Parecoxib

Base Information

• Chemical Name: Parecoxib
• CAS No.: 198470-84-7
• Molecular Formula: C19H18N2O4S
• Molecular Weight: 370.429
• European Community (EC) Number: 803-261-6
• UNII: 9TUW81Y3CE
• DSSTox Substance ID: DTXSID1044229
• Nikkaji Number: J1.579.290F
• Wikipedia: Parecoxib
• Wikidata: Q347941
• NCI Thesaurus Code: C66318
• Pharos Ligand ID: R5YNLQCLXPPX
• Metabolomics Workbench ID: 66207
• ChEMBL ID: CHEMBL1206690
• Mol file: 198470-84-7.mol

Synonyms:Dynastat;N-(((5-methyl-3-phenylisoxazol-4-yl)-phenyl)sulfonyl)propanamide;N-(((5-methyl-3-phenylisoxazol-4-yl)-phenyl)sulfonyl)propanamine, sodium salt;N-(((Me-P)-P)S)P;parecoxib;parecoxib sodium

Chemical Property of Parecoxib

Chemical Property:

• Melting Point: 148.9-151°
• Boiling Point: °Cat760mmHg
• PKA: 5.08±0.10(Predicted)
• Flash Point: °C
• PSA: 97.65000
• Density: 1.264g/cm³
• LogP: 5.00360
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 370.09872823
• Heavy Atom Count: 26
• Complexity: 575

Purity/Quality:

99.9% ^*data from raw suppliers

Parecoxib ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 8640266
• Hazard Codes: Xn,N
• Statements: 63-48/22-51/53
• Safety Statements: 36/37-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)NS(=O)(=O)C1=CC=C(C=C1)C2=C(ON=C2C3=CC=CC=C3)C
• Recent ClinicalTrials: Efficacy of Parecoxib Combined With Paracetamol in Mastectomy
• Recent EU Clinical Trials: Postoperative pain and recovery after robot assisted laparoscopic prostatectomy - a single-blinded randomized controlled trial
• Recent NIPH Clinical Trials: Efficacy of parecoxib for the treatment of postoperative shivering in patients undergoing general anesthesia
• Uses: Anti-inflammatory; analgesic (cyclooxygenase COX-2 inhibitor). Parecoxib is used in the combination with Telmisartan for the treatment of endometriosis. Parecoxib reduces hippocampal inflammation and improve short-term memory function through the inhibition of COX-2 expression in aged rats after splenectomy.

Technology Process of Parecoxib

There total 23 articles about Parecoxib 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: 99.6%

C19H18N2O2S → parecoxib (198470-84-7)

Guidance literature:

With dihydrogen peroxide; acetic acid; at 40 - 90 ℃; for 0.5h; Temperature; Reagent/catalyst;

Reference yield: 97.7%

propionic acid anhydride (123-62-6) + valdecoxib (181695-72-7) → parecoxib (198470-84-7)

Guidance literature:

With benzenesulfonic acid; at 50 ℃; for 2h; Reagent/catalyst; Temperature;

Reference yield: 92.0%

Ν-(4-(5-hydroxy-5-methyl-3-phenyl-4,5-dihydroisoxazol-4-yl)phenylsulfonyl)propanamide → parecoxib (198470-84-7)

Guidance literature:

With trifluoroacetic acid; In ethanol; at 20 ℃; for 2h; Reagent/catalyst;

upstream raw materials:

propionic acid anhydride

valdecoxib

Benzaldoxime

1-Phenylprop-1-yne

Refernces

• 1、 -. "Preparation method of parecoxib sodium". Paragraph 0046-0053. . Retrieved 2020/05/14.
• 2、 -. "Intermediate compound of parecoxib sodium". Paragraph 0016-0137. . Retrieved 2020/12/15.