D214256
5,5-Diphenyl-2-thiohydantoin
99%
Synonym(s):
5,5-Diphenyl-2-thioxo-4-imidazolidinone, 5,5-Diphenylimidazolidine-4-one-2-thione, DPTH
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About This Item
Empirical Formula (Hill Notation):
C15H12N2OS
CAS Number:
Molecular Weight:
268.33
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
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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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
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
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
Jose Candelario et al.
PloS one, 7(12), e52583-e52583 (2013-01-10)
The molecular pathways by which long chain polyunsaturated fatty acids (LCPUFA) influence skeletal health remain elusive. Both LCPUFA and parathyroid hormone type 1 receptor (PTH1R) are known to be involved in bone metabolism while any direct link between the two
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