5-Methyl-3,4-diphenylisoxazole Chemical Properties

Melting point:

96.0 to 100.0 °C

Boiling point:

340.1±21.0 °C(Predicted)

Density 

1.108±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

-2.53±0.50(Predicted)

color 

White to Off-White

InChI

InChI=1S/C16H13NO/c1-12-15(13-8-4-2-5-9-13)16(17-18-12)14-10-6-3-7-11-14/h2-11H,1H3

InChIKey

ZXIRUKJWLADSJS-UHFFFAOYSA-N

SMILES

O1C(C)=C(C2=CC=CC=C2)C(C2=CC=CC=C2)=N1

Safety Information

HS Code 

2934.99.4400

5-Methyl-3,4-diphenylisoxazole Usage And Synthesis

Uses

5-Methyl-3,4-diphenylisoxazole is synthesis The key intermediate of Parecoxib Sodium (Parecoxib Sodium).Parecoxib Sodium is by the Pfizer of the U.S. The cox 2 inhibitor of company's research and development, listed in European Union in 2002, trade name Dynastat, is used for The short term therapy of postoperative pain.

Uses

5-Methyl-3,4-diphenylisoxazole is a reagent for the preparation of valdecoxib and valdecoxib analogues.

Synthesis

In four mouthfuls of round-bottomed flasks of a 1L add compound 2 (40g), methanol (400mL), 7.7% Aqueous sodium carbonate (400mL), is heated to 70°C, after stirring reaction 2h, and TLC plate monitoring raw material Fundamental reaction is complete, and solution is divided into solid-liquid biphase, is extracted with ethyl acetate, collected organic layer, with anhydrous Sodium sulfate is dried, and vacuum obtains white solid, HPLC purity: 94.9% after being spin-dried for.White solid uses 40ml ethyl acetate and the mixed solvent recrystallization of 120ml normal hexane (1:3) again, Obtaining target compound is white solid 34.2g, yield 92%, HPLC purity: 99.7%.m.p.97-98??￡? MS(m/z):236(M+H)+￡?1H NMR(400MHz,CDCl3) |?:2.43(s,3H,-CH3), 7.19-7.43 (m, 10H ,-CH=).

References

[1] Patent: CN105949141, 2016, A. Location in patent: Paragraph 0016; 0021; 0022; 0023; 0025; 0027; 0029-0041
[2] Patent: CN104193694, 2016, B. Location in patent: Paragraph 0029; 0030; 0031

5-Methyl-3,4-diphenylisoxazole(37928-17-9)Related Product Information

• BenzenesulfonaMide, 3-[4-[4-(aMinosulfonyl)phenyl]-5-Methyl-3-isoxazolyl]-
• Valdecoxib IMpurity B
• Parecoxib
• 1-Hydroxy Valdecoxib
• Parecoxib Impurity 18
• Valdecoxib 3'-Sulfonyl Chloride IMpurity
• 5-Methyl-3-phenyl-4-(phenylMethyl)isoxazole
• 4-(4-chlorophenyl)-5-methyl-3-phenylisoxazole
• N-((4-(5-Methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)acetaMide
• 4-[(5-Methyl-3-phenyl-4-isoxazolyl)methyl]benzenesulfonamide
• 2-Phenylacetophenone
• 3-methyl -4,5-diphenyl-4,5-didydro-isoxazole
• Valdecoxib IMpurity-E
• Valdecoxib
• Deoxybenzoin Oxime
• 5-METHYL-3,4-DIPHENYL-4,5-DIHYDROISOXAZOL-5-OL
• Valdecoxib IMpurity D
• PARECOXIB SODIUM