27097-43-4Relevant academic research and scientific papers
Synthesis of halogenated analogs of 5-(4-chlorophenyl)-2,3-dihydro-5-hydroxy-5H-imidazo[2,1-a]-isoindole or mazindol for exploration of the dopamine transporter
Galinier,Garreau,Dognon,Ombetta-Goka,Frangin,Chalon,Besnard,Guilloteau
, p. 927 - 933 (2007/10/02)
In order to study the presynaptic dopamine transporter in the human brain by single photon emission tomography (SPET) or positron emission tomography (PET) we have developed new halogenated mazindol derivatives using a pathway involving a reaction between a dilithio derivative of 2-phenyl-2-imidazoline and appropriate methyl or ethyl halogenobenzoates. After HPLC purification and chemical characterization, the affinity for the dopamine transporter was studied in vitro with [3H]-GBR 12935 and compared to mazindol and nomifensine. Affinity potencies were determined as follows: mazindol > brominated derivatives > iodinated derivatives > nomifensine > fluorinated derivatives. The properties were related to the structure of these compounds and showed the importance of the nature of the substituent on the primary phenyl ring of mazindol for affinity to the dopamine transporter.
