5-methoxy-1H-1,3-benzodiazole-2-thiol

• ChemBase ID: 33346
• Molecular Formular: C8H8N2OS
• Molecular Mass: 180.22692
• Monoisotopic Mass: 180.03573389
• SMILES: n1c([nH]c2c1cc(cc2)OC)S
• 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-methoxy-1H-1,3-benzodiazole-2-thiol
• IUPAC Traditional name: 5-methoxy-1H-1,3-benzodiazole-2-thiol
• Synonyms: 5-Methoxy-2-benzimidazolethiol; 5-Methoxy-2-mercaptobenzimidazole; 2-Mercapto-5-methoxybenzimidazole; 5-Methoxy-1H-benzimidazole-2-thiol; 2-Mercapto-5-methoxybenzimidazole; 5-Methoxy-1H-benzimidazole-2-thiol 99%; 5-methoxy-1H-1,3-benzodiazole-2-thiol; 1,3-Dihydro-5-methoxy-2H-benzimidazole-2-thione; 2-Mercapto-5-methoxy-1H-benzimidazole; 5-Methoxy-1H-benzimidazole-2-thiol; 5-Methoxy-2-benzimidazolethiol; 5-Methoxy-2-mercaptobenzimidazole; 5-甲氧基-2-巯基苯并咪唑; 5-甲氧基-2-苯并咪唑硫醇

Database IDs

• CAS Number: 37052-78-1
• EC Number: 253-326-2
• MDL Number: MFCD00126388; MFCD00134581
• Beilstein Number: 3605123
• PubChem SID: 160996653; 24863899
• PubChem CID: 665603

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: 20.226074 Å^3
• Polar Surface Area: 37.91 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 253-256°C (dec.); 255-259°C; 255-263°C; 261 - 263°C; 261-263 °C(lit.)
• Hydrophobicity(logP): 1.607

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: Air Sensitive; IRRITANT; Irritant/Air Sensitive/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 98%; 99%
• Empirical Formula (Hill Notation): C8H8N2OS

DETAILS

Sigma Aldrich - 382485

Packaging
5 g in glass bottle

Toronto Research Chemicals - M262760

Reagent used in the synthesis of 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)