Sigma receptor modulators: a patent review

Bibliography

• Walker JM, Bowen WD, Walker FO, Sigma receptors: biology and function. Pharmacol Rev 1990;42:355-402
   PubMed Web of Science ®Google Scholar
• Mavlyutov TA, Epstein ML, Andersen KA, The sigma-1 receptor is enriched in postsynaptic sites of C-terminals in mouse motoneurons. An anatomical and behavioral study. Neuroscience 2010;167(2):247-55
   PubMed Web of Science ®Google Scholar
• Hanner M, Moebius FF, Flandorfer A, Purification, molecular cloning, and expression of the mammalian sigma1-binding site. Proc Natl Acad Sci USA 1996;93(15):8072-7
   PubMed Web of Science ®Google Scholar
• Seth P, Fei YJ, Li HW, Cloning and functional characterization of a sigma receptor from rat brain. J Neurochem 1998;70(3):922-31
   PubMed Web of Science ®Google Scholar
• Toussaint M, Debreu-Fontaine MA, Maurice T, Melnyk P. New synthesis of tic-hydantoins sigma-1 ligands and pharmacological evaluation on cocaine-induced stimulant effects. Med Chem 2010;6(6):355-73
   PubMed Web of Science ®Google Scholar
• Hayashi T, Rizzuto R, Hajnoczky G, Su TP. MAM: more than just a housekeeper. Trends Cell Biol 2009;19(2):81-8
   PubMed Web of Science ®Google Scholar
• Su TP, Hayashi T, Maurice T, The sigma-1 receptor chaperone as an inter-organelle signaling modulator. Trends Pharmacol Sci 2010;31(12):557-66
   PubMed Web of Science ®Google Scholar
• Morin-Surun MP, Collin T, Denavit-Saubie M, Intracellular sigma1 receptor modulates phospholipase C and protein kinase C activities in the brainstem. Proc Natl Acad Sci USA 1999;96(14):8196-9
   PubMed Web of Science ®Google Scholar
• Zeng C, Vangveravong S, Xu J, Subcellular localization of sigma-2 receptors in breast cancer cells using two-photon and confocal microscopy. Cancer Res 2007;67:6708-16
   PubMed Web of Science ®Google Scholar
• McLean S, Weber E. Autoradiographic visualization of haloperidol-sensitive sigma receptors in guinea-pig brain. Neuroscience 1988;25:259-69
   PubMed Web of Science ®Google Scholar
• Dumont M, Lemaire S. Interaction of 1,3-di(2-[5-3H]tolyl) guanidine with sigma 2 binding sites in rat heart membrane preparations. Eur J Pharmacol 1991;209:245-8
   PubMed Web of Science ®Google Scholar
• Ela C, Barg J, Vogel Z, Sigma receptor ligands modulate contractility, Ca* influx and beating rate in cultured cardiac myocytes. J Pharmacol Exp Ther 1994;269:1300-9
   PubMed Web of Science ®Google Scholar
• Jansen KL, Elliot M, Leslie RA. Sigma receptors in rat brain and testes show similar reductions in response to chronic haloperidol. Eur J Pharmacol 1992;214:281-3
   PubMed Web of Science ®Google Scholar
• Roman F, Pascaud X, Chomette G, Autoradiographic localization of sigma opioid receptors in the gastrointestinal tract of the guinea pig. Gastroenterology 1989;97(1):76-82
   PubMed Web of Science ®Google Scholar
• Maurice T, Su T-P. The pharmacology of sigma-1 receptors. Pharmacol Ther 2009;124:195-206
   PubMed Web of Science ®Google Scholar
• Kulkarni SK, Dhir A. tau -1 receptors in major depression and anxiety. Expert Rev Neurother 2009;9:1021-34
   PubMed Web of Science ®Google Scholar
• Bermack JE, Debonnel G. The role of sigma receptors in depression. J Pharmacol Sci 2005;97:317-36
   PubMed Web of Science ®Google Scholar
• Snyder SH, Largent BL. Receptor mechanisms in antipsychotic drug action: focus on sigma receptors. J Neuropsychiatry Clin Neurosci 1989;1:7-15
   PubMedGoogle Scholar
