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

• ChemBase ID: 41691
• Molecular Formular: C7H4Cl2N2
• Molecular Mass: 187.02606
• Monoisotopic Mass: 185.9751535
• SMILES: n1c2c(cc(c(c2)Cl)Cl)[nH]c1
• Canonical SMILES: Clc1cc2[nH]cnc2cc1Cl
• InChI: InChI=1S/C7H4Cl2N2/c8-4-1-6-7(2-5(4)9)11-3-10-6/h1-3H,(H,10,11)
• InChIKey: IPRDZAMUYMOJTA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-dichloro-1H-1,3-benzodiazole
• IUPAC Traditional name: 5,6-dichloro-1H-1,3-benzodiazole
• Synonyms: 5,6-Dichloro-1H-1,3-benzimidazole; 5,6-Dichloro-1H-benzimidazole; 5,6-Dichloro-1H-benzo[d]imidazole; 5,6-Dichloro-1H-benzimidazole; NSC 326397; NSC 63938; 5,6-Dichlorobenzimidazole

Database IDs

• CAS Number: 6478-73-5
• MDL Number: MFCDN/AN/A211325; MFCD00211325
• PubChem SID: 162046454
• PubChem CID: 331775

CALCULATED PROPERTIES

• Acid pKa: 11.925377
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.1438851
• LogD (pH = 7.4): 2.4606042
• Log P: 2.4675934
• Molar Refractivity: 44.5781 cm^3
• Polarizability: 18.419304 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Purple Solid
• Melting Point: 205 - 206 °C; 205-206°C

Safety Information

• Storage Warning: IRRITANT; Irritant/Store under Argon
• TSCA Listed: false

Product Information

• Purity: >95%; 95+%

DETAILS

Toronto Research Chemicals - D431900

A benzimidazole derivative as potent inhibitor of milk xanthine oxidase.

REFERENCES

• Lackner, T., et al.: Drugs, 38, 204 (1989)
• Sheehan, D., et al.: Microbiol. Rev., 12, 40 (1989)
• Okamoto, K., et al.: J. Biol. Chem., 278, 1848 (2003)