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Design, synthesis, and binding affinities of potential positron emission tomography (PET) ligands for visualization of brain dopamine D3 receptors
We here report the synthesis of compounds structurally related to the high-affinity dopamine D3 receptor ligand N-[4-[4-(2,3- dichlorophenyl)piperazin-1-yl]butyl]-7-methoxy-2-benzofurancarboxamide (1). All compounds were specifically designed as potential PET radioligands for brain D3 receptors visualization, having lipophilicity within a range for high brain uptake and weak nonspecific binding (2 < ClogP < 3.5) and bearing a methoxy substituent for easy access to labeling with the positron emitter isotope 11C. N-[4-[4-(5-methoxy-2-benzisoxazolyl) piperazin-1-yl]butyl]-4-(4-morpholinyl)benzamide (22), N-[4-[4-(5-methoxy-2- benzisoxazolyl)piperazin-1-yl]butyl]-4-(1H-imidazol-1-yl)benzamide (23), and N-[4-[4-(5-methoxy-2-benzisoxazolyl)piperazin-1-yl]butyl]-5-(2-furanyl) -1H-pyrazole-3-carboxamide (24) displayed good D3 receptor affinities (Ki values 38.0, 22.6, and 21.3 nM, respectively) and were selective over D2 receptor. Moreover, compounds 22-24 were able to permeate the Caco-2 cell monolayer, differently from compound 1. Although the goal to identify potential PET radioligands with subnanomolar affinities for D 3 receptor was not achieved, the proposed strategy could be a starting point for future developments. Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Safety of Quinoxaline-6-carboxylic acid, you can also check out more blogs about6925-00-4
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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N808 | ChemSpider