4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE
4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE Basic information
- Product Name:
- 4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE
- Synonyms:
-
- 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
- CAS:
- 15646-46-5
- MF:
- C12H11NO3
- MW:
- 217.22
- EINECS:
- 239-713-9
- Product Categories:
-
- Building Blocks
- Heterocyclic Building Blocks
- Oxazolines/Oxazolidines
- API intermediates
- Mol File:
- 15646-46-5.mol
4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE Chemical Properties
- 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)
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE Usage And Synthesis
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-ONESupplier
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4-ETHOXYMETHYLENE-2-PHENYL-2-OXAZOLIN-5-ONE(15646-46-5)Related Product Information
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