3563-01-7

Usage

Originator

Aprofene,ZYF Pharm Chemical

Manufacturing Process

32 parts of α,α-diphenylpropionic acid chloride (made from diphenylpropionic acid and thionyl chloride, B.P./12 mm 170°C) are mixed with 50 parts of diethylaminoethanol. The mixture is heated for two hours to 150°-160°C. It is then suspended in dilute hydrochloric acid. The solution is treated with ether. After separation of the aqueous solution, the base is precipitated with sodium hydroxide solution and suspended in ether. After removal of the ether by distillation, the residue is distilled in a vacuum. α,α-Diphenylpropionic acid β-diethylaminoethyl ester is obtained as a thick oil by distilling under 2 mm pressure at 180°-185°C. It is readily soluble in diluted acids.

Therapeutic Function

Spasmolytic

InChI:InChI=1/C21H27NO2/c1-4-22(5-2)16-17-24-20(23)21(3,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15H,4-5,16-17H2,1-3H3

Upstream product

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Relevant academic research and scientific papers

Room Temperature Coupling of Aryldiazoacetates with Boronic Acids Enhanced by Blue Light Irradiation

A visible-light-promoted photochemical protocol is reported for the coupling of aryldiazoacetates with boronic acids. This photochemical reaction shows great enhancement compared to the same protocol performed in the absence of light. Except for a few cases, the room temperature coupling in the dark (thermal process) generally does not work. When it does, it is likely to also involve free carbenes as key intermediates. Alternatively, photochemical reactions show a broad scope, can be performed under air and tolerate a wide variety of functional groups. Reaction-evolution monitoring, DFT calculations and control experiments have been used to evaluate the main aspects of this intricate mechanistic scenario. Biologically active molecules Adiphenine, Benactyzine and Aprophen have been prepared as examples of synthetic applications.

Molecular Modification of Anticholinergics as Probes for Muscarinic Receptors. Amino Esters of α-Substituted Phenylacetic Acid and Related Analogues

Two series of compounds having the general structure of C6H5CRR'COOCH2CH2NEt2 were synthesized and examined for their antispasmodic activities.These compounds were selected as structural probes for exploring the nature of muscarinic cholinergic receptor binding sites that interact with atropine-like anticholinergics.These studies indicate a rather strict size limitation for the hydrophobic region of the receptor and suggest intramolecular hydrogen bonding as a possible means to explain the observed stereoselectivity.