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Volumn 69, Issue , 2013, Pages 659-669

Isoxazole derivatives as potent transient receptor potential melastatin type 8 (TRPM8) agonists

Author keywords

Calcium imaging; Chronic constriction injury; Isoxazolylamine derivatives; Structure activity relationship; Transient receptor potential melastatin type 8 channels

Indexed keywords

ANALGESIC AGENT; CALCIUM; ISOXAZOLE DERIVATIVE; MENTHOL; N (2 METHYL)PROPYL N (3 ISOXAZOLYL)AMINE; N (2 METHYL)PROPYL N (3 METHYL 5 ISOXAZOLYL)AMINE; N (2 METHYL)PROPYL N (5 METHYL 3 ISOXAZOLYL)AMINE; N (2' NITRO)BENZYL N (5 METHYL 3 ISOXAZOLYL)AMINE; N (3 METHYL)BUTYL N (5 METHYL 3 ISOXAZOLYL)AMINE; N (4' NITRO)BENZYL N (5 METHYL 3 ISOXAZOLYL)AMINE; N (BUTYL) N (3 METHYL 5 ISOXAZOLYL)AMINE; N (METHYL)ETHYL N (5 METHYL 3 ISOXAZOLYL)AMINE; N BUTYL N (3 ISOXAZOLYL)AMINE; N BUTYL N (5 METHYL 3 ISOXAZOLYL)AMINE; N CYCLOHEXYLMETHYL N (5 METHYL 3 ISOXAZOLYL)AMINE; TRANSIENT RECEPTOR POTENTIAL CHANNEL M8; UNCLASSIFIED DRUG;

EID: 84884768588     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2013.08.056     Document Type: Article
Times cited : (23)

