156361
Hydantoin
98%
Synonym(s):
2,4-Imidazolidinedione, Glycolylurea
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C3H4N2O2
CAS Number:
Molecular Weight:
100.08
Beilstein:
110598
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
powder
mp
218-220 °C (lit.)
SMILES string
O=C1CNC(=O)N1
InChI
1S/C3H4N2O2/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7)
InChI key
WJRBRSLFGCUECM-UHFFFAOYSA-N
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Related Categories
Application
Reactant for synthesis of:
N-benzyl aplysinopsin analogs as anticancer agents
D-glutamic acid based inhibitors
Antidiabetic chromonyl-2,4-thiazolidinediones
GSK-3β inhibitors with brain permeability
Thiazolidinedione derivatives as 15-PGDH inhibitors
Radio-sensitizing agents
N-benzyl aplysinopsin analogs as anticancer agents
D-glutamic acid based inhibitors
Antidiabetic chromonyl-2,4-thiazolidinediones
GSK-3β inhibitors with brain permeability
Thiazolidinedione derivatives as 15-PGDH inhibitors
Radio-sensitizing agents
The product has been used as a substrate (at 40 °C and pH 9.0) to determine the D-hydantoinase activity in adzuki bean extract.
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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June Izquierdo et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(53), 12431-12438 (2019-07-19)
A bifunctional amine/squaramide catalyst promoted direct aldol addition of an hydantoin surrogate to pyridine 2-carbaldehyde N-oxides to afford adducts bearing two vicinal tertiary/quaternary carbons in high diastereo- and enantioselectivity (d.r. up to >20:1; ee up to 98 %) is reported. Acid
Effect of treatment with compressed CO2 and propane on D-hydantoinase activity
Andrade JM, et al.
Journal of Supercritical Fluids, 46(2), 342-350 (2008)
Y Thirupathi Reddy et al.
Bioorganic & medicinal chemistry letters, 20(2), 600-602 (2009-12-17)
A series of (Z)-5-((N-benzyl-1H-indol-3-yl)methylene)imidazolidine-2,4-dione (9a-9m) and 5-((N-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione (10a-10i) derivatives that incorporate a variety of aromatic substituents in both the indole and N-benzyl moieties have been synthesized. These analogs were evaluated for their radiosensitization activity against the HT-29 cell line. Three
Lixuan Zhan et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 33(1), 1313-1329 (2018-08-28)
Hypoxic preconditioning (HPC) alleviates the selective and delayed neuronal death in the hippocampal CA1 region induced by transient global cerebral ischemia (tGCI). This type of cell death may include different programmed cell death mechanisms, namely, apoptosis and necroptosis. Although apoptotic
Mohammad A Khanfar et al.
Journal of medicinal chemistry, 53(24), 8534-8545 (2010-11-19)
Dysregulation of glycogen synthase kinase (GSK-3β) is implicated in the pathophysiology of many diseases, including type-2 diabetes, stroke, Alzheimer's, and others. A multistage virtual screening strategy designed so as to overcome known caveats arising from the considerable flexibility of GSK-3β
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