorg. Med. Chem., 12, 2221 (1982)