Acifran

Base Information

• Chemical Name: Acifran
• CAS No.: 72420-38-3
• Molecular Formula: C₁₂H₁₀O₄
• Molecular Weight: 218.209
• UNII: B1X701S0MV,61IZ92GN57,FP3LLW01BL
• DSSTox Substance ID: DTXSID9045685
• Nikkaji Number: J20.567B
• Wikipedia: Acifran
• Wikidata: Q15633960
• NCI Thesaurus Code: C81534
• ChEMBL ID: CHEMBL278488
• Mol file: 72420-38-3.mol

Synonyms:2-methyl-2-phenyl-3(2H)furanone-5-carboxylic acid;acifran;AY 25712;AY-25,712;AY-25712

Chemical Property of Acifran

Chemical Property:

• Vapor Pressure: 2.12E-06mmHg at 25°C
• Melting Point: 176°
• Refractive Index: 1.591
• Boiling Point: 378.4 °C at 760 mmHg
• PKA: 2.25±0.40(Predicted)
• Flash Point: 149.4 °C
• PSA: 63.60000
• Density: 1.343 g/cm³
• LogP: 1.46960
• Storage Temp.: Store at +4°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 218.05790880
• Heavy Atom Count: 16
• Complexity: 352

Purity/Quality:

99% ^*data from raw suppliers

Acifran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(=O)C=C(O1)C(=O)O)C2=CC=CC=C2
• Uses: Antihyperlipopro-teinemic. Acifran is a nicotinic acid receptor agonist.

Technology Process of Acifran

There total 10 articles about Acifran 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:

6-methyl-6-phenyltetrahydropyran-2,3,5-trione (72420-48-5) → acifran (77103-91-4,77103-92-5,72420-38-3)

Guidance literature:

With hydrogenchloride; In sodium hydroxide;

Reference yield:

latter salt + rac-methylbenzylamine (618-36-0) → acifran (77103-91-4,77103-92-5,72420-38-3)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol-diethyl ether; diethyl ether; water;

Reference yield:

methyl 4,5-dihydro-5-methyl-4-oxo-5-phenyl-2-furancarboxylate (72429-82-4) → acifran (77103-91-4,77103-92-5,72420-38-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;

DOI:10.1021/jm070022x

upstream raw materials:

methyl 4,5-dihydro-5-methyl-4-oxo-5-phenyl-2-furancarboxylate

2-Phenyl-3-butyn-2-ol

3-hydroxy-3-phenyl-butan-2-one

acetophenone

Downstream raw materials:

N-(2-(2-(2-(5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenamidoethyl)disulfanyl)ethyl)-5-methyl-4-oxo-5-phenyl-4,5-dihydrofuran-2-carboxamide

N-(2-aminoethyl)-5-methyl-4-oxo-5-phenyl-4,5-dihydrofuran-2-carboxamide hydrochloride

N-(2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamidoethyl)-5-methyl-4-oxo-5-phenyl-4,5-dihydrofuran-2-carboxamide

tert-butyl 2-(2-(2-methyl-3-oxo-2-phenyl-2,3-dihydrofuran-5-carboxamido)ethoxy)ethylcarbamate

Refernces

• 1、 Jirkovski, Ivo,Cayen, Mitchell, N.. "Hypolipidemic 4,5-Dihydro-4-oxo-5,5-disubstituted-2-furancarboxylic Acids". . p. 1154 - 1156. Retrieved 2007/10/02.
• 2、 -. "Process for preparing 4,5-dihydro-4-oxofuran-2-carboxylic acid derivatives". . . Retrieved 2008/06/13.