메뉴 건너뛰기




Volumn 52, Issue 10, 2009, Pages 3377-3384

Discovery of 4-(5-(4-chlorophenyl)-2-methyl-3-propionyl-1H-pyrrol-1-yl) benzenesulfonamide (A-867744) as a novel positive allosteric modulator of the α7 nicotinic acetylcholine receptor

Author keywords

[No Author keywords available]

Indexed keywords

4 [5 (4 CHLOROPHENYL) 2 METHYL 3 PROPIONYL 1H PYRROL 1 YL]BENZENESULFONAMIDE; A 867744; BUNGAROTOXIN RECEPTOR; SULFONAMIDE; UNCLASSIFIED DRUG;

EID: 66349096318     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9003818     Document Type: Article
Times cited : (54)

References (44)
  • 4
    • 2542486433 scopus 로고    scopus 로고
    • Nicotinic acetylcholine receptors and the regulation of neuronal signalling
    • DOI 10.1016/j.tips.2004.04.006, PII S016561470400118X
    • Dajas-Bailador, F.; Wonnacott, S. Nicotinic acetylcholine receptors and the regulation of neuronal signalling. Trends Pharmacol. Sci. 2004, 25, 317-324. (Pubitemid 38692424)
    • (2004) Trends in Pharmacological Sciences , vol.25 , Issue.6 , pp. 317-324
    • Dajas-Bailador, F.1    Wonnacott, S.2
  • 5
    • 0028982464 scopus 로고
    • R-Bungarotoxin-sensitive hippocampal nicotinic receptor channel has a high calcium permeability
    • Castro, N. G.; Albuquerque, E. X. R-Bungarotoxin-sensitive hippocampal nicotinic receptor channel has a high calcium permeability. Biophys. J. 1995, 68, 516-524.
    • (1995) Biophys. J. , vol.68 , pp. 516-524
    • Castro, N.G.1    Albuquerque, E.X.2
  • 6
    • 0027518923 scopus 로고
    • 7: A nicotinic cation channel highly permeable to calcium
    • Seguela, P.; Wadiche, J.; Dineley-Miller, K.; Dani, J. A.; Patrick, J. W. Molecular cloning, functional properties, and distribution of rat brain α7: a nicotinic cation channel highly permeable to calcium. J. Neurosci. 1993, 13, 596-604. (Pubitemid 23045143)
    • (1993) Journal of Neuroscience , vol.13 , Issue.2 , pp. 596-604
    • Seguela, P.1    Wadiche, J.2    Dineley-Miller, K.3    Dani, J.A.4    Patrick, J.W.5
  • 7
    • 33744726880 scopus 로고    scopus 로고
    • Selective α7 nicotinic acetylcholine receptor ligands
    • DOI 10.2174/092986706777442011
    • Mazurov, A.; Hauser, T.; Miller, C. H. Selective α7 nicotinic acetylcholine receptor ligands. Curr. Med. Chem. 2006, 13, 1567-1584. (Pubitemid 43821705)
    • (2006) Current Medicinal Chemistry , vol.13 , Issue.13 , pp. 1567-1584
    • Mazurov, A.1    Hauser, T.2    Miller, C.H.3
  • 9
    • 34249804162 scopus 로고    scopus 로고
    • Sustained increase of alpha7 nicotinic receptors and choline-induced improvement of learning deficit in STOP knock-out mice
    • DOI 10.1016/j.neuropharm.2007.03.015, PII S0028390807000950
    • Bouvrais-Veret, C.; Weiss, S.; Andrieux, A.; Schweitzer, A.; McIntosh, J. M.; Job, D.; Giros, B.; Martres, M.-P. Sustained increase of α7 nicotinic receptors and choline-induced improvement of learning deficit in STOP knock-out mice. Neuropharmacology 2007, 52, 1691-1700. (Pubitemid 46850753)
    • (2007) Neuropharmacology , vol.52 , Issue.8 , pp. 1691-1700
    • Bouvrais-Veret, C.1    Weiss, S.2    Andrieux, A.3    Schweitzer, A.4    McIntosh, J.M.5    Job, D.6    Giros, B.7    Martres, M.-P.8
  • 10
    • 33750520359 scopus 로고    scopus 로고
    • Antisense knockdown of the rat α7 nicotinic acetylcholine receptor produces spatial memory impairment
    • DOI 10.1016/j.neulet.2006.09.061, PII S0304394006010378
    • Curzon, P.; Anderson, D. J.; Nikkel, A. L.; Fox, G. B.; Gopalakrishnan, M.; Decker, M. W.; Bitner, R. S. Antisense knockdown of the rat α7 nicotinic acetylcholine receptor produces spatial memory impairment. Neurosci. Lett. 2006, 410, 15-19. (Pubitemid 44667252)
    • (2006) Neuroscience Letters , vol.410 , Issue.1 , pp. 15-19
