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Merck
CN

I601

2-Imidazolidone

96%

Synonym(s):

2-Oxoimidazolidine, N,N′-Ethyleneurea

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About This Item

Empirical Formula (Hill Notation):
C3H6N2O
CAS Number:
Molecular Weight:
86.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-436-4
Beilstein/REAXYS Number:
106252
MDL number:
Assay:
96%
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Quality Level

assay

96%

mp

129-132 °C (lit.)

SMILES string

O=C1NCCN1

InChI

1S/C3H6N2O/c6-3-4-1-2-5-3/h1-2H2,(H2,4,5,6)

InChI key

YAMHXTCMCPHKLN-UHFFFAOYSA-N

Gene Information

human ... EPHX2(2053)
mouse ... Ephx2(13850)

Application

Reactant for synthesis of:
  • Chiral microporous materials from achiral precursors
  • Aryl and heteroaryl N-acylureas via microwave-assisted palladium-catalyzed carbonylation
  • A highly water-soluble peptide based human neutrophil elastase inhibitor
  • Heterocycles by cyanoacetylation for antimicrobial use

Reactant for:
  • Pd-catalyzed C-N bond formation with heteroaromatic tosylates
  • Oxidative amidation of activated alkenes


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pictograms

Health hazardExclamation mark

target_organs

Thyroid

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

signalword

Danger

Hazard Classifications

ED HH 1 - Eye Irrit. 2 - Repr. 1B - STOT RE 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects



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Mette L H Mantel et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(18), 5437-5442 (2010-04-09)
A protocol for the palladium(0)-catalyzed amidation of heteroaromatic tosylates was successfully developed. The methodology proved to be effective for a variety of heteroaryl tosylates including the pyridine, pyrimidine, quinoline and quinoxaline ring systems. Successful carbon-nitrogen bond formation with these heteroaryl
Alaa A-M Abdel-Aziz et al.
Bioorganic & medicinal chemistry letters, 22(5), 2008-2014 (2012-02-10)
Novel series of 1-(arenesulfonyl)imidazolidin-2-one (3a-i) and 1,3-bis(arenesulfonyl)imidazolidin-2-one (5a-i) have been synthesized and tested for their antitumor activity against 60 tumor cell lines taken from nine different organs. A significant inhibition for cancer cells was observed with series 5a-i compounds compared
Rafael Bautista et al.
The Journal of organic chemistry, 76(19), 7901-7911 (2011-08-17)
An efficient and versatile synthesis of novel exo-imidazolidin-2-one dienes is described. This involves the base-assisted condensation/cyclization cascade reaction of the monoimino derivatives of diacetyl with a series of isocyanates. This methodology enables preparation of symmetrical dienes, as long as the



Global Trade Item Number

SKUGTIN
I601-500G04061833857656
I601-1KG04061826718414
I601-25G04061833327487