Ampiroxicam

Base Information

• Chemical Name: Ampiroxicam
• CAS No.: 99464-64-9
• Molecular Formula: C₂₀H₂₁N₃O₇S
• Molecular Weight: 447.469
• Hs Code.: 2942000000
• European Community (EC) Number: 807-877-6
• NSC Number: 759807
• UNII: 0PV32JZB1J
• DSSTox Substance ID: DTXSID6046474
• Nikkaji Number: J1.625.340E
• Wikipedia: Ampiroxicam
• Wikidata: Q3614672
• NCI Thesaurus Code: C73073
• ChEMBL ID: CHEMBL1566249
• Mol file: 99464-64-9.mol

Synonyms:ampiroxicam

Chemical Property of Ampiroxicam

Chemical Property:

• Appearance/Colour: Powder
• Melting Point: 159-161?C
• Refractive Index: 1.629
• PKA: 12.74±0.20(Predicted)
• PSA: 132.51000
• Density: 1.44 g/cm³
• LogP: 3.65040
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 447.11002119
• Heavy Atom Count: 31
• Complexity: 808

Purity/Quality:

98% ^*data from raw suppliers

Ampiroxicam ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)OC(C)OC1=C(N(S(=O)(=O)C2=CC=CC=C21)C)C(=O)NC3=CC=CC=N3
• Recent ClinicalTrials: Fludarabine (Fludara?) Plus Alemtuzumab (CAMPATH?, MabCampath?) vs Fludarabine Alone in B-Cell Chronic Lymphocytic Leukemia (B-CLL) Patients
• Description: Ampiroxicam is a once-daily non-steroidal anti-inflammatory drug (NSAID) introduced in Japan. As a non-acidic ether carbonate prodrug of the widely used antiinflammatory agent, piroxicam, ampiroxicam is similar or more potent than piroxicam in suppressing carrageenan edema, ultraviolet erythema, traumatic edema, capillary permeability, acetic acid writhing, yeast algesia and yeast hyperthermia in many animals. Eioavailability studies in man show undetectable plasma levels of ampiroxicam indicating 100% conversion to piroxicam during absorption process. Ampiroxicam has been reported to have fewer side effects on the gastric mucosa than piroxicam.
• Uses: Prodrug of Piroxicam. Anti-inflammatory.

Technology Process of Ampiroxicam

There total 2 articles about Ampiroxicam 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: 1.9%

1-Chloroethyl ethyl carbonate (50893-36-2) + Piroxicam (36322-90-4) → Ampiroxicam (99464-64-9) + Carbonic acid, 1-<1,2-dihydro-2-<<(4-hydroxy-2-methyl-2H-1,2-benzothiazol-3-yl)carbonyl>imino>-1-pyridynyl>ethyl ethyl ester

Guidance literature:

With sodium iodide; In acetone; for 3.3h; Heating;

DOI:10.1021/ja00199a015

Reference yield:

1-Chloroethyl ethyl carbonate (50893-36-2) + Piroxicam (36322-90-4) → Ampiroxicam (99464-64-9)

Guidance literature:

With sodium iodide; potassium carbonate; In dichloromethane; water; acetone;

upstream raw materials:

1-Chloroethyl ethyl carbonate

Piroxicam

Refernces

• 1、 -. "Anti-inflammatory 2-methyl-2H-1,2-benzo-(or -thieno-)thiazine-3-carboxamide 1,1-dioxide derivatives, compositions, and method of use therefor". . . Retrieved 2008/06/13.