    • Curzon, P.1    Anderson, D.J.2    Nikkel, A.L.3    Fox, G.B.4    Gopalakrishnan, M.5    Decker, M.W.6    Bitner, R.S.7
  • 11
    • 22844432580 scopus 로고    scopus 로고
    • Neuronal nicotinic acetylcholine receptors: Structural revelations, target identifications, and therapeutic inspirations
    • DOI 10.1021/jm040219e
    • Jensen, A. A.; Frolund, B.; Liljefors, T.; Krogsgaard-Larsen, P. Neuronal nicotinic acetylcholine receptors: structural revelations, target identifications, and therapeutic inspirations. J. Med. Chem. 2005, 48, 4705-4745. (Pubitemid 41038456)
    • (2005) Journal of Medicinal Chemistry , vol.48 , Issue.15 , pp. 4705-4745
    • Jensen, A.A.1    Frolund, B.2    Liljefors, T.3    Krogsgaard-Larsen, P.4
  • 12
    • 34548684581 scopus 로고    scopus 로고
    • Treating schizophrenia symptoms with an α7 nicotinic agonist, from mice to men
    • DOI 10.1016/j.bcp.2007.07.015, PII S0006295207004686
    • Olincy, A.; Stevens, K. E. Treating schizophrenia symptoms with an α7 nicotinic agonist, from mice to men. Biochem. Pharmacol. 2007, 74, 1192-1201. (Pubitemid 47417932)
    • (2007) Biochemical Pharmacology , vol.74 , Issue.8 , pp. 1192-1201
    • Olincy, A.1    Stevens, K.E.2
  • 14
    • 33947272663 scopus 로고    scopus 로고
    • JN403, in vitro characterization of a novel nicotinic acetylcholine receptor α7 selective agonist
    • DOI 10.1016/j.neulet.2007.01.045, PII S030439400700095X
    • Feuerbach, D.; Nozulak, J.; Lingenhoehl, K.; McAllister, K.; Hoyer, D. JN403, in vitro characterization of a novel nicotinic acetylcholine receptor α7 selective agonist. Neurosci. Lett. 2007, 416, 61-65. (Pubitemid 46428016)
    • (2007) Neuroscience Letters , vol.416 , Issue.1 , pp. 61-65
    • Feuerbach, D.1    Nozulak, J.2    Lingenhoehl, K.3    McAllister, K.4    Hoyer, D.5
  • 16
    • 14344251489 scopus 로고    scopus 로고
    • The selective α7 nicotinic acetylcholine receptor agonist PNU-282987 [N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-4-chlorobenzamide hydrochloride] enhances GABAergic synaptic activity in brain slices and restores auditory gating deficits in anesthetized rats
    • DOI 10.1124/jpet.104.076968
    • Hajos, M.; Hurst, R. S.; Hoffmann, W. E.; Krause, M.; Wall, T. M.; Higdon, N. R.; Groppi, V. E. The selective α7 nicotinic acetylcholine receptor agonist PNU-282987 [N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-4- chlorobenzamide hydrochloride] enhances GABAergic synaptic activity in brain slices and restores auditory gating deficits in anesthetized rats. J. Pharmacol. Exp. Ther. 2005, 312, 1213-1222. (Pubitemid 40293783)
    • (2005) Journal of Pharmacology and Experimental Therapeutics , vol.312 , Issue.3 , pp. 1213-1222
    • Hajos, M.1    Hurst, R.S.2    Hoffmann, W.E.3    Krause, M.4    Wall, T.M.5    Higdon, N.R.6    Groppi, V.E.7
  • 17
    • 17144370948 scopus 로고    scopus 로고
    • Discovery of the α7 nicotinic acetylcholine receptor agonists. (R)-3′-(5-chlorothiophen-2-yl)spiro-1-azabicyclo[2.2.2]octane-3, 5′-[1′,3′]-oxazolidin-2′-one as a novel, potent, selective, and orally bioavailable ligand
    • DOI 10.1021/jm049188d
    • Tatsumi, R.; Fujio, M.; Satoh, H.; Katayama, J.; Takanashi, S.; Hashimoto, K.; Tanaka, H. Discovery of the α7 nicotinic acetylcholine receptor agonists. (R)-3′-(5-chlorothiophen-2-yl)spiro-1-azabicyclo[2.2.2] - octane-3,5′-[1′,3′]oxazolidin-2′-one as a novel, potent, selective, and orally bioavailable ligand. J. Med. Chem. 2005, 48, 2678-2686. (Pubitemid 40516457)
    • (2005) Journal of Medicinal Chemistry , vol.48 , Issue.7 , pp. 2678-2686
    • Tatsumi, R.1    Fujio, M.2    Satoh, H.3    Katayama, J.4    Takanashi, S.-I.5    Hashimoto, K.6    Tanaka, H.7
  • 18
    • 0031745831 scopus 로고    scopus 로고
    • Allosteric transitions of the acetylcholine receptor
    • Edelstein, S. J.; Changeux, J.-P. Allosteric transitions of the acetylcholine receptor. Adv. Protein Chem. 1998, 51, 121-184. (Pubitemid 28252473)
    • (1998) Advances in Protein Chemistry , vol.51 , pp. 121-184
    • Edelstein, S.J.1    Changeux, J.-P.2
  • 19
    • 34548677767 scopus 로고    scopus 로고
    • Allosteric modulation of nicotinic acetylcholine receptors
    • DOI 10.1016/j.bcp.2007.07.011, PII S0006295207004637
    • Bertrand, D.; Gopalakrishnan, M. Allosteric modulation of nicotinic acetylcholine receptors. Biochem. Pharmacol. 2007, 74, 1155-1163. (Pubitemid 47417931)
    • (2007) Biochemical Pharmacology , vol.74 , Issue.8 , pp. 1155-1163
    • Bertrand, D.1    Gopalakrishnan, M.2
  • 21
    • 39749109231 scopus 로고    scopus 로고
    • Characteristics of Allosterism in Drug Action
    • Bowery, N. G., Ed.; Taylor & Francis Group: New York
    • Kenakin, T. P. Characteristics of Allosterism in Drug Action. In Allosteric Receptor Modulation in Drug Targeting; Bowery, N. G., Ed.; Taylor & Francis Group: New York, 2006; pp 19-37.
    • (2006) Allosteric Receptor Modulation in Drug Targeting , pp. 19-37
    • Kenakin, T.P.1
  • 22
    • 39749196599 scopus 로고    scopus 로고
    • Predicting Dose-Response Curve Behavior
    • Bowery, N. G., Ed.; Taylor & Francis Group: New York
    • Hall, D. A. Predicting Dose-Response Curve Behavior. In Allosteric Receptor Modulation in Drug Targeting; Bowery, N. G., Ed.; Taylor & Francis Group: New York, 2006; pp 39-78.
    • (2006) Allosteric Receptor Modulation in Drug Targeting , pp. 39-78
    • Hall, D.A.1
  • 23
    • 39749152191 scopus 로고    scopus 로고
    • Allosteric modulator of the α7 nicotinic acetylcholine receptor
    • Faghih, R.; Gopalakrishnan, M.; Briggs, C. A. Allosteric modulator of the α7 nicotinic acetylcholine receptor. J. Med. Chem. 2008, 51, 701-712.
    • (2008) J. Med. Chem. , vol.51 , pp. 701-712
    • Faghih, R.1    Gopalakrishnan, M.2    Briggs, C.A.3
  • 24
    • 0025610842 scopus 로고
    • The TiPS Lecture - The Nicotinic Acetylcholine Receptor - An Allosteric Protein Prototype of Ligand-Gated Ion Channels
    • Changeux, J.-P. The TiPS Lecture - The Nicotinic Acetylcholine Receptor - An Allosteric Protein Prototype of Ligand-Gated Ion Channels. Trends Pharmacol. Sci. 1990, 11, 485-492.
    • (1990) Trends Pharmacol. Sci. , vol.11 , pp. 485-492
    • Changeux, J.-P.1
  • 25
    • 0036787242 scopus 로고    scopus 로고
    • Bovine serum albumin enhances nicotinic acetylcholine receptor function in mouse thalamic synaptosomes
    • Butt, C. M.; Hutton, S. R.; Marks, M. J.; Collins, A. C. Bovine serum albumin enhances nicotinic acetylcholine receptor function in mouse thalamic synaptosomes. J. Neurochem. 2002, 83, 48-56.
    • (2002) J. Neurochem. , vol.83 , pp. 48-56
    • Butt, C.M.1    Hutton, S.R.2    Marks, M.J.3    Collins, A.C.4
  • 26
    • 0032891247 scopus 로고    scopus 로고
    • Structural and phylogenetic characterization of human SLURP-1, the first secreted mammalian member of the Ly-6/uPAR protein superfamily
    • Adermann, K.; Wattler, F.; Wattler, S.; Heine, G.; Meyer, M.; Forssmann, W. G.; Nehls, M. Structural and phylogenetic characterization of human SLURP-1, the first secreted mammalian member of the Ly-6/uPAR protein superfamily. Protein Sci. 1999, 8, 810-819. (Pubitemid 29165411)
    • (1999) Protein Science , vol.8 , Issue.4 , pp. 810-819
    • Adermann, K.1    Wattler, F.2    Wattler, S.3    Heine, G.4    Meyer, M.5    Forssmann, W.-G.6    Nehls, M.7
  • 29
    • 0036711318 scopus 로고    scopus 로고
    • 5-Hydroxyindole potentiates human α7 nicotinic receptor-mediated responses and enhances acetylcholine-induced glutamate release in cerebellar slices