• Luty AA, Kwok JB, Dobson-Stone C, Sigma nonopioid intracellular receptor 1 mutations cause frontotemporal lobar degeneration-motor neuron disease. Ann Neurol 2010;68(5):639-49
   PubMed Web of Science ®Google Scholar
• Guzman-Lenis MS, Navarro X, Casas C. Selective sigma receptor agonist 2-(4-morpholinethyl)1-phenylcyclohexanecarboxylate (PRE084) promotes neuroprotection and neurite elongation through protein kinase C (PKC) signaling on motoneurons. Neuroscience 2009;162:31-8
   PubMed Web of Science ®Google Scholar
• Rossi D, Pedrali A, Urbano M, Identification of a potent and selective receptor agonist potentiating NGF-induced neurite outgrowth in PC12 cells. Bioorg Med Chem 2011;19:6210-24
   PubMed Web of Science ®Google Scholar
• Ostenfeld MS, Fehrenbacher N, Høyer-Hansen M, Effective tumor cell death by sigma-2 receptor ligand siramesine involves lysosomal leakage and oxidative stress. Cancer Res 2005;65:8975-83
   PubMed Web of Science ®Google Scholar
• Megalizzi V, Mathieu V, Mijatovic T, 4-IBP, a sigma1 receptor agonist, decreases the migration of human cancer cells, including glioblastoma cells, in vitro and sensitizes them in vitro and in vivo to cytotoxic insults of proapoptotic and proautophagic drugs. Neoplasia 2007;9:358-69
   PubMed Web of Science ®Google Scholar
• University of Oregon. Sigma Brain Receptor Ligands and Their Use. US4709094; 1986
   Google Scholar
• University of Oregon. Substituted guanidines having high binding to the sigma receptor and the use thereof. WO9118868; 1991
   Google Scholar
• University of Oregon. Tri- and tetra-substituted guanidines and their use as excitatory amino acid antagonists. WO9112797; 1991
   Google Scholar
• State of Oregon, Oregon State Board of Higher Education, Oregon Health Sciences University, The University of Oregon. Substituted amidines having high binding to the sigma receptor and the use thereof. WO9204054; 1992
   Google Scholar
• E.I. Du Pont De Nemours and Co. Antipsychotic 1-cycloalkylpiperidines. WO9103243; 1990
   Google Scholar
• Du Pont Merck Pharmaceutical Co. Use of sigma receptor antagonists to enhance the effects of antipsychotic drugs. WO9218127; 1991
   Google Scholar
• Du Pont Merck Pharmaceutical Co. Use of sigma receptor antagonists for treatment of cocaine abuse. US5180729; 1993
   Google Scholar
• Du Pont Merck Pharmaceutical Co. Use of sigma receptor antagonists for treatment of amphetamine abuse. WO9214463; 1992
   Google Scholar
• Du Pont Merck Pharmaceutical Co. N-Aralkyl piperidine derivatives as psychotropic drugs. US5116846; 1990
   Google Scholar
• Du Pont Merck Pharmaceutical Co. (N-Phthalimidoalkyl) piperidines for the treatment of psychoses. WO9322310; 1993
   Google Scholar
• Du Pont Merck Pharmaceutical Co. Hydroisoindolines and hydroisoquinolines as psychotropic. US5216018; 1992
   Google Scholar
• Hellewell SB, Bowen WD. A sigma-like binding site in rat pheochromocytoma (PC12) cells: decreased affinity for (+)-benzomorphans and lower molecular weight suggest a different sigma receptor form from that of guinea pig brain. Brain Res 1990;527:244-53
   PubMed Web of Science ®Google Scholar
• Iyengar S, Wood PL, Mick SJ. (+) 3-[3- hydroxyphenyl-N-(1-propyl) piperidine] selectively differentiates effects of sigma ligands on neurochemical pathways modulated by sigma receptors: evidence for subtypes, in vivo. Eur J Pharmacol 1991;183(6):2336-7
   Google Scholar
• Otsuka Pharmaceutical Co. Ltd. Carbostyril derivatives and pharmaceutical compositions. EP0512525; 1992
