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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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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)
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
Biomolecular modules for creatinine determination.
A Warsinke et al.
Annals of the New York Academy of Sciences, 799, 541-544 (1996-10-12)



Global Trade Item Number

SKUGTIN
M49887-25G04061833327647