ChemicalBook > CAS DataBase List > 4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE

4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE

Product Name
4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE
CAS No.
15646-46-5
Chemical Name
4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE
Synonyms
Oxazolone;AKOS BBS-00001130;Oxazolone, 10 mM in DMSO;OXAZOLONE SENSITIZING AGENT;4-ETHOXYMETHYLENE2-PHENYLOXAZOL-5-ONE;analytical standard, for drug analysis;4-EthoxyMethelene-2-phenyloxazolin-5-one;4-ETHOXYMETHYLENE-2-PHENYLOXAZOLIN-5-ONE;4-ETHOXYMETHYLEN-2-PHENYL-2-OXAZOLIN-5-O;4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN- &
CBNumber
CB0417644
Molecular Formula
C12H11NO3
Formula Weight
217.22
MOL File
15646-46-5.mol
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4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE Property

Melting point:
94-96 °C (dec.)(lit.)
Boiling point:
357.77°C (rough estimate)
Density 
1.2160 (rough estimate)
refractive index 
1.5560 (estimate)
storage temp. 
2-8°C
pka
-2.59±0.20(Predicted)
form 
Solid
color 
Gray to brown
Water Solubility 
Soluble in methanol (50 mg/ml), and water (partly).
BRN 
163055
InChI
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
InChIKey
SJHPCNCNNSSLPL-UHFFFAOYSA-N
SMILES
O1C(=O)C(=COCC)N=C1C1=CC=CC=C1
CAS DataBase Reference
15646-46-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
43
Safety Statements 
36
WGK Germany 
3
RTECS 
RQ5786250
HazardClass 
IRRITANT
HS Code 
29349990
Toxicity
mouse,LD50,intravenous,56mg/kg (56mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#06780,
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
862207
Product name
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one
Purity
purified by recrystallization
Packaging
1g
Price
$49.1
Updated
2025/07/31
Sigma-Aldrich
Product number
862207
Product name
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one
Purity
purified by recrystallization
Packaging
10g
Price
$387.6
Updated
2025/07/31
Sigma-Aldrich
Product number
E0753
Product name
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one
Purity
analytical standard, for drug analysis
Packaging
1g
Price
$50.54
Updated
2025/07/31
Sigma-Aldrich
Product number
E0753
Product name
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one
Purity
analytical standard, for drug analysis
Packaging
5g
Price
$208
Updated
2025/07/31
Sigma-Aldrich
Product number
E0753
Product name
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one
Purity
analytical standard, for drug analysis
Packaging
10g
Price
$431
Updated
2025/07/31
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4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE Chemical Properties,Usage,Production

Chemical Properties

white to orange or pink powder

Uses

4-Ethoxymethylene-2-phenyloxazolin-5-one acts as sensitizing agent. It is also used as pharmaceutical intermediates.

Uses

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.

Definition

ChEBI: A 1,3-oxazole compound having a phenyl substituent at the 2-position, an ethoxymethylene group at the 4-position, and an oxo group at the 5-position. It is a chemical allergen used for immunological experiments, particularly for experiments on delayed typ hypersensitivity.

Biological Activity

Oxazolone sensitizing agent

in vivo

Colitis induction[1]
1.Prepare procedure
Preparation of sensitization solution (I):
Mix acetone and olive oil in a 4:1 v/v ratio by vortexing. Dissolve a 60 mg oxazolone in 2 mL of this solution to obtain a 3 % (w/v) oxazolone sensitization solution. Mix the solution by carefully vortexing.
Preparation of challenge solution (II):
Dissolve 20 mg Oxazolone in 2 mL of 50 % ethanol to obtain a 1 % (w/v) solution. Mix the solution by careful vortexing. The oxazolone powder should be completely dissolved before use.

2. Experimental procedure
Sensitization pretreatment:
The electric scissors scraped an area of about 2 cmx2 cm on the skin of the mice's backs. Be careful to avoid open wounds.
Apply 150 μL of sensitizing solution (working solution 1) to the exposed skin of mice. Be careful to use an Oxazolone-free sensitizer as a control. Induction treatment:
Anesthetized mice: intraperitoneally injected ketamine/thiazide solution (80 μL/10 g), or inhaled with isoflurane anesthesia system.
The catheter was inserted into the colon of the mice (about 3-4 cm deep at the proximal end of the anus). The other end of the catheter is connected to a 1 mL syringe.
About 100 μL of oxazolone stimulation solution is injected into the colonic cavity through a catheter for 10 to 30 seconds. After dosing, hold the mouse in a vertical position (head down) for 60 seconds.

IC 50

IL-4; IL-13; TNFR1

4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE Suppliers

Wako Pure Chemical Industries, Ltd.
Tel
--
Fax
--
Email
labchem-tec@wako-chem.co.jp
Country
Japan
ProdList
6819
Advantage
80
Kanto Chemical Co., Inc.
Tel
--
Fax
--
Email
reag-info@gms.kanto.co.jp
Country
Japan
ProdList
6756
Advantage
74
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View Lastest Price from 4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE 15646-46-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE 15646-46-5
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200KG
Release date
2020-02-20

15646-46-5, 4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONERelated Search:


  • 4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE
  • 4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one,97%
  • 2-Oxazolin-5-one, 4-ethoxymethylene-2-phenyl-
  • (4E)-4-(Ethoxymethylene)-2-phenyl-1,3-oxazol-5(4H)-one
  • 4-EthoxyMethelene-2-phenyloxazolin-5-one
  • 4-EthoxyMethylene-2-phenyl-2-oxazolin-5-one purified by recrystallization
  • 4-ETHOXYMETHYLENE-2-PHENYLOXAZOLIN-5-ONE
  • 4-ETHOXYMETHYLENE-2-PHENYLOXAZOLINE-5-ONE
  • AKOS BBS-00001130
  • OXAZOLONE SENSITIZING AGENT
  • 4-(ethoxymethylene)-2-phenyl-5(4h)-oxazolon
  • 4-ethoxymethylene-2-phenyl-2-oxazolin-5-on
  • 4-ETHOXYMETHYLEN-2-PHENYL-2-OXAZOLIN-5-O
  • 4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN- &
  • 4-Ethoxymethylene-2-phenyloxazolin-5-one, 98+%
  • Oxazolone
  • 4-ETHOXYMETHYLENE2-PHENYLOXAZOL-5-ONE
  • 2-Phenyl-4-(ethoxymethylene)-2-oxazoline-5-one
  • 4-(Ethoxymethylene)-2-phenyloxazol-5(4H)-one
  • 5(4H)-Oxazolone, 4-(ethoxymethylene)-2-phenyl-
  • (E)-4-(Ethoxymethylene)-2-phenyloxazol-5(4H)-one
  • analytical standard, for drug analysis
  • (4Z)-4-(ethoxymethylidene)-2-phenyl-1,3-oxazol-5-one
  • Oxazolone, 10 mM in DMSO
  • 15646-46-5
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