   Google Scholar
• H. Lundbeck A/S. Dimeric piperidine, tetrahydropyridine and piperazine derivatives. WO9325527; 1993
   Google Scholar
• Ferrer Internacional S.A. 4-Benzylpiperidine derivatives, a process for preparing them and pharmaceutical compositions containing them. EP0572952; 1993
   Google Scholar
• Santen Pharmaceutical Co. Ltd. Novel 1,4-Di(Phenylalkyl) piperazine derivative. EP0711763; 1994
   Google Scholar
• Taisho Pharmaceutical Co. Ltd. Optically active substituted phenylalkylamine derivatives. EP0870758; 1996
   Google Scholar
• Schering Aktiengesellschaft. Pyrrolidinone derivatives and their use as antipsychotic medicaments. EP0839805; 1997
   Google Scholar
• Laboratorios del Dr. Esteve S.A. Tetrahydropyridine - (or 4 hydroxypiperidine) alkylazoles having an affinity for sigma and-or 5HT1a receptors. US5731331; 1998
   Google Scholar
• Matsumoto. Sigma receptor antagonists having anti-cocaine properties and uses thereof. WO9959409; 1999
   Google Scholar
• Cambridge Neuroscience, Inc., Virginia Commonwealth University. Sigma receptor ligands and the use thereof. US6087346; 2000
   Google Scholar
• Glennon RA, Ablordeppey SY, Ismaiel AM, Structural features important for sigma(1) receptor-binding. J Med Chem 1994;37(8):1214-19
   PubMed Web of Science ®Google Scholar
• Glennon RA, Yousif MY, Ismaiel AM, Novel 1-phenylpiperazine and 4-phenylpiperidine derivatives as high-affinity sigma ligands. J Med Chem 1991;34(12):3360-5
   PubMed Web of Science ®Google Scholar
• Glennon RA, Ismaiel AM, Smith JD, Binding of substituted and conformationally restricted derivatives of n-(3-phenyl-n-propyl)-1-phenyl-2-aminopropane at sigma-receptors. J Med Chem 1991;34(6):1855-9
   PubMed Web of Science ®Google Scholar
• Glennon RA, Battaglia G, Smith JD. (-)PPAP: a new and selective ligand for sigma-binding sites. Pharmacol Biochem Behav 1990;37(3):557-9
   PubMed Web of Science ®Google Scholar
• H. Lundbeck A/S. Piperidine derivates having anxiolytic effect. US6031099; 2000
   Google Scholar
• Warner–Lambert Co, Ely Lilly and Co. A pharmaceutical combination for the treatment Of depression. WO0041684; 1999
   Google Scholar
• Warner–Lambert Co. Novel uses of sigma receptor agonists. WO0115685; 2000
   Google Scholar
• Matsuno K, Kobayashi T, Tanaka MK, Sigma 1 receptor subtype is involved in the relief of behavioral despair in the mouse forced swimming test. Eur J Pharmacol 1996;312(3):267-71
   PubMed Web of Science ®Google Scholar
• Merck Patent GMBH. Use of defined substances that bind to the sigma receptor for combating sarcoma and carcinoma. WO0230422; 2001
   Google Scholar
• M's Science Corp. Sigma ligands for neuronal regeneration and functional recovery. WO07053580; 2006
   Google Scholar
• Lobner D, Lipton P. Sigma-ligands and non-competitive NMDA antagonists inhibit glutamate release during cerebral ischemia. Neurosci Lett 1990;117:169-74
   PubMed Web of Science ®Google Scholar
• Nakazawa M, Matsuno K, Mita S, Activation of sigma1 receptor subtype leads to neuroprotection in the rat primary neuronal cultures. Neurochem Int 1998;32:337-43
   PubMed Web of Science ®Google Scholar
• Vamvakides Alexandre. New sigma(s) receptor ligands with anti-apoptotic and/or pro-apoptotic properties over cellular biochemical mechanism, with neuroprotective, anti-cancer, anti-metastatic and anti-(chronic) inflammatory action. WO08087458; 2008
   Google Scholar
