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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:
606021
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

113-117 °C (lit.)

functional group

amine
phenyl

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
M M Simile et al.
Carcinogenesis, 17(7), 1533-1537 (1996-07-01)
S-Adenosyl-L-methionine (SAM) is a strong chemopreventive agent of rat liver carcinogenesis. Examination was made to determine whether inhibition by SAM of the development of preneoplastic liver lesions persists to SAM withdrawal in diethylnitrosamine-initiated F344 rats promoted with thiobenzamide (TB). The
W G Chung et al.
Molecules and cells, 7(6), 738-741 (1998-03-24)
Flavin-containing monooxygenase (FMO), known not to be induced by xenobiotics, has been induced by a polycyclic aromatic hydrocarbon, 3-methylcholanthrene (3MC). We have found a prominent augmentation of hepatic FMO1 both at transcription and translation levels by pretreatment of rats with
Presence of flavin-containing monooxygenase in rat brain.
S Bhamre et al.
Biochemical pharmacology, 42(2), 442-444 (1991-07-05)
T Mizutani et al.
Toxicology letters, 85(2), 101-105 (1996-05-01)
The hepatotoxicity of the 3 isomers of para-substituted thiobenzamides and the 3 isomers of 2-(para-substituted phenyl)-4-methylthiazoles was evaluated in mice depleted of glutathione (GSH) by pretreatment with buthionine sulfoximine (BSO). In accordance with previous studies with the rat, p-methoxythiobenzamide was

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