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D214256

Sigma-Aldrich

5,5-Diphenyl-2-Thiohydantoin

99%

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C15H12N2OS
CAS-Nummer:
21083-47-6
Molekulargewicht:
268.33
EG-Nummer:
244-201-3
MDL-Nummer:
MFCD00005278
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24893640
NACRES:
NA.22

Assay

99%

Form

powder

mp (Schmelzpunkt)

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)

InChIKey

AMDPNECWKZZEBQ-UHFFFAOYSA-N

Angaben zum Gen

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

Anwendung

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (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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