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Merck

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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assay

97%

mp

156-157 °C (lit.)

SMILES string

CN1CC(=O)NC1=O

InChI

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

InChI key

RHYBFKMFHLPQPH-UHFFFAOYSA-N

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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[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)
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)
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