title: Pyrazolo[1,5-a]pyrimidine acetamides: 4-Phenyl alkyl ether derivatives as potent ligands for the 18 kDa translocator protein (TSPO).
abstract: Herein, we report the synthesis of four new phenyl alkyl ether derivatives (7, 9-11) of the pyrazolo[1,5-a]pyrimidine acetamide class, all of which showed high binding affinity and selectivity for the TSPO and, in the case of the propyl, propargyl, and butyl ether derivatives, the ability to increase pregnenolone biosynthesis by 80-175% over baseline in rat C6 glioma cells. While these compounds fit our in silico generated pharmacophore for TSPO binding the current model does not account for the observed functional activity.
authors: School of Chemistry, University of Sydney, Sydney, NSW 2006, Australia.
authors: Aaron
authors: A
authors: Reynolds
authors: Raphy
authors: R
authors: Hanani
authors: David
authors: D
authors: Hibbs
authors: Annelaure
authors: A
authors: Damont
authors: Eleonora
authors: E
authors: Da Pozzo
authors: Silvia
authors: S
authors: Selleri
authors: Frédéric
authors: F
authors: Dollé
authors: Claudia
authors: C
authors: Martini
authors: Michael
authors: M
authors: Kassiou
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000818:Animals; D002352:Carrier Proteins / Q000037:antagonists & inhibitors* / Q000378:metabolism; D045744:Cell Line, Tumor; D004987:Ethers / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D008024:Ligands; D011284:Pregnenolone / Q000096:biosynthesis; D011485:Protein Binding; D011720:Pyrazoles / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D051381:Rats; D011963:Receptors, GABA-A / Q000378:metabolism
chemical_list: D000081:Acetamides; D002352:Carrier Proteins; D004987:Ethers; D008024:Ligands; D011720:Pyrazoles; D011725:Pyridines; D011963:Receptors, GABA-A; C118531:pyrazolopyridine; C069997:Tspo protein, rat; D011284:Pregnenolone