Analogs of capsaicin with agonist activity as novel analgesic agents; structure-activity studies. 1. The aromatic “A-region” was written by Walpole, Christopher S. J.;Wrigglesworth, Roger;Bevan, Stuart;Campbell, Elizabeth A.;Dray, Andy;James, Iain F.;Perkins, Martin N.;Reid, Derek J.;Winter, Janet. And the article was included in Journal of Medicinal Chemistry in 1993.Category: chlorides-buliding-blocks This article mentions the following:
A series of analogs of capsaicin, the pungent principle of chili peppers, was synthesized and tested in assays for capsaicin-like agonism in vitro. The results of these assays were compared with activities in an acute nociceptive model and a correlation was observed which established that the results of these in vitro assays were predictive of analgesia. Using a modular approach the structure-activity profile of specific regions of capsaicin congeners was established using an in vitro assay measuring 45Ca2+ uptake into neonatal rat dorsal root ganglia neurons. RCH2NHCO(CH2)7Me (I) and RCH2CONH(CH2)7Me (II) (R = substituted Ph) were prepared to test the requirements for activity in the aromatic A-region of the mol. Compounds with the natural substitution pattern, i.e., I and II [R = 3,4-MeO(HO)C6H3] and the corresponding catechols I and II [R = 3,4 (HO)2C6H3] were the most potent, although the catechols were less potent in vivo. Other substitution patterns have reduced activity. These results have established stringent structural requirements for capsaicin-like activity in this part of the mol. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Category: chlorides-buliding-blocks).
2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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. 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.Category: chlorides-buliding-blocks
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics