Bufexamac

Base Information

• Chemical Name: Bufexamac
• CAS No.: 2438-72-4
• Molecular Formula: C12H17NO3
• Molecular Weight: 223.272
• Hs Code.: 2924299090
• European Community (EC) Number: 219-451-1
• NSC Number: 758153
• UNII: 4T3C38J78L
• DSSTox Substance ID: DTXSID7045368
• Nikkaji Number: J3.390A
• Wikipedia: Bufexamac
• Wikidata: Q412699
• NCI Thesaurus Code: C166783
• Pharos Ligand ID: YVC68YZY6WMH
• Metabolomics Workbench ID: 54378
• ChEMBL ID: CHEMBL94394
• Mol file: 2438-72-4.mol

Synonyms:Allergipuran;Bufal;Bufederm;Bufexamac;Bufexamac ratiopharm;Bufexamac-ratiopharm;Bufexamacratiopharm;Droxaryl;duradermal;Jomax;Malipuran;p Butoxyphenylacethydroxamic Acid;p-Butoxyphenylacethydroxamic Acid;Paraderm;Parfenac;Windol

Chemical Property of Bufexamac

Chemical Property:

• Appearance/Colour: Acicular crystal
• Melting Point: 161 - 162oC
• Refractive Index: 1.53
• Boiling Point: 364.56°C (rough estimate)
• PKA: 9.24±0.20(Predicted)
• PSA: 58.56000
• Density: 1.12 g/cm³
• LogP: 2.30430
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Practically insoluble in water, soluble in dimethylformamide, slightly soluble in ethyl acetate and in methanol.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 223.12084340
• Heavy Atom Count: 16
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

Bufexamac ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC1=CC=C(C=C1)CC(=O)NO
• Uses: antiinflammatory, analgesic, antipyretic Bufexamac is a specific inhibitor of class IIB histone deacetylases (HDAC6 and HDAC10). Bufexamac is a non-steroidal anti-inflammatory drug used topically as well as rectally. Formulations containing Bufexamac is used by many patients with eczematous disorders as an alternative to topical corticosteroids. Bufexamac is a non-steroidal topical medication used for treatment of a variety of problems in which the skin is inflamed. These vary widely from insect bites to bums, plant stings and a wide variety of medical conditions induding psoriasis, hemorrhoidal symptoms, eczema and inflammation of the skin following radiotherapy. In this last case, it can be used before radiotherapy to help prevent inflammation of the skin caused by radiation therapy.

Technology Process of Bufexamac

There total 2 articles about Bufexamac 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:

4-butoxyphenylacetic acid (4547-57-3) + hydroxylamine (7803-49-8) → bufexamac (2438-72-4)

Guidance literature:

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; Multistep reaction; 1.) CH₂Cl₂, 40 min, 2.) THF, H₂O, 30 min;

DOI:10.1021/jm00165a017

Reference yield:

→ bufexamac (2438-72-4)

Guidance literature:

4-Butoxy-phenylessigsaeure-aethylester, Hydroxylamin;

Reference yield: 88.0%

bufexamac (2438-72-4) + Isopropyl isocyanate (1795-48-8) → [[2-(4-pentoxyphenyl)aceyl]amino] N-isopropylcarbamate

Guidance literature:

In N,N-dimethyl-formamide; acetone; at -15 - 20 ℃;

DOI:10.3390/molecules23020321

upstream raw materials:

4-butoxyphenylacetic acid

hydroxylamine

Refernces

• 1、 Buu-Ho?,Lambelin,Lepoivre,Gillet,Gautier,Thiriaux. "A new anti-inflammatory agent of non-steroid structure: p-butoxyphenylacethydroxamic acid". . p. 2259 - 2262. Retrieved 2007/10/05.