References (41)
  • 3
    • 0021347434 scopus 로고
    • Analgesic effect on vibration and cooling on pain induced by intraneural electrical stimulation
    • DOI 10.1016/0304-3959(84)90819-4
    • G. Bini, G. Cruccu, K.E. Hagbarth, W. Schady, and E. Torebjork Analgesic effect of vibration and cooling on pain induced by intraneural electrical stimulation Pain 18 1984 239 248 (Pubitemid 14161820)
    • (1984) Pain , vol.18 , Issue.3 , pp. 239-248
    • Bini, G.1    Cruccu, G.2    Hagbarth, K.E.3
  • 4
    • 33746322985 scopus 로고    scopus 로고
    • Efficacy of cold for pain: Fact or fallacy?
    • J. Sauls Efficacy of cold for pain: fact or fallacy? Online J. Knowl. Synth. Nurs. 6 1999 103 111
    • (1999) Online J. Knowl. Synth. Nurs. , vol.6 , pp. 103-111
    • Sauls, J.1
  • 5
    • 33845222371 scopus 로고    scopus 로고
    • How cold is it? TRPM8 and TRPA1 in the molecular logic of cold sensation
    • D.D. McKemy How cold is it? TRPM8 and TRPA1 in the molecular logic of cold sensation Mol. Pain 1 2005 16 22
    • (2005) Mol. Pain , vol.1 , pp. 16-22
    • McKemy, D.D.1
  • 7
    • 0037034931 scopus 로고    scopus 로고
    • Identification of a cold receptor reveals a general role for TRP channels in thermosensation
    • DOI 10.1038/nature719
    • D.D. McKemy, W.M. Neuhauser, and D. Julius Identification of a cold receptor reveals a general role for TRP channels in thermosensation Nature 416 6876 2002 52 58 (Pubitemid 34215395)
    • (2002) Nature , vol.416 , Issue.6876 , pp. 52-58
    • McKemy, D.D.1    Neuhausser, W.M.2    Julius, D.3
  • 8
    • 0036902062 scopus 로고    scopus 로고
    • A cold- and menthol-activated current in rat dorsal root ganglion neurones: Properties and role in cold transduction
    • DOI 10.1113/jphysiol.2002.024331
    • G. Reid, A. Babes, and F. Pluteanu A cold- and menthol-activated current in rat dorsal root ganglion neurones: properties and role in cold transduction J. Physiol. 545 2002 595 614 (Pubitemid 36004391)
    • (2002) Journal of Physiology , vol.545 , Issue.2 , pp. 595-614
    • Reid, G.1    Babes, A.2    Pluteanu, F.3
  • 10
    • 2442616221 scopus 로고    scopus 로고
    • Topical menthol - A human model for cold pain by activation and sensitization of C nociceptors
    • DOI 10.1093/brain/awh134
    • G. Wasner, J. Schattschneider, A. Binder, and R. Baron Topical menthol - a human model for cold pain by activation and sensitization of C nociceptors Brain 127 2004 1159 1171 (Pubitemid 38623049)
    • (2004) Brain , vol.127 , Issue.5 , pp. 1159-1171
    • Wasner, G.1    Schattschneider, J.2    Binder, A.3    Baron, R.4
  • 11
    • 21344456496 scopus 로고    scopus 로고
    • TRPA1 and TRPM8 activation in humans: Effects of cinnamaldehyde and menthol
    • DOI 10.1097/00001756-200506210-00015
    • B. Namer, F. Seifert, H.O. Handwerker, and C. Maihöfner TRPA1 and TRPM8 activation in humans: effects of cinnamaldehyde and menthol Neuroreport 16 9 2005 955 959 (Pubitemid 40904746)
    • (2005) NeuroReport , vol.16 , Issue.9 , pp. 955-959
    • Namer, B.1    Seifert, F.2    Handwerker, H.O.3    Maihofner, C.4
  • 12
    • 84862804874 scopus 로고    scopus 로고
    • Therapeutic potential of TRPM8 modulators
    • D.D. McKemy Therapeutic potential of TRPM8 modulators Open Access Drug Discovery J. 2 2010 80 87
    • (2010) Open Access Drug Discovery J. , vol.2 , pp. 80-87
    • McKemy, D.D.1
  • 13
    • 34247487011 scopus 로고    scopus 로고
    • TRPM8 Is required for cold sensation in mice
    • DOI 10.1016/j.neuron.2007.02.024, PII S0896627307001444
    • A. Dhaka, A.N. Murray, J. Mathur, T.J. Earley, M.J. Petrus, and A. Patapoutian TRPM8 is required for cold sensation in mice Neuron 54 3 2007 371 378 (Pubitemid 46659806)
    • (2007) Neuron , vol.54 , Issue.3 , pp. 371-378
    • Dhaka, A.1    Murray, A.N.2    Mathur, J.3    Earley, T.J.4    Petrus, M.J.5    Patapoutian, A.6
  • 15
    • 8544233547 scopus 로고    scopus 로고
    • 2+ channel required for the survival of prostate cancer cells
    • DOI 10.1158/0008-5472.CAN-04-2146
    • 2+ channel required for the survival of prostate cancer cells Cancer Res. 64 2004 8365 8373 (Pubitemid 39491776)
