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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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InChI key

YAMHXTCMCPHKLN-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1NCCN1

assay

96%

Quality Level

Gene Information

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

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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

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
Shelley L Aldrich et al.
Military medicine, 176(5), 584-585 (2011-06-04)
Ethylene urea/melamine formaldehyde resin (permanent press) is a common fabric finishing agent added to Army Combat Uniforms for a wrinkle-free appearance and to strengthen the fabric. We describe the case of an active duty U.S. Army soldier with a diffuse
Residues of mancozeb, 2-imidazoline, and ethyleneurea in tomato and potato crops after field treatment with mancozeb.
W H Newsome
Journal of agricultural and food chemistry, 27(6), 1188-1190 (1979-11-01)
D A Kuznetsov et al.
Cancer letters, 34(1), 61-66 (1987-01-01)
Daily intragastric administration of a carcinogen N,N'-ethylenethiourea (ETU) (85 mg/kg body wt, congruent to 0.1 DL50) leads to significant polyadenylate polymerase (PAP) activity in rat blood serum by the 10th day of experiment. A similar course of N,N'-ethyleneurea (EU) fails
Synthesis and antimicrobial activity of new heterocycles obtained using cyanoacetylation
Sh. M. Abu-Bakr, et al.,
Pharmaceutical Chemistry Journal, 44, 433-437 (2010)

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