    • DOI 10.1016/S0028-3908(02)00094-1, PII S0028390802000941
    • Zwart, R.; De Filippi, G.; Broad, L. M.; McPhie, G. I.; Pearson, K. H.; Baldwinson, T.; Sher, E. 5-Hydroxyindole potentiates human α7 nicotinic receptor-mediated responses and enhances acetylcholine-induced glutamate release in cerebellar slices. Neuropharmacology 2002, 43, 374-384. (Pubitemid 35257929)
    • (2002) Neuropharmacology , vol.43 , Issue.3 , pp. 374-384
    • Zwart, R.1    De Filippi, G.2    Broad, L.M.3    McPhie, G.I.4    Pearson, K.H.5    Baldwinson, T.6    Sher, E.7
  • 33
    • 34548301101 scopus 로고    scopus 로고
    • Distinct profiles of α7 nAChR positive allosteric modulation revealed by structurally diverse chemotypes
    • DOI 10.1124/mol.107.035410
    • Grønlien, J. H.; Haakerud, M.; Ween, H.; Thorin-Hagene, K.; Briggs, C. A.; Gopalakrishnan, M.; Malysz, J. Distinct profiles of α7 nAChR positive allosteric modulation revealed by structurally diverse chemotypes. Mol. Pharmacol. 2007, 72, 715-724. (Pubitemid 47347306)
    • (2007) Molecular Pharmacology , vol.72 , Issue.3 , pp. 715-724
    • Gronlien, J.H.1    Hakerud, M.2    Ween, H.3    Thorin-Hagene, K.4    Briggs, C.A.5    Gopalakrishnan, M.6    Malysz, J.7
  • 37
    • 0346346425 scopus 로고    scopus 로고
    • The growing synthetic utility of Weinreb's amide
    • Singh, J.; Satyamurthi, N.; Aidhen, I. S. The growing synthetic utility of Weinreb's amide. J. Prakt. Chem. 2000, 342, 340-347.
    • (2000) J. Prakt. Chem. , vol.342 , pp. 340-347
    • Singh, J.1    Satyamurthi, N.2    Aidhen, I.S.3
  • 38
    • 0034605808 scopus 로고    scopus 로고
    • Macrolactonization of hydroxy acids using a polymer-bound carbodiimide
    • Keck, G. E.; Sanchez, C.; Wager, C. A. Macrolactonization of hydroxy acids using a polymer-bound carbodiimide. Tetrahedron Lett. 2000, 41, 8673-8676.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 8673-8676
    • Keck, G.E.1    Sanchez, C.2    Wager, C.A.3
  • 39
    • 0032440954 scopus 로고    scopus 로고
    • Activation and inhibition of the human α7 nicotinic acetylcholine receptor by agonists
    • DOI 10.1016/S0028-3908(98)00110-5, PII S0028390898001105
    • Briggs, C. A.; McKenna, D. G. Activation and inhibition of the human α7 nicotinic acetylcholine receptor by agonists. Neuropharmacology 1998, 37, 1095-1102. (Pubitemid 29027823)
    • (1998) Neuropharmacology , vol.37 , Issue.9 , pp. 1095-1102
    • Briggs, C.A.1    McKenna, D.G.2
  • 43
    • 0031596817 scopus 로고    scopus 로고
    • 7-nicotinic agonists normalize inhibition of auditory response in DBA mice
    • DOI 10.1007/s002130050573
    • Stevens, K. E.; Kem, W. R.; Mahnir, V. M.; Freedman, R. Selective α7-nicotinic agonists normalize inhibition of auditory response in DBA mice. Psychopharmacology 1998, 136, 320-327. (Pubitemid 28189660)
    • (1998) Psychopharmacology , vol.136 , Issue.4 , pp. 320-327
    • Stevens, K.E.1    Kem, W.R.2    Mahnir, V.M.3    Freedman, R.4
  • 44
    • 33745037792 scopus 로고    scopus 로고
    • 2 Nicotinic receptor stimulation contributes to the effects of nicotine in the DBA/2 mouse model of sensory gating
    • DOI 10.1007/s00213-006-0394-3
    • Radek, R. J.; Miner, H. M.; Bratcher, N. A.; Decker, M. W.; Gopalakrishnan, M.; Bitner, R. S. α4β2 Nicotinic receptor stimulation contributes to the effects of nicotine in the DBA/2 mouse model of sensory gating. Psychopharmacology 2006, 187, 47-55. (Pubitemid 43876915)
    • (2006) Psychopharmacology , vol.187 , Issue.1 , pp. 47-55
    • Radek, R.J.1    Miner, H.M.2    Bratcher, N.A.3    Decker, M.W.4    Gopalakrishnan, M.5    Bitner, R.S.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.