• Vamvakides Alexandre. Sigma(s) receptor ligands with anti-apoptotic and/or pro-apoptotic properties over cellular mechanism, exhibiting prototypical cytoprotective and also anticancer activity. WO10097641; 2010
   Google Scholar
• Wisconsin Alumni Research Foundation. Sigma-1 receptor ligands and methods of use. US100179111; 2009
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. Sigma receptor inhibitors. WO06021462; 2006
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. 1,2,4-Triazole derivatives as sigma receptor inhibitors. EP1921073A1; 2006
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. Sigma ligands for potentiating the analgesic effect of opioids and opiates in post-operative pain and attenuating the dependency thereof. EP2353591; 2010
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. Use of sigma ligands in opioid-induced hyperalgesia. EP2415471; 2010
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. 1-aryl-3-aminoalkoxy pyrazoles as sigma ligands enhancing analgesic effect of opioids and attenuating the dependency thereof. US110112095; 2009
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. 4,5,6,7-tetrahydrobenzo[B]thiophene derivatives and their use as sigma receptor ligands. US8227625; 2012
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. Substituted pyrazole sigma receptor antagonists. US110015183; 2011
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. 2-(1-phenyl-4,5,6,7-tetrahydro-1h-indazol-4-Yl)ethylamine derivatives useful as sigma receptor inhibitors. WO12072791; 2011
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. Spiro [piperidine-4-4'-thieno [3,2-c]pyran] derivatives and related compounds as inhibitors on the sigma receptor for the treatment of psychosis. WO08155132; 2008
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. Spiro[Benzopyran] Or Spiro[Benzofuran] Derivatives Which Inhibit The Sigma Receptor. WO07121976; 2007
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. Spiro-Pyrano-Pyrazole Derivatives. WO08125349; 2008
   Google Scholar
• Laboratorios del Dr. Esteve, S.A. Pyrano-Pyrazole-Amines. WO08125348; 2008
   Google Scholar
• The University of Mississippi. Highly selective sigma receptor ligands. WO09026227; 2008
   Google Scholar
• University College Dublin, National University of Ireland. Psycho-pharmaceuticals. WO09128057; 2009
   Google Scholar
• Martin WR, Eades CG, Thompson JA, The effects of morphine- and nalmorphine-like drugs in the nondependent and morphine-dependent chronic spinal dog. J Pharmacol Exp Ther 1976;197(3):517-32
   PubMed Web of Science ®Google Scholar
• Gundlach AL, Largent BL, Snyder SH. Phencyclidine and sigma opiate receptors in brain: biochemical and autoradiographical differentiation. Eur J Pharmacol 1985;113(3):465-6
   PubMed Web of Science ®Google Scholar
• Quirion R, Bowen WD, Itzhak Y, A proposal for the classification of the sigma binding sites. Trends Pharmacol Sci 1992;13(3):85-6
   PubMed Web of Science ®Google Scholar
• Wilke RA, Mehta RP, Lupardus PJ, Sigma receptor photolabeling and sigma receptor-mediated modulation of potassium channel in tumor cells. J Biol Chem 1999;274:18387-92
   PubMed Web of Science ®Google Scholar
• Hayashi T, Su TP. Sigma-1 receptor chaperones at the ER-mitochondrion interface regulate Ca2+ signaling and cell survival. Cell 2007;131(3):596-610
   PubMed Web of Science ®Google Scholar
• Hayshi T, Su TP. Sigma-1 receptor ligands: potential in treatment of neuropsychiatric disorders. CNS Drug 2004;18(5):269-84
   PubMed Web of Science ®Google Scholar