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148229

Sigma-Aldrich

Thiobenzamide

98%

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About This Item

Linear Formula:
C6H5CSNH2
CAS Number:
2227-79-4
Molecular Weight:
137.20
Beilstein/REAXYS Number:
606021
EC Number:
218-765-6
MDL number:
MFCD00008060
UNSPSC Code:
12352100
PubChem Substance ID:
24848890
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
GHS06

signalword

Danger

hcodes

H301

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

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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
D R Doerge et al.
Biochemistry, 30(37), 8960-8964 (1991-09-17)
The mechanism of organosulfur oxygenation by peroxidases [lactoperoxidase (LPX), chloroperoxidase, thyroid peroxidase, and horseradish peroxidase] and hydrogen peroxide was investigated by use of para-substituted thiobenzamides and thioanisoles. The rate constants for thiobenzamide oxygenation by LPX/H2O2 were found to correlate with
J M Domagala et al.
Drug design and discovery, 15(1), 49-61 (1997-05-01)
Substituted 2,2'-dithiobisbenzamides and 2-benzisothiazolones were prepared and shown to possess low microM activity with high therapeutic indices against HIV-1, HIV-2 and SIV in cell culture. The mechanism of antiviral action was determined to be directed toward the nucleocapsid protein (NCp7)
E Chieli et al.
Archives of toxicology, 64(2), 122-127 (1990-01-01)
The effect of acetone pretreatment (5% in drinking water for 10 days on rat liver metabolism and toxicity of thiobenzamide (TB) was investigated. Hepatic microsomes from acetone-pretreated rats showed a significant increase of TB-S-oxidation rate which, on the basis of
A K Naidu et al.
Research communications in chemical pathology and pharmacology, 71(2), 175-188 (1991-02-01)
Earlier this laboratory recognized lipoxygenase catalyzed reactions as a novel pathway for xenobiotic metabolism. To further explore the spectrum of reactions catalyzed by lipoxygenase, sulfoxidation of thiobenzamide was studied. Purified soybean lipoxygenase was found to oxidize thiobenzamide to thiobenzamide sulfoxide
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