Probing the steric space at the floor of the D1 dopamine receptor orthosteric binding domain: 7α-, 7β-, 8α-, and 8β-methyl substituted dihydrexidine analogues

…, A Gallardo-Godoy, JI Juncosa Jr, PA Vidi…

Index: Cueva, Juan Pablo; Gallardo-Godoy, Alejandra; Juncosa, Jose I.; Vidi, Pierre A.; Lill, Markus A.; Watts, Val J.; Nichols, David E. Journal of Medicinal Chemistry, 2011 , vol. 54, # 15 p. 5508 - 5521

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Citation Number: 5

Abstract

To probe the space at the floor of the orthosteric ligand binding site in the dopamine D1 receptor, four methylated analogues of dihydrexidine (DHX) were synthesized with substitutions at the 7 and 8 positions. The 8α-axial, 8β-equatorial, and 7α-equatorial were synthesized by photochemical cyclization of appropriately substituted N-benzoyl enamines, and the 7β-axial analogue was prepared by an intramolecular Henry reaction. All of the ...