    • (2004) Cancer Research , vol.64 , Issue.22 , pp. 8365-8373
    • Zhang, L.1    Barritt, G.J.2
  • 17
    • 33645504631 scopus 로고    scopus 로고
    • Synthesis of a new family of N-aryl lactams active on chemesthesis and taste
    • A. Bassoli, G. Borgonovo, G. Busnelli, and G. Morini Synthesis of a new family of N-aryl lactams active on chemesthesis and taste Eur. J. Org. Chem. 7 2006 1656 1663
    • (2006) Eur. J. Org. Chem. , vol.7 , pp. 1656-1663
    • Bassoli, A.1    Borgonovo, G.2    Busnelli, G.3    Morini, G.4
  • 21
    • 3142551882 scopus 로고
    • Cooling and pungent agents
    • A. Amano Cooling and pungent agents J. Jap. Soc. Cut. Health 17 1984 77 86
    • (1984) J. Jap. Soc. Cut. Health , vol.17 , pp. 77-86
    • Amano, A.1
  • 23
    • 65249111686 scopus 로고    scopus 로고
    • Comparative modeling of the quaternary structure for the human TRPM8 channel and analysis of its binding features
    • A. Pedretti, C. Marconi, I. Bettinelli, and G. Vistoli Comparative modeling of the quaternary structure for the human TRPM8 channel and analysis of its binding features Biochim. Biophys. Acta 1788 5 2009 973 982
    • (2009) Biochim. Biophys. Acta , vol.1788 , Issue.5 , pp. 973-982
    • Pedretti, A.1    Marconi, C.2    Bettinelli, I.3    Vistoli, G.4
  • 26
    • 4544368241 scopus 로고    scopus 로고
    • The super-cooling agent icilin reveals a mechanism of coincidence detection by a temperature-sensitive TRP channel
    • DOI 10.1016/j.neuron.2004.08.038, PII S0896627304005380
    • H.H. Chuang, W.M. Neuhausser, and D. Julius The super-cooling agent icilin reveals a mechanism of coincidence detection by a temperature-sensitive TRP channel Neuron 43 6 2004 859 869 (Pubitemid 39215016)
    • (2004) Neuron , vol.43 , Issue.6 , pp. 859-869
    • Chuang, H.-H.1    Neuhausser, W.M.2    Julius, D.3
  • 27
    • 1842453817 scopus 로고    scopus 로고
    • Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay
    • DOI 10.1038/sj.bjp.0705652
    • H.J. Behrendt, T. Germann, C. Gillen, H. Hatt, and R. Jostock Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay Br. J. Pharmacol. 141 4 2004 737 745 (Pubitemid 38453266)
    • (2004) British Journal of Pharmacology , vol.141 , Issue.4 , pp. 737-745
    • Behrendt, H.-J.1    Germann, T.2    Gillen, C.3    Hatt, H.4    Jostock, R.5
  • 28
    • 33845261834 scopus 로고    scopus 로고
    • Contribution of TRPM8 channels to cold transduction in primary sensory neurons and peripheral nerve terminals
    • DOI 10.1523/JNEUROSCI.3752-06.2006
    • R. Madrid, T. Donovan-Rodríguez, V. Meseguer, M.C. Acosta, C. Belmonte, and F. Viana Contribution of TRPM8 channels to cold transduction in primary sensory neurons and peripheral nerve terminals J. Neurosci. 26 48 2006 12512 12525 (Pubitemid 44864516)
    • (2006) Journal of Neuroscience , vol.26 , Issue.48 , pp. 12512-12525
    • Madrid, R.1    Donovan-Rodriguez, T.2    Meseguer, V.3    Acosta, M.C.4    Belmonte, C.5    Viana, F.6
  • 30
    • 33646137111 scopus 로고    scopus 로고
    • Comparison of three models of neuropathic pain in mice using a new method to assess cold allodynia: The double plate technique
    • J.S. Walczak, and P. Beaulieu Comparison of three models of neuropathic pain in mice using a new method to assess cold allodynia: the double plate technique Neurosci. Lett. 399 3 2006 240 244
    • (2006) Neurosci. Lett. , vol.399 , Issue.3 , pp. 240-244
    • Walczak, J.S.1    Beaulieu, P.2
  • 31
    • 22944465062 scopus 로고    scopus 로고
    • A behavioral and pharmacological validation of the acetone spray test in gerbils with a chronic constriction injury
    • DOI 10.1213/01.ANE.0000158471.41575.F0
    • K. Vissers, and T. Meert A behavioral and pharmacological validation of the acetone spray test in gerbils with a chronic constriction injury Anesth. Analg. 101 2 2005 457 464 (Pubitemid 41045231)
    • (2005) Anesthesia and Analgesia , vol.101 , Issue.2 , pp. 457-464
    • Vissers, K.1    Meert, T.2
  • 32
    • 37249065119 scopus 로고    scopus 로고
    • TRPM8 mechanism of cold allodynia after chronic nerve injury
