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Volumn 74, Issue 2-3, 2000, Pages 103-114

Central nicotinic receptor ligands and pharmacophores

Author keywords

A 84543; A 85380; ABT 089; ABT 418; ABT 594; Aminoethoxypyridines; Anabaseine; Anabasine; Chloronicotine, 6 ; Cotinine; Cytisine; Dihydro erythroidine; DMXB; Epibatidine; GTS 21; Isonicotine; Lobelanidine; Lobelanine; Lobeline; Metanicotine; Myosmine; Nicotine; Nicotinoids; Nornicotine; SIB 1508Y; SIB 1553A; SIB 1765F; Tetrahydropyrido 3,4 d azepines

Indexed keywords

2 METHYL 3 (2 PYRROLIDINYLMETHOXY)PYRIDINE; 3 (2 AZETIDINYLMETHOXY)PYRIDINE; 3 AMINOMETHYLPYRIDINE DERIVATIVE; 3 ETHYNYL 5 (1 METHYL 2 PYRROLIDINYL)PYRIDINE; 3 ETHYNYL 5 (1 METHYL 2 PYRROLIDINYL)PYRIDINE FUMARATE; 3 METHYL 5 (1 METHYL 2 PYRROLIDINYL)ISOXAZOLE; 4 [[2 (1 METHYL 2 PYRROLIDINYL)ETHYL]THIO]PHENOL; 5 (2 AZETIDINYLMETHOXY) 2 CHLOROPYRIDINE; A 84543; ANABASEINE; ANABASINE; ANABASINE DERIVATIVE; AZEPINE DERIVATIVE; COTININE; CYTISINE; EPIBATIDINE; ISONICOTINE; LOBELANIDINE; LOBELANINE; LOBELINE; MYOSMINE; NICOTINE; NICOTINE DERIVATIVE; NICOTINIC AGENT; NICOTINIC RECEPTOR; NORNICOTINE; PYRIDINE DERIVATIVE; RECEPTOR SUBTYPE; UNCLASSIFIED DRUG;

EID: 0034078072     PISSN: 00316865     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0031-6865(99)00022-9     Document Type: Conference Paper
Times cited : (94)

