In 2018,Betti, Marco; Catarzi, Daniela; Varano, Flavia; Falsini, Matteo; Varani, Katia; Vincenzi, Fabrizio; Dal Ben, Diego; Lambertucci, Catia; Colotta, Vittoria published 《The aminopyridine-3,5-dicarbonitrile core for the design of new non-nucleoside-like agonists of the human adenosine A2B receptor》.European Journal of Medicinal Chemistry published the findings.Formula: C9H9BrO2 The information in the text is summarized as follows:
A new series of amino-3,5-dicyanopyridines I (R1 = OEt, cyclopropylmethoxy, NHCOCH3, etc.; R2 = COOMe, CONH2, CONHCH3, etc.) as analogs of the adenosine hA2B receptor agonist BAY60-6583 was synthesized. All the compounds that interact with the hA2B adenosine receptor display EC50 values in the range 9-350 nM behaving as partial agonists, with the only exception being the I (R1 = NHCOCH3, R2 = CONH2) which shows a full agonist profile. Moreover, the compound I (R1 = cyclopropylmethoxy, R2 = 1H-imidazol-2-yl) turns out to be 3-fold more active than BAY60-6583 although less selective. This result can be considered a real breakthrough due to the currently limited number of non-adenosine hA2B AR agonists reported in literature. To simulate the binding mode of nucleoside and non-nucleoside agonists at the hA2B AR, mol. docking studies were performed at homol. models of this AR subtype developed by using two crystal structures of agonist-bound A2A AR as templates. These investigations allowed to represent a hypothetical binding mode of hA2B receptor agonists belonging to the amino-3,5-dicyanopyridine series and to rationalize the observed SAR. In the experiment, the researchers used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Formula: C9H9BrO2)
Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Formula: C9H9BrO2 Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary