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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:
6843-49-8
Molecular Weight:
190.20
MDL number:
MFCD00005265
UNSPSC Code:
12352100
PubChem Substance ID:
24850901
NACRES:
NA.22

assay

99%

mp

199-201 °C (lit.)

functional group

phenyl

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[1]
Chlorohydantoins[2]
Specific MMP inhibitors[3]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBN5504V
07621JJ
03921PD
03017AQ
11423ER

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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.
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.
Pirkle WH and Gan KZ.
Journal of Chromatography A, 790(1), 65-71 (1997)
B Chankvetadz et al.
Journal of pharmaceutical and biomedical analysis, 15(9-10), 1577-1584 (1997-06-01)
The techniques for a dynamic and permanent reversal of the electroosmotic flow (EOF) were used for the reversal of the enantiomer migration order (EMO) of neutral and cationic analytes in chiral capillary electrophoresis (CE). Native beta-Cd and an anionic CD
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
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