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161454

Sigma-Aldrich

5-(p-Methylphenyl)-5-phenylhydantoin

≥99%

Synonym(s):

5-(4-Methylphenyl)-,5-phenylimidazolidine-2,4-dione, 5-Phenyl-5-(p-tolyl)hydantoin, MPPH, NSC 32105

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About This Item

Empirical Formula (Hill Notation):
C16H14N2O2
CAS Number:
51169-17-6
Molecular Weight:
266.29
EC Number:
257-028-3
MDL number:
MFCD00005263
UNSPSC Code:
12352100
PubChem Substance ID:
24849929

Quality Level

100

assay

≥99%

form

powder

mp

225-226 °C (lit.)

solubility

soluble 50 mg/mL, clear to slightly hazy, colorless to light yellow (DMF:HCl(2:1))

functional group

phenyl

SMILES string

Cc1ccc(cc1)C2(NC(=O)NC2=O)c3ccccc3

InChI

1S/C16H14N2O2/c1-11-7-9-13(10-8-11)16(12-5-3-2-4-6-12)14(19)17-15(20)18-16/h2-10H,1H3,(H2,17,18,19,20)

InChI key

WPAPSGQWYNPWCZ-UHFFFAOYSA-N

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Application

5-(p-Methylphenyl)-5-phenylhydantoin was used as internal standard in quantitative determination of phenytoin in brain microdialysate, saliva and blood from human samples by GC-MS method [1]. It was used in DMD-test to determine chromatographic properties of C8- or C18-bonded phases for clinical and forensic toxicological screening[2].
Reactant for synthesis of N-chlorohydantoins

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Repr. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
S15755
S15755V
14422PN
07510HA
06517BQ

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A simple test to characterise C8/C18-bonded phases, particularly for toxicological screening.
Daldrup T and Kardel B.
Chromatographia, 18(2), 81-83 (1984)
T M Hassell et al.
Epilepsia, 25(5), 556-563 (1984-10-01)
The metabolism of sodium phenytoin (PHT) in the cat was studied by gas-liquid chromatographic analyses of the drug and its metabolites extracted from plasma, urine, and feces during a 5-month course of daily oral administration. Plasma PHT levels of 15-18
Jean-Baptiste Rivière et al.
Nature genetics, 44(8), 934-940 (2012-06-26)
Megalencephaly-capillary malformation (MCAP) and megalencephaly-polymicrogyria-polydactyly-hydrocephalus (MPPH) syndromes are sporadic overgrowth disorders associated with markedly enlarged brain size and other recognizable features. We performed exome sequencing in 3 families with MCAP or MPPH, and our initial observations were confirmed in exomes
Helena Fels et al.
Forensic science international, 277, e30-e35 (2017-05-17)
In this study, two fatalities associated with the synthetic opioids AH-7921 and MT-45 are reported. Within the last few years, both compounds have emerged on the recreational drug market and are sold as "research chemicals" on the internet. In the
Raphael Hösli et al.
Journal of analytical toxicology, 37(2), 102-109 (2013-01-18)
This study describes the development and validation of a gas chromatography-mass spectrometry (GC-MS) method to identify and quantitate phenytoin in brain microdialysate, saliva and blood from human samples. A solid-phase extraction (SPE) was performed with a nonpolar C8-SCX column. The
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