Ibuproxam

Base Information

• Chemical Name: Ibuproxam
• CAS No.: 53648-05-8
• Deprecated CAS: 73826-33-2
• Molecular Formula: C13H19 N O2
• Molecular Weight: 221.299
• Hs Code.: 2924299090
• European Community (EC) Number: 258-683-8
• NSC Number: 305528
• UNII: O3LD16O96Z
• DSSTox Substance ID: DTXSID30866353
• Nikkaji Number: J780.812G,J780.813E,J10.884G
• Wikipedia: Ibuproxam
• Wikidata: Q3791611
• NCI Thesaurus Code: C83774
• Metabolomics Workbench ID: 152032
• ChEMBL ID: CHEMBL292707
• Mol file: 53648-05-8.mol

Synonyms:2-(4-isobutylphenyl)propiohydroxamic acid;Ibudros;ibuproxam;ibuproxam, (+-)-isomer;Nialen

Chemical Property of Ibuproxam

Chemical Property:

• Melting Point: 119-121℃
• Refractive Index: 1.5175 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 9.40±0.40(Predicted)
• Flash Point: °C
• PSA: 49.33000
• Density: 1.058g/cm³
• LogP: 2.88490
• Water Solubility.: 0.2g/L(temperature not stated)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

racIbuproxam ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC1=CC=C(C=C1)C(C)C(=O)NO
• Uses: rac Ibuproxam is a poorly water-soluble anti-inflammatory drug.
• Therapeutic Function: Antiinflammatory

Technology Process of Ibuproxam

There total 3 articles about Ibuproxam 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: 99.0%

ibuprofen (15687-27-1,58560-75-1) → ibuproxam (53648-05-8)

Guidance literature:

ibuprofen; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

With hydroxylamine hydrochloride; potassium carbonate; In water; ethyl acetate; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201901733

Reference yield:

(+/-)-ibuprofen methyl ester (61566-34-5) → ibuproxam (53648-05-8)

Guidance literature:

With hydroxylamine hydrochloride; potassium hydroxide; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.biopha.2018.02.122

Reference yield:

→ ibuproxam (53648-05-8)

Guidance literature:

2-(4-Isobutylphenyl)-propionitril, 1. CH3OH, HCl, 2. NH2OH;

upstream raw materials:

(+/-)-ibuprofen methyl ester

ibuprofen

Downstream raw materials:

ibuprofen

1-(4-isobutyl-phenyl)-ethanone

4'-(2-methylpropyl)acetophenone oxime

4-(2-methylpropyl)phenylethylamine

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、 González-Trujano, María Eva,Uribe-Figueroa, Gerardo,Hidalgo-Figueroa, Sergio,Martínez, Ana Laura,Déciga-Campos, Myrna,Navarrete-Vazquez, Gabriel. "Synthesis and antinociceptive evaluation of bioisosteres and hybrids of naproxen, ibuprofen and paracetamol". . p. 553 - 562. Retrieved 2018/03/08.