5-Methyl-3,4-diphenylisoxazole

Base Information

• Chemical Name: 5-Methyl-3,4-diphenylisoxazole
• CAS No.: 37928-17-9
• Molecular Formula: C16H13NO
• Molecular Weight: 235.285
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40433813
• Nikkaji Number: J1.606.714H
• Wikidata: Q72490335
• Pharos Ligand ID: 14QJH386ZAZS
• ChEMBL ID: CHEMBL365033
• Mol file: 37928-17-9.mol

Synonyms:5-Methyl-3,4-diphenylisoxazole;37928-17-9;5-methyl-3,4-diphenyl-1,2-oxazole;5-Methyl-3,4-diphenyl-isoxazole;Isoxazole, 5-Methyl-3,4-diphenyl- (Parecoxib sodiuM inteMediate);Isoxazole, 5-methyl-3,4-diphenyl-;CHEMBL365033;3,4-Diphenyl-5-methylisoxazole;D04YPP;SCHEMBL2277199;3,4-diphenyl-5-methyl isoxazole;3,4-diphenyl-5-methyl-isoxazole;5-methyl-3,4-diphenyl isoxazole;AMY8898;DTXSID40433813;ZXIRUKJWLADSJS-UHFFFAOYSA-N;BDBM50153036;MFCD18449672;AKOS016008848;DS-4629;AC-27060;PD182637;SC-65822;CS-0077482;FT-0690001;M2830;A849937;Z3235031711

Chemical Property of 5-Methyl-3,4-diphenylisoxazole

Chemical Property:

• Melting Point: 96.0 to 100.0 °C
• Boiling Point: 340.1±21.0 °C(Predicted)
• PKA: -2.53±0.50(Predicted)
• PSA: 26.03000
• Density: 1.108±0.06 g/cm3(Predicted)
• LogP: 4.31700
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 235.099714038
• Heavy Atom Count: 18
• Complexity: 256

Purity/Quality:

98% ^*data from raw suppliers

5-Methyl-3,4-diphenylisoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NO1)C2=CC=CC=C2)C3=CC=CC=C3
• 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. 5-Methyl-3,4-diphenylisoxazole is a reagent for the preparation of valdecoxib and valdecoxib analogues.

Technology Process of 5-Methyl-3,4-diphenylisoxazole

There total 29 articles about 5-Methyl-3,4-diphenylisoxazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.5%

1-Phenylprop-1-yne (673-32-5) + Benzaldoxime (932-90-1) → 5-methyl-3,4-diphenyl isoxazole (37928-17-9)

Guidance literature:

With iridium(III)tris(2-phenylpyridine); magnesium oxide; triethylamine; In tetrahydrofuran; at 25 ℃; for 0.5h; Concentration; Reagent/catalyst;

Reference yield: 92.0%

3,4-diphenyl-4-hydrido-5-hydroxy-5-methylisoxazole (181696-73-1) → 5-methyl-3,4-diphenyl isoxazole (37928-17-9)

Guidance literature:

With sodium carbonate; In methanol; water; at 70 ℃; for 2h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 92.0%

4-Bromo-5-methyl-3,5-diphenyl-4,5-dihydro-isoxazole (75115-03-6) → 5-methyl-3,4-diphenyl isoxazole (37928-17-9)

Guidance literature:

With silver nitrate; In ethanol; water; heating on a steam bath;

upstream raw materials:

4-Bromo-5-methyl-3,5-diphenyl-4,5-dihydro-isoxazole

(Z)-N,N-diethyl-4-(hydroxyimino)-2-methyl-3,4-diphenyl-2-butenamide

3,4-diphenyl-4-hydrido-5-hydroxy-5-methylisoxazole

N,N-diethyl-2,3-dihydro-2-methyl-3,4-diphenyl-2-azetecarboxamide 1-oxide

Downstream raw materials:

C₁₆H₁₂ClNO₃S

4-(5-methyl-3-phenylisoxazol-4-yl)benzenesulfonyl chloride

3-(5-methyl-4-phenylisoxazol-3-yl)benzenesulfonamide

valdecoxib

Refernces

• 1、 -. "Preparation method of parecoxib sodium intermediate 5-methyl-3,4-diphenyl isoxazole". Paragraph 0032; 0037-0038. . Retrieved 2018/07/06.
• 2、 Shen, Wen-Bo,Xiao, Xin-Yu,Sun, Qing,Zhou, Bo,Zhu, Xin-Qi,Yan, Juan-Zhu,Lu, Xin,Ye, Long-Wu. "Highly Site Selective Formal [5+2] and [4+2] Annulations of Isoxazoles with Heterosubstituted Alkynes by Platinum Catalysis: Rapid Access to Functionalized 1,3-Oxazepines and 2,5-Dihydropyridines". supporting information. p. 605 - 609. Retrieved 2017/01/07.