References (61)
  • 2
    • 0024159550 scopus 로고
    • Structure-activity studies of carbamate and other esters: Agonists and antagonists to nicotine
    • Abood L.G., Shahid K.S., Maiti A. Structure-activity studies of carbamate and other esters: agonists and antagonists to nicotine. Pharmacol. Biochem. Behav. 30:1988;403-408.
    • (1988) Pharmacol. Biochem. Behav. , vol.30 , pp. 403-408
    • Abood, L.G.1    Shahid, K.S.2    Maiti, A.3
  • 6
    • 0001679612 scopus 로고
    • Epibatidine: Discovery and definition as a potent analgesic and nicotinic agonist
    • Badio B., Garraffo H.M., Spande T.F., Daly J.W. Epibatidine: discovery and definition as a potent analgesic and nicotinic agonist. Med. Chem. Res. 4:1994;440-448.
    • (1994) Med. Chem. Res. , vol.4 , pp. 440-448
    • Badio, B.1    Garraffo, H.M.2    Spande, T.F.3    Daly, J.W.4
  • 8
    • 0024455877 scopus 로고
    • Relations between structure and nicotine-like activity: X-ray crystal structure analysis of (-)-cytisine and (-)-lobeline hydrochloride and a comparison with (-)-nicotine and other nicotine-like compounds
    • Barlow R.B., Johnson O. Relations between structure and nicotine-like activity: X-ray crystal structure analysis of (-)-cytisine and (-)-lobeline hydrochloride and a comparison with (-)-nicotine and other nicotine-like compounds. Br. J. Pharmacol. 98:1989;799-808.
    • (1989) Br. J. Pharmacol. , vol.98 , pp. 799-808
    • Barlow, R.B.1    Johnson, O.2
  • 9
    • 0014934202 scopus 로고
    • Structure and activity of acetylcholine
    • Beers W.H., Reich E. Structure and activity of acetylcholine. Nature. 225:1970;917-922.
    • (1970) Nature , vol.225 , pp. 917-922
    • Beers, W.H.1    Reich, E.2
  • 11
    • 0031912620 scopus 로고    scopus 로고
    • The heterocyclic substituted pyridine derivative(±)2-(3-pyridinyl)-1-azabicyclo[2.2.2]octane (RJR-2429): A selective ligand at nicotinic acetylcholine receptors
    • Bencherif M., Schmitt J.D., Bhatti B.S., Crooks P., Caldwell W.S., Lovette M.E., Fowler K., Reeves L., Lippiello P.M. The heterocyclic substituted pyridine derivative(±)2-(3-pyridinyl)-1-azabicyclo[2.2.2]octane (RJR-2429): a selective ligand at nicotinic acetylcholine receptors. J. Pharmacol. Exp. Ther. 284:1998;886-894.
    • (1998) J. Pharmacol. Exp. Ther. , vol.284 , pp. 886-894
    • Bencherif, M.1    Schmitt, J.D.2    Bhatti, B.S.3    Crooks, P.4    Caldwell, W.S.5    Lovette, M.E.6    Fowler, K.7    Reeves, L.8    Lippiello, P.M.9
  • 12
    • 0343378913 scopus 로고    scopus 로고
    • The pharmacology of (-)nicotine and novel cholinergic channel modulators
    • Brioni J.D., Decker M.W., Sullivan J.P., Arneric S.P. The pharmacology of (-)nicotine and novel cholinergic channel modulators. Adv. Pharmacol. 37:1997;153-214.
    • (1997) Adv. Pharmacol. , vol.37 , pp. 153-214
    • Brioni, J.D.1    Decker, M.W.2    Sullivan, J.P.3    Arneric, S.P.4
  • 13
    • 0001650460 scopus 로고
    • Synthetic approaches to epibatidine
    • Broka C.A. Synthetic approaches to epibatidine. Med. Chem. Res. 4:1994;449-460.
    • (1994) Med. Chem. Res. , vol.4 , pp. 449-460
    • Broka, C.A.1
  • 15
    • 0342545393 scopus 로고
    • Conformationally-restricted aminomethylpyridine derivatives as novel nicotinic receptor ligands
    • Cheng Y.X., Fiedler W., Dukat M., Damaj I., Martin B., Glennon R.A. Conformationally-restricted aminomethylpyridine derivatives as novel nicotinic receptor ligands. Va. J. Sci. 46:1995;135.
    • (1995) Va. J. Sci. , vol.46 , pp. 135
    • Cheng, Y.X.1    Fiedler, W.2    Dukat, M.3    Damaj, I.4    Martin, B.5    Glennon, R.A.6
  • 16
    • 0032719341 scopus 로고    scopus 로고
    • Synthesis and binding of 6,7,8,9-tetrahydro-5H-pyrido[3,4-d]azepine and related ring-open analogs at central nicotinic receptors
    • Cheng Y.X., Dukat M., Dowd M., Fiedler W., Martin B., Damaj M.I., Glennon R.A. Synthesis and binding of 6,7,8,9-tetrahydro-5H-pyrido[3,4-d]azepine and related ring-open analogs at central nicotinic receptors. Eur. J. Med. Chem. 34:1999;177-190.
    • (1999) Eur. J. Med. Chem. , vol.34 , pp. 177-190
    • Cheng, Y.X.1    Dukat, M.2    Dowd, M.3    Fiedler, W.4    Martin, B.5    Damaj, M.I.6    Glennon, R.A.7
  • 21
    • 0033578078 scopus 로고    scopus 로고
