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Documentos

D214256

Sigma-Aldrich

5,5-Diphenyl-2-thiohydantoin

99%

Sinónimos:

5,5-Diphenyl-2-thioxo-4-imidazolidinone, 5,5-Diphenylimidazolidine-4-one-2-thione, DPTH

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About This Item

Fórmula empírica (notación de Hill):
C15H12N2OS
Número de CAS:
21083-47-6
Peso molecular:
268.33
EC Number:
244-201-3
MDL number:
MFCD00005278
UNSPSC Code:
12352100
PubChem Substance ID:
24893640
NACRES:
NA.22

assay

99%

form

powder

mp

237-239 °C (lit.)

SMILES string

O=C1NC(=S)NC1(c2ccccc2)c3ccccc3

InChI

1S/C15H12N2OS/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)

InChI key

AMDPNECWKZZEBQ-UHFFFAOYSA-N

Gene Information

human ... CNR1(1268) , CNR2(1269)
rat ... Faah(29347)

Application

Reactant for synthesis of:
  • Imidazole derivatives
  • Imidazothiazole and glycocyamidine derivatives for antimicrobial studies
  • Fatty acid amide hydrolase inhibitor templates
  • Anti-cancer agents
  • Hydantoins and thiohydantoins
  • Acyl CoA: cholesterol acyltransferase inhibitors

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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Yuan Liu et al.
Cancer letters, 271(2), 294-305 (2008-07-25)
Previously, we demonstrated that 5,5-diphenyl-2-thiohydantoin (DPTH) exerts an anti-proliferation effect on subcultured human umbilical vein endothelial cells (HUVEC). In the present study, we show that 2(naphthalen-2-ylmethylsulfanyl)-5,5-diphenyl-1,5-dihydro-imidazol-4-one (DPTH-N10), a derivative compound of DPTH, exerts a 5 times stronger inhibition of [3H]thymidine
Hitoshi Yoshino et al.
Bioorganic & medicinal chemistry, 18(23), 8150-8157 (2010-11-06)
A series of 5,5-dimethylthiohydantoin derivatives were synthesized and evaluated for androgen receptor pure antagonistic activities for the treatment of castration-resistant prostate cancer. Since CH4933468, which we reported previously, had a problem with agonist metabolites, novel thiohydantoin derivatives were identified by
Naimeh Moshtael Arani et al.
Ultrasonics sonochemistry, 18(2), 640-643 (2010-10-06)
To obtain a rapid, efficient and mild synthesis of 5,5-diphenylhydantoin and 5,5-diphenyl-2-thiohydantoin derivatives, ultrasonic irradiation has been applied to the reaction mixtures containing substituted benzils and urea or thiourea derivatives catalyzed by KOH in DMSO/H(2)O, which allowed us to achieve
Cheng-Kuo Cheng et al.
Vascular pharmacology, 48(2-3), 138-142 (2008-02-26)
Previously, we identified DPTH, an analogue of antiepileptic drug phenytoin (5,5-diphenylhydantoin, DPT), capable of retarding the cell cycle in the human vascular endothelial cells. Our data suggest that DPTH inhibits human umbilical venous endothelial cells (HUVEC) proliferation by increasing the
H Gerber et al.
Endocrinology, 135(6), 2688-2699 (1994-12-01)
Some years ago, we reported that colloid goiters could be produced experimentally in mice and rats by injection of TSH over a few days in the presence of ample iodine supply. This clearly showed that colloid accumulation and intense TSH
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