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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
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
Related Categories
Application
Reactant for organocatalytic tandem three component reactions of aldehyde, alkyl vinyl ketone, and amide
Reactant for synthesis of:
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
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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)
M W Sundberg et al.
Clinical chemistry, 29(4), 645-649 (1983-04-01)
We developed a thin-film enzymic assay for creatinine that makes use of creatinine iminohydrolase (EC 3.5.4.21) to convert creatinine to N-methylhydantoin and ammonia. The ammonia diffuses through a semipermeable layer and is quantitated by reaction with bromphenol blue. A paired
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
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