1379313-44-6

Upstream product

• 40061-54-9 2-chlorophenylacetic acid ethyl ester 
• 74-88-4 methyl iodide 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 64-17-5 ethanol 
• 2184-85-2 2-(2-chloro-phenyl)-propanoic acid 

Downstream Products

• 1394168-73-0 2-(2-chlorophenyl)-2-fluoropropanoic acid 
• 1394168-92-3 2-(2-chlorophenyl)-2-fluoropropanoic acid 
• 1394168-82-1 di(naphthalen-1-yl)methyl 2-(2-chlorophenyl)-2-fluoropropanoate 
• 1394169-02-8 ethyl 2-(2-chlorophenyl)-2-fluoropropanoate 
• 2184-85-2 2-(2-chloro-phenyl)-propanoic acid 

Relevant academic research and scientific papers

2-(Halogenated Phenyl) acetamides and propanamides as potent TRPV1 antagonists

A series consisting of 117 2-(halogenated phenyl) acetamide and propanamide analogs were investigated as TRPV1 antagonists. The structure–activity analysis targeting their three pharmacophoric regions indicated that halogenated phenyl A-region analogs exhibited a broad functional profile ranging from agonism to antagonism. Among the compounds, antagonists 28 and 92 exhibited potent antagonism toward capsaicin for hTRPV1 with Ki[CAP] = 2.6 and 6.9 nM, respectively. Further, antagonist 92 displayed promising analgesic activity in vivo in both phases of the formalin mouse pain model. A molecular modeling study of 92 indicated that the two fluoro groups in the A-region made hydrophobic interactions with the receptor.

A new method for production of chiral 2-aryl-2-fluoropropanoic acids using an effective kinetic resolution of racemic 2-aryl-2-fluoropropanoic acids

We report a new method for the preparation of chiral 2-aryl-2- fluoropropanoic acids, including 2-fluoroibuprofen, a fluorinated analogue of non-steroidal anti-inflammatory drugs (NSAIDs), by the kinetic resolution of racemic 2-aryl-2-fluoropropanoic acids using enantioselective esterification. By applying pivalic anhydride (Piv2O) as a coupling agent, bis(α-naphthyl)methanol [(α-Np)2CHOH] as an achiral alcohol, and (+)-benzotetramisole (BTM) as a chiral acyl-transfer catalyst, a series of racemic 2-aryl-2-fluoropropanoic acids were kinetically separated to afford the optically active carboxylic acids and the corresponding esters with good to high enantiomeric excesses. This technology can provide a convenient approach to furnish the chiral a-fluorinated drugs containing quaternary carbons at the α-positions in the 2-aryl-2-fluoropropanoic acid structure.