N -phenylpropyl- N ′-substituted piperazines occupy sigma receptors and alter methamphetamine-induced hyperactivity in mice

Desai, 2005, Relationship between in vivo occupancy at the dopamine transporter and behavioral effects of cocaine, GBR 12909 [1-{2-[bis-(4-fluorophenyl)methoxy]ethyl}-4-(3-phenylpropyl)piperazine], and benztropine analogs, J. Pharmacol. Exp. Ther., 315, 397, 10.1124/jpet.105.091231 Fujimoto, 2012, Sigma-1 receptor chaperones regulate the secretion of brain-derived neurotrophic factor, Synapse, 66, 630, 10.1002/syn.21549 Fujimura, 1997, Synthesis, structure and quantitative structure-activity relationships of sigma receptor ligands, 1-[2-(3.4-dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazines, Bioorg. Med. Chem., 5, 1675, 10.1016/S0968-0896(97)00093-X Fujiwara, 1990, Effects of repeated administration of pentazocine on ambulatory activity in mice: comparison with the effects of morphine and methamphetamine, Jpn. J. Pharmacol., 54, 61, 10.1254/jjp.54.61 Hayashi, 2007, Sigma-1 receptor chaperones at the ER-mitochondrion interface regulate Ca2+ signaling and cell survival, Cell, 131, 596, 10.1016/j.cell.2007.08.036 Hayashi, 2010, Regulation of σ-1 receptors and endoplasmic reticulum chaperones in the brain of methamphetamine self-administering rats, J. Pharmacol. Exp. Ther., 332, 1054, 10.1124/jpet.109.159244 Katz, 2011, A role for sigma receptors in stimulant self administration and addiction, Pharmaceuticals (Basel), 4, 880, 10.3390/ph4060880 Lever, 1996, Synthesis and in vivo studies of a selective ligand for the dopamine transporter: 3 beta-(4-[125I]iodophenyl) tropan-2 beta-carboxylic acid isopropyl ester ([125I]RTI-121), Nucl. Med. Biol., 23, 277, 10.1016/0969-8051(95)02074-8 Lever, 2006, σ1 and σ2 receptor binding affinity and selectivity of SA4503 and fluoroethyl SA4503, Synapse, 59, 350, 10.1002/syn.20253 Lever, 2012, Synthesis, radioiodination and in vitro and in vivo sigma receptor studies of N-1-allyl-N-4-phenethylpiperazine analogs, Nucl. Med. Biol., 39, 401, 10.1016/j.nucmedbio.2011.10.001 Lever, 2014, Relationship between cerebral sigma-1 receptor occupancy and attenuation of cocaine's motor stimulatory effects in mice by PD144418, J. Pharmacol. Exp. Ther., 351, 153, 10.1124/jpet.114.216671 Lever, 2016, Cocaine occupancy of sigma1 receptors and dopamine transporters in mice, Synapse, 70, 98, 10.1002/syn.21877 Matsumoto, 2004, Structure-activity comparison of YZ-069, a novel sigma ligand, and four analogs in receptor binding and behavioral studies, Pharmacol. Biochem. Behav., 77, 775, 10.1016/j.pbb.2004.01.014 Minabe, 1999, Acute and chronic administration of the selective σ1 receptor agonist SA4503 significantly alters the activity of midbrain dopamine neurons in rats: an in vivo electrophysiological study, Synapse, 33, 129, 10.1002/(SICI)1098-2396(199908)33:2<129::AID-SYN3>3.0.CO;2-E Mori, 2012, Inhibitory Effects of SA4503 on the Rewarding Effects of Abused Drugs, Addict. Biol. Nahas, 2008, Synthesis and structure-activity relationships of N-(3-phenylpropyl)-N′-benzylpiperazines: potent ligands for σ1 and σ2 receptors, Bioorg. Med. Chem., 16, 755, 10.1016/j.bmc.2007.10.037 Nguyen, 2005, Involvement of sigma (σ) receptors in the acute actions of methamphetamine: receptor binding and behavioral studies, Neuropharmacology, 49, 638, 10.1016/j.neuropharm.2005.04.016 Patel, 2009, Mobilization of calcium from intracellular stores facilitates somatodendritic dopamine release, J. Neurosci., 29, 6568, 10.1523/JNEUROSCI.0181-09.2009 Reith, 1994, GBR 12909 and 12935 block dopamine uptake into brain synaptic vesicles as well as nerve endings, Eur. J. Pharmacol., 253, 175, 10.1016/0014-2999(94)90774-9 Rodvelt, 2010, Could sigma receptor ligands be a treatment for methamphetamine abuse?, Curr. Drug Abuse Rev., 3, 156, 10.2174/1874473711003030156 Rodvelt, 2011, The sigma receptor agonist SA4503 both attenuates and enhances the effects of methamphetamine, Drug Alcohol Depend., 116, 203, 10.1016/j.drugalcdep.2010.12.018 Sage, 2012, What can rodent activity tell us about methamphetamine abuse?, 47 Sage, 2013, Effects of N-phenylpropyl-N′-substituted piperazine sigma receptor ligands on cocaine-induced hyperactivity in mice, Pharmacol. Biochem. Behav., 110, 201, 10.1016/j.pbb.2013.07.006 Schmitt, 2010, Regulation of the dopamine transporter: aspects relevant to psychostimulant drugs of abuse, Ann. N. Y. Acad. Sci., 1187, 316, 10.1111/j.1749-6632.2009.05148.x Uhl, 2002, Cocaine, reward, movement and monoamine transporters, Mol. Psychiatry, 7, 21, 10.1038/sj.mp.4000964 Xu, R., Lord, S.A., Peterson, R.M., Fergason-Cantrell, E.A., Lever, J.R., Lever, S.Z., 2015. Ether modifications to 1-[2-(3.4-dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine (SA4503): effects on binding affinity and selectivity for sigma receptors and monoamine transporters. Bioorg. Med. Chem., 23, 222–230.