5-(2H3)methoxy-1H-1,3-benzodiazole-2-thiol

• ChemBase ID: 172988
• Molecular Formular: C8H8N2OS
• Molecular Mass: 180.22692
• Monoisotopic Mass: 180.03573389
• SMILES: c1(ccc2c(c1)nc([nH]2)S)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)S
• InChI: InChI=1S/C8H8N2OS/c1-11-5-2-3-6-7(4-5)10-8(12)9-6/h2-4H,1H3,(H2,9,10,12)
• InChIKey: KOFBRZWVWJCLGM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(^2H₃)methoxy-1H-1,3-benzodiazole-2-thiol
• IUPAC Traditional name: 5-(^2H₃)methoxy-1H-1,3-benzodiazole-2-thiol
• Synonyms: 1,3-Dihydro-5-methoxy-2H-benzimidazole-2-thione-d3; 2-Mercapto-5-methoxy-1H-benzimidazole-d3; 2-Mercapto-5-methoxybenzimidazole-d3; 5-Methoxy-1H-benzimidazole-2-thiol-d3; 5-Methoxy-2-benzimidazolethiol-d3; 5-(Methoxy-d3)-2-mercaptobenzimidazole

Database IDs

• PubChem SID: 164228898
• PubChem CID: 45039724

CALCULATED PROPERTIES

• Acid pKa: 7.916847
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.7878842
• LogD (pH = 7.4): 1.7675252
• Log P: 1.8792899
• Molar Refractivity: 48.9148 cm^3
• Polarizability: 20.226757 Å^3
• Polar Surface Area: 37.91 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Methanol
• Apperance: Light-Brown Solid
• Melting Point: 253-255°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M262762

Reagent used in the synthesis of labelled COX-2 inhibitors

REFERENCES

• Frechette, S., et al.: Bioorg. Med. Chem. Lett., 18, 1502 (2008)
• Zhang, R., et al.: Eur. J. Med. Chem., 44, 3771 (2008)