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533653

Sigma-Aldrich

5-Methylhydantoin

97%

Synonym(s):

5-Methyl-2,4-imidazolidinedione

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About This Item

Empirical Formula (Hill Notation):
C4H6N2O2
CAS Number:
616-03-5
Molecular Weight:
114.10
MDL number:
MFCD00022398
UNSPSC Code:
12352100
PubChem Substance ID:
24877981
NACRES:
NA.22

Quality Level

100

assay

97%

mp

148-152 °C (lit.)

SMILES string

CC1NC(=O)NC1=O

InChI

1S/C4H6N2O2/c1-2-3(7)6-4(8)5-2/h2H,1H3,(H2,5,6,7,8)

InChI key

VMAQYKGITHDWKL-UHFFFAOYSA-N

Related Categories

Application

Reactant for:
Preparation of N-chlorohydantoins
The Mitsunobu reaction
Pseudomonas putida strain allowing conversion into L-amino acids
D-hydantoinase from Agrobacteria tumefaceins
Eznymatic racemization

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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C L Soong et al.
FEMS microbiology letters, 158(1), 51-55 (1998-02-07)
Cyclic imide-transforming activity was found to be widely distributed in bacteria, yeast and molds. This activity was not correlated with cyclic ureide-transforming activity in bacteria, but there was some correlation in yeast and molds. These two activities are probably catalyzed
[Studies on the chemical constituents of Pueraria lobata].
M H Chen
Zhong yao tong bao (Beijing, China : 1981), 10(6), 34-36 (1985-06-01)
B A Nogueira et al.
The journal of physical chemistry. A, 124(31), 6303-6318 (2020-06-10)
The conformational space of 5-acetic acid hydantoin {5AAH; [2-(2,5-dioxoimidazolidin-4-yl)acetic acid]} was investigated by quantum chemical calculations performed at the DFT(B3LYP)/6-311++G(d,p) level of theory. A total of 13 conformers were located in the potential energy surface of the molecule, six of
M L Niku-Paavola et al.
Journal of applied microbiology, 86(1), 29-35 (1999-04-13)
New types of antimicrobial compounds were identified in the culture filtrate of Lactobacillus plantarum VTT E-78076. Activity was detected in the low molecular mass fraction separated by gel chromatography. This fraction totally inhibited the growth of the Gram-negative test organism
Sam Dawbaa et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1051, 84-91 (2017-03-24)
Oxidative stress is considered as one of the significant causes of DNA damage which in turn contributes to cell death through a series of intermediate processes such as cancer formation, mutation, and aging. Natural sources such as plant and fruit
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