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:
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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
Storage Class Code
11 - Combustible Solids
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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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
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
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
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)
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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