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Merck

E0753

4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one

analytical standard, for drug analysis

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About This Item

Empirical Formula (Hill Notation):
C12H11NO3
CAS Number:
Molecular Weight:
217.22
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
239-713-9
MDL number:
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Quality Level

assay

≥90% (HPLC)

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

94-96 °C (dec.) (lit.)

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

2-8°C

SMILES string

CCO\C=C1/N=C(OC1=O)c2ccccc2

InChI

1S/C12H11NO3/c1-2-15-8-10-12(14)16-11(13-10)9-6-4-3-5-7-9/h3-8H,2H2,1H3/b10-8-

InChI key

SJHPCNCNNSSLPL-NTMALXAHSA-N

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one has been used as a haptenizing agent, which can induce an inflammatory reaction in adult zebrafish intestinal tissues and this can be used as a model for gene expression studies of the two forms of inflammatory bowel disease like Crohn′s disease and ulcerative colitis.

Biochem/physiol Actions

Oxazolone sensitizing agent

pictograms

Exclamation mark

signalword

Warning

hcodes

pcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Amalie W Arildsen et al.
Frontiers in immunology, 12, 650621-650621 (2021-04-06)
Epidemiological studies have long reported that perturbations of the childhood microbiome increase the risk of developing allergies, but a causal relationship with atopic dermatitis remains unclear. Here we colonized germ-free mice at birth or at one or eight week-of-age to
Ann Laigaard et al.
Scientific reports, 10(1), 21204-21204 (2020-12-05)
Atopic dermatitis is a chronic eczema commonly observed among children in Western countries. The gut microbiota is a significant factor in the pathogenesis, and ways to promote intestinal colonizers with anti-inflammatory capabilities are therefore favorable. The present study addressed the
Comparison of two chemically-induced colitis-models in adult zebrafish, using optical projection tomography and novel transcriptional markers
Haarder S, et al.
The Open Immunology Journal, 6, 154-154 (2016)
Joanne C Masterson et al.
Gut, 63(1), 43-53 (2012-11-20)
Eosinophilic oesophagitis (EoE) is a chronic inflammatory condition of the oesophagus with limited treatment options. No previous transgenic model has specifically targeted the oesophageal mucosa to induce oesophageal eosinophilia. We developed a mouse model that closely resembles EoE by utilising
Zenghui Lu et al.
The Journal of organic chemistry, 77(21), 9871-9877 (2012-10-11)
A novel palladium-catalyzed approach for the assembly of 3,4,5-trisubstituted oxazolones has been achieved by the coupling of N-alkynyl tert-butyloxycarbamates with aryl halides and related electrophiles, which involves an oxidative addition followed by oxypalladation/reductive elimination. The reaction provides a convenient access

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