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Merck
CN

M49887

1-Methylhydantoin

97%

Synonym(s):

1-Methylimidazolidine-2,4-dione, Dioxy-creatinine, NSC 80560

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About This Item

Empirical Formula (Hill Notation):
C4H6N2O2
CAS Number:
Molecular Weight:
114.10
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
210-460-6
MDL number:
Assay:
97%
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InChI key

RHYBFKMFHLPQPH-UHFFFAOYSA-N

InChI

1S/C4H6N2O2/c1-6-2-3(7)5-4(6)8/h2H2,1H3,(H,5,7,8)

SMILES string

CN1CC(=O)NC1=O

assay

97%

mp

156-157 °C (lit.)

Quality Level

Application

Reactant for organocatalytic tandem three component reactions of aldehyde, alkyl vinyl ketone, and amide

Reactant for synthesis of:
  • Selective angiotensin II AT2 receptor agonists with reduced CYP 450 inhibition
  • Allosteric glucokinase activators
  • Hydantoin derivatives with antiproliferative activity
  • Thiohydantoins
  • P2X7 receptor antagonists

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Bo Yang et al.
Renal failure, 29(8), 1025-1029 (2007-12-11)
1-Methylhydantoin is produced by bacterial creatinine deaminase in the intestinal tract of uremic patients and retaken up into the body. The present study was designed to explore the toxic effect of 1-methylhydantoin on renal proximal tubular cells in vitro. HK-2
K Ienaga et al.
Biochimica et biophysica acta, 967(3), 441-443 (1988-12-15)
The metabolic pathway of 1-methylhydantoin (2) via 5-hydroxy-1-methylhydantoin (3), methylparabanic acid (4) and N5-methyloxaluric acid (5) proved to be a major and general one in mammals. Hence the formation of (3), which has not been detected in normal tissue, is
[1-Methylhydantoin, an unexpected metabolite of the intelligence-affecting substance dupracetam (author's transl)].
H D Dell et al.
Archiv der Pharmazie, 314(8), 697-702 (1981-08-01)
J M Kim et al.
Biochemical and biophysical research communications, 142(3), 1006-1012 (1987-02-13)
A new enzyme, N-methylhydantoin amidohydrolase, was highly purified from Pseudomonas putida 77: it catalyzes the hydrolysis of N-methylhydantoin to N-carbamoylsarcosine with the concomitant stoichiometric cleavage of ATP to ADP and orthophosphate. The enzyme absolutely requires ATP, MG2+ and K+ for
Hybrid biosensor for clinical and fermentation process control.
I Karube et al.
Annals of the New York Academy of Sciences, 434, 508-511 (1984-01-01)

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