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D214256

5,5-Diphenyl-2-thiohydantoin

Name: 5,5-Diphenyl-2-thiohydantoin
Brand: ALDRICH

99%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):

C₁₅H₁₂N₂OS

Numéro CAS:

21083-47-6

Poids moléculaire :

268.33

Numéro CE :

244-201-3

Numéro MDL:

MFCD00005278

Code UNSPSC :

12352100

ID de substance PubChem :

24893640

Nomenclature NACRES :

NA.22

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Sigma-Aldrich

D4007

5,5-Diphenylhydantoin

Pureté

99%

Forme

powder

Pf

237-239 °C (lit.)

Chaîne SMILES

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)

Clé InChI

AMDPNECWKZZEBQ-UHFFFAOYSA-N

Informations sur le gène

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

Pictogrammes

GHS07

Mention d'avertissement

Warning

Mentions de danger

H302 + H312 + H332

Conseils de prudence

P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number

15613TE

S38253

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Transformation of normal thyroids into colloid goiters in rats and mice by diphenylthiohydantoin.

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

Anti-angiogenic action of 5,5-diphenyl-2-thiohydantoin-N10 (DPTH-N10).

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

Design and synthesis of an androgen receptor pure antagonist (CH5137291) for the treatment of castration-resistant prostate cancer.

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

Structure and anti-proliferation function of 5,5-diphenyl-2-thiohydantoin (DPTH) derivatives in vascular endothelial cells.

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

A rapid and efficient ultrasound-assisted synthesis of 5,5-diphenylhydantoins and 5,5-diphenyl-2-thiohydantoins.

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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