Design and Synthesis of a Screening Library Using the Natural Product Scaffold 3-Chloro-4-hydroxyphenylacetic Acid was written by Kumar, Rohitesh;Sadowski, Martin C.;Levrier, Claire;Nelson, Colleen C.;Jones, Amy J.;Holleran, John P.;Avery, Vicky M.;Healy, Peter C.;Davis, Rohan A.. And the article was included in Journal of Natural Products in 2015.Quality Control of Methyl 3-chloro-4-hydroxyphenylacetate This article mentions the following:
The fungal metabolite 3-chloro-4-hydroxyphenylacetic acid (I) was utilized in the generation of a unique drug-like screening library using parallel solution-phase synthesis. A 20-membered amide library, II (R = CH2CH2CHMe2, morpholinoethyl, CH2CH2NMe2, etc.), III (R1, R2 = H, F, R3 = H, Br, Cl, F), and IV, was generated by first converting I to Me (3-chloro-4-hydroxyphenyl)acetate, then reacting this scaffold with a diverse series of primary amines via a solvent-free aminolysis procedure. The structures of the synthetic analogs II, III, and IV were elucidated by spectroscopic data anal. The structures of compounds III (R1 = F, R2 = R3 = H), IV (R1 = R2 = H, R3 = F), and the hydrate of II (R = CH2CH2NMe2) were confirmed by single X-ray crystallog. anal. All compounds were evaluated for cytotoxicity against a human prostate cancer cell line (LNCaP) and for antiparasitic activity toward Trypanosoma brucei brucei and Plasmodium falciparum and showed no significant activity at 10 渭M. The library was also tested for effects on the lipid content of LNCaP and PC-3 prostate cancer cells, and it was demonstrated that the fluorobenzyl analogs IV (R1 = R2 = H, R3 = F; R1 = R3 = H, R2 = F; R1 = F, R2 = R3 = H) significantly reduced cellular phospholipid and neutral lipid levels. In the experiment, the researchers used many compounds, for example, Methyl 3-chloro-4-hydroxyphenylacetate (cas: 57017-95-5Quality Control of Methyl 3-chloro-4-hydroxyphenylacetate).
Methyl 3-chloro-4-hydroxyphenylacetate (cas: 57017-95-5) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Quality Control of Methyl 3-chloro-4-hydroxyphenylacetate
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Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics