Synthesis and pharmacological characterization of 2-(4-chloro-3-hydroxyphenyl)ethylamine and N,N-dialkyl derivatives as dopamine receptor ligands was written by Claudi, Francesco;Giorgioni, Gianfabio;Di Stefano, Antonio;Abbracchio, Maria Pia;Paoletti, Anna Maria;Balduini, Walter. And the article was included in Journal of Medicinal Chemistry in 1992.HPLC of Formula: 6834-42-0 This article mentions the following:
2-(4-Chloro-3-hydroxyphenyl)ethylamine (I) and some derivatives were synthesized as dopamine (DA) receptor ligands. Amine I retains the dopaminergic pharmacophore 2-(3-hydroxyphenyl)ethylamine, and the chlorine atom replaces the “para” hydroxyl group of DA. 4,3-Cl(HO)C6H3CH2CH2NRPr (II, R = Pr, PhCH2CH2, 3-MeOC6H4CH2CH2, 4-MeOC6H4CH2CH2, 4-MeOC6H4CH2CH2CH2) were obtained by introducing on the nitrogen of amine I the n-Pr and 2-phenylethyl or 3-phenylpropyl groups which can be accommodated by the D-2 receptor lipophilic sites 3C and π3, resp. The affinity and selectivity of these compounds for D-1 and D-2 subtypes was determined in radioligand competition assays for the DA receptors of rat striatum membranes using [3H]SCH 23390 (D-1 selective) and [3H]spiperone (D-2 selective) as radioligands. I shows about 7-fold lower affinity than DA for both sites and is not able to discriminate between the two subtypes of DA receptors. The introduction of two n-Pr groups on the nitrogen atom in II (R = Pr) reduces by one-half and doubles the affinity for D-1 and D-2 binding sites, resp. The substitution of an n-Pr group with different alkylphenyl groups, to give the remaining II, increases the affinity for the D-2 subtype from 19-fold to 36-fold. These compounds have the same affinity at the D-2 site as the DA agonist N-propyl-N-(2-phenylethyl)-2-(3-hydroxyphenyl)ethylamine (III) and are about 20 times more selective than DA for this binding site. In the assay for D-2 receptor mediated inhibition of adenylate cyclase activity, all the tested compounds behaved as D-2 agonists, N-propyl-N-[2(4-hydroxyphenyl)ethylamine was more effective than DA or III. On the other hand, all compounds were less effective than DA in stimulation of adenylate cyclase activity in rat striatal homogenates, a kind of effect which is mediated by the D-1 subtype of DA receptors. These results suggest that the nitrogen substitution enhances the affinity and selectivity for the D-2 receptor. In the adenylate cyclase assay, the compounds behave as potent D-2 agonists. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0HPLC of Formula: 6834-42-0).
2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.HPLC of Formula: 6834-42-0
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics