Oxametacin

Base Information

• Chemical Name: Oxametacin
• CAS No.: 27035-30-9
• Molecular Formula: C19H17 Cl N2 O4
• Molecular Weight: 372.808
• Hs Code.: 2933990090
• European Community (EC) Number: 248-179-6
• UNII: 8G02RSW5CM
• DSSTox Substance ID: DTXSID70181517
• Nikkaji Number: J10.420E
• Wikipedia: Oxametacin
• Wikidata: Q3887768
• NCI Thesaurus Code: C76077
• Metabolomics Workbench ID: 154126
• ChEMBL ID: CHEMBL295829
• Mol file: 27035-30-9.mol

Synonyms:1-(4-chlorobenzoyl)-methyl-5-methoxy-3-indolylacetohydroxamic acid;Flogar;oxametacine;oxamethacin

Chemical Property of Oxametacin

Chemical Property:

• Melting Point: 181-182° (dec)
• Refractive Index: 1.6800 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 9.00±0.20(Predicted)
• Flash Point: °C
• PSA: 80.56000
• Density: 1.35g/cm³
• LogP: 3.73900
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 372.0876847
• Heavy Atom Count: 26
• Complexity: 524

Purity/Quality:

99% ^*data from raw suppliers

Oxametacin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)NO
• Therapeutic Function: Antiinflammatory

Technology Process of Oxametacin

There total 4 articles about Oxametacin 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: 79.0%

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid (53-86-1) → oxametacin (27035-30-9)

Guidance literature:

With hydroxylamine hydrochloride; potassium carbonate; In water; ethyl acetate; at 0 - 23 ℃; for 2h;

DOI:10.1002/ejoc.202100113

Reference yield: 44.0%

indomethacin methyl ester (1601-18-9) → oxametacin (27035-30-9)

Guidance literature:

With hydroxylamine potassium salt; methylmagnesium bromide; In methanol; water; for 0.5h;

Reference yield:

1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride (20357-37-3) → oxametacin (27035-30-9)

Guidance literature:

With dmap; hydroxylamine hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.1021/jm0611861

upstream raw materials:

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride

indomethacin methyl ester

Refernces

• 1、 Chen, Qishu,Du, Bingnan,Ouyang, Yuxin,Yu, Wing-Yiu. "Thioether-Directed NiH-Catalyzed Remote γ-C(sp3)-H Hydroamidation of Alkenes by 1,4,2-Dioxazol-5-ones". supporting information. p. 14962 - 14968. Retrieved 2021/09/29.
• 2、 -. "2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-2-hydrogen-indole-3-yl)-N-hydroxyacetamide adopted as histone deacetylase inhibitor and preparation method and application thereof". Paragraph 0030. . Retrieved 2016/10/31.