Mabuprofen

Base Information

• Chemical Name: Mabuprofen
• CAS No.: 82821-47-4
• Molecular Formula: C₁₅H₂₃NO₂
• Molecular Weight: 249.353
• European Community (EC) Number: 280-048-9
• UNII: 02B8S6J90B
• DSSTox Substance ID: DTXSID90868676
• Wikidata: Q27231513
• NCI Thesaurus Code: C66046
• ChEMBL ID: CHEMBL2105154
• Mol file: 82821-47-4.mol

Synonyms:Aminoprofen;Mabuprofen;82821-47-4;83394-44-9;Mabuprofen [INN];(+-)-Alminoprofen;Mabuprofene;Mabuprofeno;Mabuprofenum;Aldospray analgesico;AU-7801;N-(2-hydroxyethyl)-2-[4-(2-methylpropyl)phenyl]propanamide;N-(2-Hydroxyethyl)-alpha-methyl-4-(2-methylpropyl)benzeneacetamide;Mabuprofene [INN-French];Mabuprofenum [INN-Latin];Mabuprofeno [INN-Spanish];UNII-02B8S6J90B;02B8S6J90B;Mabuprofen (INN);EINECS 280-048-9;ibuprofen aminoethanol;N-(beta-Hydroxyethyl)-dl-2-(4'-isobutylphenyl)propionamide;Benzeneacetamide, N-(2-hydroxyethyl)-alpha-methyl-4-(2-methylpropyl)-;(1)-N-(2-Hydroxyethyl)-2-(4-(2-methylpropyl)phenyl)propionamide;N-(2-Hydroxyethyl)-alpha-methyl-4-(2-methylpropyl)-benzeneacetamide;Aldospray analgesico (TN);MABUPROFEN [WHO-DD];SCHEMBL51633;MLS006011505;CHEMBL2105154;DTXSID90868676;CHEBI:135015;AKOS022173566;LS-28552;SMR004703282;D08153;EN300-6492972;(+-)-N-(2-Hydroxyethyl)-p-isobutylhydratropamide;A915590;SR-01000945195;SR-01000945195-1;Q27231513;Z1537048897;(+/-)-N-(2-HYDROXYETHYL)-P-ISOBUTYLHYDRATROPAMIDE;N-(2-hydroxyethyl)-2-[4-(2-methylpropyl)phenyl]propionamide;(+-)-N-(2-hydroxyethyl)-2-[4-(2-methylpropyl)phenyl]propionamide

Chemical Property of Mabuprofen

Chemical Property:

• Vapor Pressure: 1.02E-08mmHg at 25°C
• Boiling Point: 445.5°C at 760 mmHg
• PKA: 14.44±0.10(Predicted)
• Flash Point: 223.2°C
• PSA: 52.82000
• Density: 1.029g/cm³
• LogP: 2.93740
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 249.172878976
• Heavy Atom Count: 18
• Complexity: 245

Purity/Quality:

97% ^*data from raw suppliers

Aminoprofen 95+% ^*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)NCCO
• Description: Aminoprofen, an amide of ibuprofen, is a topical anti-arthritic with analgesic properties. It is comparable to methyl salicylate in the carrageenan-induced paw edema and croton oil ear edema models, and is reported to be a superior analgesic.

Technology Process of Mabuprofen

There total 5 articles about Mabuprofen 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: 85.0%

(+/-)-2-(4-isobutylphenyl)propanoyl chloride (71381-91-4,114978-05-1,115588-20-0,34715-60-1) + ethanolamine (141-43-5) → N-(2-hydroxyethyl)-2-(4-isobutylphenyl)propanamide (83394-44-9,82821-47-4)

Guidance literature:

In dichloromethane; at 25 ℃; for 3h;

DOI:10.3109/14756366.2015.1088840

Reference yield:

ibuprofen ethyl ester (41283-72-1) + ethanolamine (141-43-5) → N-(2-hydroxyethyl)-2-(4-isobutylphenyl)propanamide (83394-44-9,82821-47-4)

Guidance literature:

In dichloromethane; for 8h; Reflux;

DOI:10.1007/s00706-015-1557-x

Reference yield:

(R)-ibuprofene (51146-57-7,58560-75-1) → N-(2-hydroxy-ethyl)-2-(4-isobutyl-phenyl)-propionamide (83394-44-9,82821-47-4)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 3 h / Heating

2: 2.16 g / Et₃N / CH₂Cl₂ / 4 h

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1021/jm049082i

upstream raw materials:

(R)-2-(4-isobutylphenyl)propionyl chloride

ethanolamine

(R)-ibuprofene

ibuprofen