M3205
2-Mercaptobenzimidazole
98%
Synonym(s):
1,3-Dihydro-2H-benzimidazole-2-thione, 2-Benzimidazolethiol
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About This Item
Empirical Formula (Hill Notation):
C7H6N2S
CAS Number:
Molecular Weight:
150.20
Beilstein:
119867
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
mp
300-304 °C (lit.)
SMILES string
S=C1Nc2ccccc2N1
InChI
1S/C7H6N2S/c10-7-8-5-3-1-2-4-6(5)9-7/h1-4H,(H2,8,9,10)
InChI key
YHMYGUUIMTVXNW-UHFFFAOYSA-N
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General description
Application
2-Mercaptobenzimidazole can be used:
- To prepare 2-benzimidazolylthioacetophenones by reacting with aromatic ketones, which is a key intermediate for the synthesis of thiazolo[3,2-a]benzimidazoles.[5]
- To synthesize S-arylated 2-mercapto-benzimidazoles via S-arylation with substituted aryl iodides using CuI and 1,10-phenanthroline.[6]
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Aquatic Chronic 3 - Skin Sens. 1A - STOT RE 2
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 2
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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M Backlund et al.
European journal of biochemistry, 261(1), 66-71 (1999-04-02)
The effect of several structurally different benzimidazole compounds on CYP1A1 expression at the transcriptional, mRNA and protein levels was investigated in the rat hepatoma H4IIE cell line. Omeprazole, thiabendazole, carbendazim, 2-mercaptobenzimidazole and 2-mercapto-5-methoxybenzimidazole caused a dose-dependent increase in CYP1A1 protein
A convenient one-pot synthesis of 2-benzimidazolyl-thioacetophenones and thiazolo [3, 2-a] benzimidazoles
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Tetrahedron, 52(31), 10485-10496 (1996)
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