Highly twisted adamantyl arotinoids: Synthesis, antiproliferative effects and RXR transactivation profiles was written by Perez-Rodriguez, Santiago;Ortiz, Maria A.;Pereira, Raquel;Rodriguez-Barrios, Fatima;de Lera, Angel R.;Piedrafita, F. Javier. And the article was included in European Journal of Medicinal Chemistry in 2009.COA of Formula: C9H9ClO3 This article mentions the following:
I (R = H, MeOCH2CH2OCH2; R1 = R2 = H; R1R2 = CH:CH) and II (R = H, MeOCH2CH2OCH2) are prepared as novel adamantyl biaryl arotinoids with decreased binding to retinoic acid receptors but with anticancer activity (by selective induction of apoptosis in cancer cells). I and II are prepared using Suzuki coupling reactions of an adamantylphenylboronic acid with a trifloxyphenylacetate, a trifloxycinnamate, and a trifloxynaphthoate. I (R = H, MeOCH2CH2OCH2; R1 = R2 = H; R1R2 = CH:CH) show significant antiproliferative activity in several human cancer cell lines, with the anticancer activity correlated to the induction of apoptosis as measured by caspase activity. I (R = H, MeOCH2CH2OCH2; R1 = R2 = H; R1R2 = CH:CH), while devoid of retinoic acid receptor binding capacity, transactivate the retinoid X receptor α. In the experiment, the researchers used many compounds, for example, Methyl 3-chloro-4-hydroxyphenylacetate (cas: 57017-95-5COA of Formula: C9H9ClO3).
Methyl 3-chloro-4-hydroxyphenylacetate (cas: 57017-95-5) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.COA of Formula: C9H9ClO3
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics