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180823

Sigma-Aldrich

5-Methyl-5-phenylhydantoin

99%

Synonym(s):

5-Methyl-5-phenylimidazolidine-2,4-dione, NSC 14839

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About This Item

Empirical Formula (Hill Notation):
C10H10N2O2
CAS Number:
Molecular Weight:
190.20
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

mp

199-201 °C (lit.)

separation technique

chiral

SMILES string

CC1(NC(=O)NC1=O)c2ccccc2

InChI

1S/C10H10N2O2/c1-10(7-5-3-2-4-6-7)8(13)11-9(14)12-10/h2-6H,1H3,(H2,11,12,13,14)

InChI key

JNGWGQUYLVSFND-UHFFFAOYSA-N

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Application

Reactant for synthesis of:
Beta-amino alcohols as inhibitors of anti-tubercular target N-acetyltransferase
Chlorohydantoins
Specific MMP inhibitors

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Daniel C Whitehead et al.
Tetrahedron letters, 50(6), 656-658 (2010-02-17)
A simple and efficient methodology for the preparation of N-chlorinated hydantoins is presented. These versatile chlorenium sources were isolated in high yield after a simple recrystallization. Among the ten examples are the first chiral N-chlorohydantoins.
Garrett Hellinghausen et al.
Journal of chromatography. A, 1574, 1-8 (2018-09-15)
In some cases, trace component analysis only requires a sensitive and high-resolution mass spectrometer. However, enantiomers must be completely separated to be differentiated with a mass spectrometer, which is highly dependent on the stationary-mobile phase composition. In case of a
Elizabeth Fullam et al.
Bioorganic & medicinal chemistry letters, 21(4), 1185-1190 (2011-01-22)
The synthesis and inhibitory potencies of a novel series of β-amino alcohols, based on the hit-compound 3-[3'-(4''-cyclopent-2'''-en-1'''-ylphenoxy)-2'-hydroxypropyl]-5,5 dimethylimidazolidine-2,4-dione as specific inhibitors of mycobacterial N-acetyltransferase (NAT) enzymes are reported. Effects of synthesised compounds on growth of Mycobacterium tuberculosis have been determined.
Adriana Bakalova et al.
European journal of medicinal chemistry, 38(6), 627-632 (2003-07-02)
The interaction of cis-dichlorodiaminplatinum(II) (cis-DDP) with 2,4-imidazolidenedione-5-methyl-5-phenyl was studied. The method of preparation of the new Pt(II) complex consisted in precipitation of chloride ions from cis-DDP via a diaqua complex and reaction with the ligand in water-organic media. On the
Pirkle WH and Gan KZ.
Journal of Chromatography A, 790(1), 65-71 (1997)

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