    • DOI 10.1523/JNEUROSCI.2203-07.2007
    • H. Xing, M. Chen, J. Ling, W. Tan, and J.G. Gu TRPM8 mechanism of cold allodynia after chronic nerve injury J. Neurosci. 27 50 2007 13680 13690 (Pubitemid 350278250)
    • (2007) Journal of Neuroscience , vol.27 , Issue.50 , pp. 13680-13690
    • Xing, H.1    Chen, M.2    Ling, J.3    Tan, W.4    Gu, J.G.5
  • 33
    • 70350212466 scopus 로고    scopus 로고
    • The contribution of TRPM8 and TRPA1 channels to cold allodynia and neuropathic pain
    • O. Caspani, S. Zurborg, D. Labuz, and P.A. Heppenstall The contribution of TRPM8 and TRPA1 channels to cold allodynia and neuropathic pain PLoS One 4 10 2009 e7383
    • (2009) PLoS One , vol.4 , Issue.10 , pp. 7383
    • Caspani, O.1    Zurborg, S.2    Labuz, D.3    Heppenstall, P.A.4
  • 34
    • 33645352477 scopus 로고    scopus 로고
    • High-throughput random mutagenesis screen reveals TRPM8 residues specifically required for activation by menthol
    • M. Bandell, A.E. Dubin, M.J. Petrus, A. Orth, J. Mathur, S.W. Hwang, and A. Patapoutian High-throughput random mutagenesis screen reveals TRPM8 residues specifically required for activation by menthol Nat. Neurosci. 9 4 2006 493 500
    • (2006) Nat. Neurosci. , vol.9 , Issue.4 , pp. 493-500
    • Bandell, M.1    Dubin, A.E.2    Petrus, M.J.3    Orth, A.4    Mathur, J.5    Hwang, S.W.6    Patapoutian, A.7
  • 35
    • 41949127906 scopus 로고    scopus 로고
    • ThermoTRP channels in nociceptors: Taking a lead from capsaicin receptor TRPV1
    • DOI 10.2174/157015908783769680
    • S. Mandadi, and B.D. Roufogalis ThermoTRP channels in nociceptors: taking a lead from capsaicin receptor TRPV1 Curr. Neuropharmacol. 6 1 2008 21 38 (Pubitemid 351513471)
    • (2008) Current Neuropharmacology , vol.6 , Issue.1 , pp. 21-38
    • Mandadi, S.1    Roufogalis, B.D.2
  • 37
    • 79955540546 scopus 로고    scopus 로고
    • A fast and highly efficient protocol for reductive amination of aromatic aldehydes using NaBH4 and isoxazoleamines in a ionic liquid medium
    • R. Eligeti, S.R. ReddyAtthunuri, R. Samala, F.P. Shaik, and G. ReddyKundur A fast and highly efficient protocol for reductive amination of aromatic aldehydes using NaBH4 and isoxazoleamines in a ionic liquid medium Chin. J. Chem. 29 4 2011 769 772
    • (2011) Chin. J. Chem. , vol.29 , Issue.4 , pp. 769-772
    • Eligeti, R.1    Reddyatthunuri, S.R.2    Samala, R.3    Shaik, F.P.4    Reddykundur, G.5
  • 38
    • 84874400499 scopus 로고    scopus 로고
    • Activation and desensitization of TRPV1 channels in sensory neurons by the PPARα agonist palmitoylethanolamide
    • P. Ambrosino, M.V. Soldovieri, C. Russo, and M. Taglialatela Activation and desensitization of TRPV1 channels in sensory neurons by the PPARα agonist palmitoylethanolamide Br. J. Pharmacol. 168 6 2013 1430 1444
    • (2013) Br. J. Pharmacol. , vol.168 , Issue.6 , pp. 1430-1444
    • Ambrosino, P.1    Soldovieri, M.V.2    Russo, C.3    Taglialatela, M.4
  • 39
    • 77249160034 scopus 로고    scopus 로고
    • Expression, localization, and pharmacological role of Kv7 potassium channels in skeletal muscle proliferation, differentiation, and survival after myotoxic insults
    • F.A. Iannotti, E. Panza, V. Barrese, D. Viggiano, M.V. Soldovieri, and M. Taglialatela Expression, localization, and pharmacological role of Kv7 potassium channels in skeletal muscle proliferation, differentiation, and survival after myotoxic insults J. Pharmacol. Exp. Ther. 332 3 2010 811 820
    • (2010) J. Pharmacol. Exp. Ther. , vol.332 , Issue.3 , pp. 811-820
    • Iannotti, F.A.1    Panza, E.2    Barrese, V.3    Viggiano, D.4    Soldovieri, M.V.5    Taglialatela, M.6
  • 40
    • 0023895875 scopus 로고    scopus 로고
    • A peripheral mononeuropathy in rat that produces disorders of pain sensation like those seen in man
    • G.J. Bennett, and Y.K. Xie A peripheral mononeuropathy in rat that produces disorders of pain sensation like those seen in man Pain 33 1 2008 87 107
    • (2008) Pain , vol.33 , Issue.1 , pp. 87-107
    • Bennett, G.J.1    Xie, Y.K.2


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