39718-89-3

Basic information

• Product Name: alminoprofen
• Synonyms: alminoprofen;ALMINOPROFEN(FORR&DONLY);EB 382;Minalfene;2-[4-(Methallylamino)phenyl]propanoic acid;4-[(2-Methyl-2-propenyl)amino]hydratropic acid;Minalfen;α-Methyl-4-[(2-methyl-2-propenyl)amino]benzeneacetic acid
• CAS NO: 39718-89-3
• Molecular Formula: C₁₃H₁₇NO₂
• Molecular Weight: 219.282
• EINECS: 254-604-6
• Mol File: 39718-89-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 107°
• Boiling Point: 360.1°C (rough estimate)
• Flash Point: 179.4°C
• Appearance: /
• Density: 1.0697 (rough estimate)
• Vapor Pressure: 3.15E-06mmHg at 25°C
• Refractive Index: 1.5100 (estimate)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 4.86±0.50(Predicted)
• CAS DataBase Reference: alminoprofen(CAS DataBase Reference)
• NIST Chemistry Reference: alminoprofen(39718-89-3)
• EPA Substance Registry System: alminoprofen(39718-89-3)

Safety Data

• Hazardous Substances Data: 39718-89-3(Hazardous Substances Data)

Usage

Description

Alminoprofen, also known by the brand name MINALFENE, is an arylpropionic acid analgesic and anti-inflammatory agent. It belongs to the class of nonsteroidal anti-inflammatory drugs (NSAIDs) and is characterized by its substituted aniline structure, where the isobutyl group of ibuprofen is replaced by a (2-methylprop-2-en-1-yl)amino group. Alminoprofen is primarily indicated for the short-term management of dental, traumatic, and postpartum pain.

Uses

Used in Pharmaceutical Industry:
Alminoprofen is used as an analgesic and anti-inflammatory agent for the short-term management of dental, traumatic, and postpartum pain. Its effectiveness in alleviating pain and reducing inflammation makes it a valuable option for patients experiencing these conditions.
Used in Rheumatology:
Alminoprofen is used as a therapeutic option in the management of immune dysfunction in rheumatoid arthritis. Its anti-inflammatory properties help in reducing the symptoms and discomfort associated with this autoimmune disorder.
Used in Pain Management:
Alminoprofen is used as a pain reliever for various types of pain, including dental, traumatic, and postpartum pain. Its analgesic properties provide relief from acute and chronic pain, improving the quality of life for patients suffering from these conditions.

Originator

Labs. Dr. E. Bouchara (France)

Manufacturing Process

Methyl 2-(p-aminophenyl)propionate: Methyl 2-(p-nitrophenyl)acrylate (52 g) is hydrogenated in ethanol (500 ml) in the presence of 5% palladium-over-charcoal, while maintaining the temperature at +5°C. The theoretical amount of hydrogen is taken up within one hour. After separation of the catalyst and concentration to dryness, the resulting material gives methyl 2-(p-aminophenyl)proprionate which crystallizes: MP: = 40°-43°C. Methyl 2-(p-methallylaminophenyl)propionate hydrochloride: A mixture of methyl 2-(p-aminophenyl)propionate (44.75 g), methallyl chloride (34 g) and pyridine (30 ml) in isopropanol (400 ml) is boiled during 30 hours. The solvent is removed in vacuo and the residue is taken up into water and ether. After separation, the organic phase is washed repeatedly with water, after which it is dried and concentrated in vacuo. The resulting oil is fractionally distilled in vacuo (0.1 mm Hg; 5 g of oil essentially consisting of methyl 2-(p-aminophenyl)propionate are collected at 115°-120°C; 30 g of oil consisting of a mixture of mono- (80%) and disubstituted (20%) amines is collected at 128°-130°C. This oil is used to prepare the hydrochloride, which is recrystallized from ethyl acetate, to give white crystals (22.7 g) melting at 115°C. Saponification in the cold methanolic hydroxide gives the desired 2-(4- (methallylamino)phenyl)propionic acid (alminoprofen). MP: 120°C.

Therapeutic Function

Analgesic, Antiinflammatory

InChI:InChI=1/C13H17NO2/c1-9(2)8-14-12-6-4-11(5-7-12)10(3)13(15)16/h4-7,10,14H,1,8H2,2-3H3,(H,15,16)

Upstream product

• 362052-00-4 2-(4-cyano-phenyl)-propionic acid 

Relevant articles and documents

Boryl Radical Activation of Benzylic C-OH Bond: Cross-Electrophile Coupling of Free Alcohols and CO2via Photoredox Catalysis

A new strategy for the direct cleavage of the C(sp3)-OH bond has been developed via activation of free alcohols with neutral diphenyl boryl radical generated from sodium tetraphenylborate under mild visible light photoredox conditions. This strategy has been verified by cross-electrophile coupling of free alcohols and carbon dioxide for the synthesis of carboxylic acids. Direct transformation of a range of primary, secondary, and tertiary benzyl alcohols to acids has been achieved. Control experiments and computational studies indicate that activation of alcohols with neutral boryl radical undergoes homolysis of the C(sp3)-OH bond, generating alkyl radicals. After reducing the alkyl radical into carbon anion under photoredox conditions, the following carboxylation with CO2 affords the coupling product.

Phenylacetic acid derivatives

The present invention relates to phenylacetic acid derivatives having the general formula: SPC1 In which R1 represents a lower alkyl radical, a lower alkenyl radical, a lower alkynyl radical or an aryl(lower) alkyl radical, R2 represents hydrogen or a methyl radical, their esters and their salts with bases and acids. Said derivatives have in particular an analgesic and/or anti-inflammatory activity.