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D214256

Sigma-Aldrich

5,5-Diphenyl-2-thiohydantoin

99%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C15H12N2OS
Numero CAS:
21083-47-6
Peso molecolare:
268.33
Numero CE:
244-201-3
Numero MDL:
MFCD00005278
Codice UNSPSC:
12352100
ID PubChem:
24893640
NACRES:
NA.22

Saggio

99%

Forma fisica

powder

Punto di fusione

237-239 °C (lit.)

Stringa SMILE

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)
AMDPNECWKZZEBQ-UHFFFAOYSA-N

Informazioni sul gene

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

Applicazioni

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302 + H312 + H332

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
15613TE
S38253

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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
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
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
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
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