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Merck
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Key Documents

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156361

Sigma-Aldrich

Hydantoin

98%

Sinónimos:

2,4-Imidazolidinedione, Glycolylurea

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About This Item

Fórmula empírica (notación de Hill):
C3H4N2O2
Número de CAS:
461-72-3
Peso molecular:
100.08
Beilstein/REAXYS Number:
110598
EC Number:
207-313-3
MDL number:
MFCD00005259
UNSPSC Code:
12352100
PubChem Substance ID:
24849609
NACRES:
NA.22

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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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
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
Meltem Ceylan-Ünlüsoy et al.
Journal of enzyme inhibition and medicinal chemistry, 25(6), 784-789 (2010-08-07)
A series of chromonyl-2,4-thiazolidinediones/imidazolidinediones/2-thioxo-imidazolidine-4-ones (IIIa-i, IVa-i) was prepared by Knoevenagel reaction of 2,4-thiazolidinedione/2,4-imidazolidinedione/2-thioxo-imidazolidine-4-one (IIa-c) with 2/3-formyl chromone (Ia-b) and then alkylation with methyl/ethyl iodide. The prepared compounds were tested for their insulinotropic activities in INS-1 cells. Compounds ıVb and ıVc
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)
I Hauksson et al.
The British journal of dermatology, 174(2), 371-379 (2015-10-20)
Formaldehyde is a well-known contact sensitizer. Formaldehyde releasers are widely used preservatives in skincare products. It has been found that formaldehyde at concentrations allowed by the European Cosmetics Directive can cause allergic contact dermatitis. However, we still lack information on
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