Zomepirac

Base Information

• Chemical Name: Zomepirac
• CAS No.: 33369-31-2
• Molecular Formula: C15H14 Cl N O3
• Molecular Weight: 291.734
• Hs Code.: 2933990090
• European Community (EC) Number: 251-474-2
• NSC Number: 757379
• UNII: 822G987U9J
• DSSTox Substance ID: DTXSID9023754
• Nikkaji Number: J21.385C
• Wikipedia: Zomepirac
• Wikidata: Q4024685
• NCI Thesaurus Code: C66709
• Metabolomics Workbench ID: 55218
• ChEMBL ID: CHEMBL19490
• Mol file: 33369-31-2.mol

Synonyms:5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetate dihydrate;McN 2783-21-98;Zomax;zomepirac;zomepirac potassium;zomepirac sodium

Chemical Property of Zomepirac

Chemical Property:

• Vapor Pressure: 1.15E-09mmHg at 25°C
• Melting Point: 178-179°
• Boiling Point: 470.8°Cat760mmHg
• PKA: pKa 4.57(H2O-EtOH (1:1 v/v)) (Uncertain)
• Flash Point: 238.5°C
• PSA: 59.30000
• Density: 1.28g/cm³
• LogP: 2.84500
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 291.0662210
• Heavy Atom Count: 20
• Complexity: 379

Purity/Quality:

99% ^*data from raw suppliers

ZOMEPIRAC 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N(C(=C1)CC(=O)O)C)C(=O)C2=CC=C(C=C2)Cl
• Therapeutic Function: Analgesic, Antiinflammatory

Technology Process of Zomepirac

There total 3 articles about Zomepirac 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: 66.0%

ethyl 5-(4-chlorobenzoyl)-1,4-dimethylpyrrole-2-acetate (33369-30-1) → zomepirac (33369-31-2)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 48h;

DOI:10.1021/acs.orglett.5b01811

Reference yield:

ethyl 5-(4-chlorobenzoyl)-1,4-dimethylpyrrole-2-acetate (33369-30-1) → 5-(p-Chlorobenzoyl)-1,4-dimethyopyrrole-2-acetic acid + zomepirac (33369-31-2)

Guidance literature:

In sodium hydroxide; ethanol;

Reference yield:

→ zomepirac (33369-31-2)

Guidance literature:

Ester X (X=Cl), Verseifung;

DOI:10.1021/jm00260a023

upstream raw materials:

ethyl 5-(4-chlorobenzoyl)-1,4-dimethylpyrrole-2-acetate

Downstream raw materials:

Zomepirac glucuronide

2-(4-chlorobenzoyl)-1,3,5-trimethyl-1H-pyrrole

3-(4-chlorobenzoyl)-1,2,4-trimethylpyrrole

Refernces

• 1、 -. "1,3,6-trihydro-6-aza-3-oxapentalen-2-one derivatives for the treatment of neoplasia". . . Retrieved 2008/06/13.
• 2、 -. "5-Chlorocarbonyl". . . Retrieved 2008/06/13.