Effect of fluorine substitution of α- and β-hydrogen atoms in ethyl phenylacetate and phenylpropionate on their stereoselective hydrolysis by cultured cancer cells was written by Yamazaki, Yoshimitsu;Yusa, Shiro;Kageyama, Yu-ichi;Tsue, Hirohito;Hirao, Ken-ichi;Okuno, Hiroaki. And the article was included in Journal of Fluorine Chemistry in 1996.Recommanded Product: 7476-66-6 This article mentions the following:
(±)-Et 2-fluoro-2-phenylacetate was stereoselectively hydrolyzed by cultured cells of several rat cancer cell lines to give the carboxylic acid rich in the R enantiomer. The stereoselectivity increased for (±)-Et 2-fluoro-2-phenylpropionate (I) with all present cell lines and for (±)-Et 2-phenyl-3,3,3-trifluoropropionate with rat hepatoma McA-RH7777 cell line. The stereoselectivity was different for the different cell lines, as McA-RH7777 cells preferred (R)-I in contrast with the preference towards (S)-I by other cells such as ras oncogene-transformed rat liver Anr4 cells. These stereoselectivities were different from those for non-fluorinated (±)-Et 2-phenylpropionate. Thus fluorine atoms are recognized by ester hydrolases of cancer cells, and fluorine substitution on the acyl group will be useful for making ester-type anticancer prodrugs more specific to cancer cells. In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6Recommanded Product: 7476-66-6).
Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Recommanded Product: 7476-66-6
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics