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148229

Sigma-Aldrich

Thiobenzamide

98%

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About This Item

Linear Formula:
C6H5CSNH2
CAS Number:
Molecular Weight:
137.20
Beilstein/REAXYS Number:
606021
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

113-117 °C (lit.)

SMILES string

NC(=S)c1ccccc1

InChI

1S/C7H7NS/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9)

InChI key

QIOZLISABUUKJY-UHFFFAOYSA-N

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Application

Thiobenzamide was used to prepare amide and amidine adducts. It was also used in the synthesis of 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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Chemical Research in Toxicology. In this issue.
Chemical research in toxicology, 21(7), 1320-1321 (2008-07-22)
A Kubo et al.
Archives of biochemistry and biophysics, 345(2), 271-277 (1997-10-06)
The flavin-containing monooxygenases (FMOs) are a family of flavoenzymes and contain one molecule of FAD per monomer. In order to demonstrate where FMO interacts with FAD, four mutants for the rat liver FMO1 protein were expressed in yeast and characterized.
Keisuke Ikehata et al.
Chemical research in toxicology, 21(7), 1432-1442 (2008-06-13)
Thiobenzamide (TB) is a potent hepatotoxin in rats, causing dose-dependent hyperbilirubinemia, steatosis, and centrolobular necrosis. These effects arise subsequent to and appear to result from the covalent binding of the iminosulfinic acid metabolite of TB to cellular proteins and phosphatidylethanolamine
P Joseph et al.
Placenta, 14(3), 309-319 (1993-05-01)
Human term placental peroxidase [donor: hydrogen peroxide (H2O2) oxidoreductase] from non-smoking women was purified by extraction of the membrane fraction with 0.5 M Ca2+ followed by affinity chromatography on concanavalin A, hydrophobic chromatography on phenyl sepharose CL-4B and gel filtration
Yakov M Koen et al.
Chemical research in toxicology, 26(4), 564-574 (2013-03-08)
Thioacetamide (TA) has long been known as a hepatotoxicant whose bioactivation requires S-oxidation to thioacetamide S-oxide (TASO) and then to the very reactive S,S-dioxide (TASO2). The latter can tautomerize to form acylating species capable of covalently modifying cellular nucleophiles including

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