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156361

Hydantoin

Name: Hydantoin
Brand: ALDRICH

98%

Synonym(s):

2,4-Imidazolidinedione, Glycolylurea

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About This Item

Empirical Formula (Hill Notation):

C₃H₄N₂O₂

CAS Number:

461-72-3

Molecular Weight:

100.08

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24849609

EC Number:

207-313-3

Beilstein/REAXYS Number:

110598

MDL number:

MFCD00005259

Assay:

98%

Form:

powder

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Properties

Quality Level

100

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

Description

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Asymmetric Synthesis of Adjacent Tri- and Tetrasubstituted Carbon Stereocenters: Organocatalytic Aldol Reaction of an Hydantoin Surrogate with Azaarene 2-Carbaldehydes.

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

Novel substituted (Z)-5-((N-benzyl-1H-indol-3-yl)methylene)imidazolidine-2,4-diones and 5-((N-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-triones as potent radio-sensitizing agents.

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

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)

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Global Trade Item Number

SKU	GTIN
156361-100G	04061838742667
156361-500G	04061838742674