    • Synthesis and nicotinic acetylcholinergic receptor in vivo binding properties of 2-fluoro-3-[2(s)-2-azetidinylmethoxy]pyridine: A new positron emission tomography ligand for nicotinic receptors
    • Dolle F., Dolci L., Valette H., Hinnen F., Vaufrey F., Guenther I., Fuseau C., Coulon C., Bottaender M., Crouzel C. Synthesis and nicotinic acetylcholinergic receptor in vivo binding properties of 2-fluoro-3-[2(s)-2-azetidinylmethoxy]pyridine: a new positron emission tomography ligand for nicotinic receptors. J. Med. Chem. 42:1999;2251-2259.
    • (1999) J. Med. Chem. , vol.42 , pp. 2251-2259
    • Dolle, F.1    Dolci, L.2    Valette, H.3    Hinnen, F.4    Vaufrey, F.5    Guenther, I.6    Fuseau, C.7    Coulon, C.8    Bottaender, M.9    Crouzel, C.10
  • 22
    • 0001398736 scopus 로고
    • 208/210 a.k.a. Epibatidine
    • and following articles
    • Dukat M. 208/210 a.k.a. Epibatidine. Med. Chem. Res. 4:1994;433-439. and following articles.
    • (1994) Med. Chem. Res. , vol.4 , pp. 433-439
    • Dukat, M.1
  • 25
    • 0032748797 scopus 로고    scopus 로고
    • Synthesis, receptor binding and QSAR studies on 6-substituted nicotine derivatives as cholinergic ligands
    • Dukat M., Dowd M., Damaj I.M., Martin B., El-Zahabi M., Glennon R.A. Synthesis, receptor binding and QSAR studies on 6-substituted nicotine derivatives as cholinergic ligands. Eur. J. Med. Chem. 34:1999;31-40.
    • (1999) Eur. J. Med. Chem. , vol.34 , pp. 31-40
    • Dukat, M.1    Dowd, M.2    Damaj, I.M.3    Martin, B.4    El-Zahabi, M.5    Glennon, R.A.6
  • 27
    • 0343851044 scopus 로고    scopus 로고
    • Novel subtype selective nicotinic receptor antagonists block the neurochemical effects of nicotine
    • Acapulco, Mexico, June 12-17, 1999.
    • Dwoskin, L., 1999. Novel subtype selective nicotinic receptor antagonists block the neurochemical effects of nicotine. Presented at College on Problems of Drug Dependence meeting, Acapulco, Mexico, June 12-17, 1999.
    • (1999) Presented at College on Problems of Drug Dependence Meeting
    • Dwoskin, L.1
  • 30
    • 49649150838 scopus 로고
    • Physicochemical properties of biological interest of nicotine and its related compounds
    • Fujita T., Nakajima M., Soeda Y., Yamamoto I. Physicochemical properties of biological interest of nicotine and its related compounds. Pestic. Biochem. Physiol. 1:1971;151-162.
    • (1971) Pestic. Biochem. Physiol. , vol.1 , pp. 151-162
    • Fujita, T.1    Nakajima, M.2    Soeda, Y.3    Yamamoto, I.4
  • 31
    • 37049082127 scopus 로고
    • Solution- And solid-state stereochemistry of (-)α-lobeline hydrochloride and hydrobromide, a respiratory stimulant
    • Glaser, R., Hug, P., Drouin, M., Michel, A., 1992. Solution- and solid-state stereochemistry of (-)α-lobeline hydrochloride and hydrobromide, a respiratory stimulant. J. Chem. Soc. Perkin Trans., pp. 1071-1079.
    • (1992) J. Chem. Soc. Perkin Trans. , pp. 1071-1079
    • Glaser, R.1    Hug, P.2    Drouin, M.3    Michel, A.4
  • 32
    • 0027361359 scopus 로고
    • Synthesis, optical resolution, absolute configuration and preliminary pharmacology of (+)- And (-)cis-2,3,3a,4,5,9b-hexahydro-1-methyl-1H-pyrrolo[3,2-h]isoquinoline, a structural analog of nicotine
    • Glassco W., Suchocki J., George C., Martin B.R., May E.L. Synthesis, optical resolution, absolute configuration and preliminary pharmacology of (+)- and (-)cis-2,3,3a,4,5,9b-hexahydro-1-methyl-1H-pyrrolo[3,2-h]isoquinoline, a structural analog of nicotine. J. Med. Chem. 36:1993;3381-3385.
    • (1993) J. Med. Chem. , vol.36 , pp. 3381-3385
    • Glassco, W.1    Suchocki, J.2    George, C.3    Martin, B.R.4    May, E.L.5
  • 33
  • 35
    • 0003871226 scopus 로고    scopus 로고
    • Nicotine analogs: Structure-affinity relationships for central acetyl-cholinergic receptor binding
    • In: Yamamoto, I., Casida, J.E. (Eds.), Spinger-Verlag, Tokyo
    • Glennon, R.A., Dukat, M., 1999b. Nicotine analogs: structure-affinity relationships for central acetyl-cholinergic receptor binding. In: Yamamoto, I., Casida, J.E. (Eds.), Nicotinoid Insecticides and the Nicotinic Acetylcholine Receptor. Spinger-Verlag, Tokyo, 237-252.
    • (1999) Nicotinoid Insecticides and the Nicotinic Acetylcholine Receptor , pp. 237-252
    • Glennon, R.A.1    Dukat, M.2
  • 36
    • 0000949429 scopus 로고
    • Epibatidine-aided studies toward definition of a nicotinic receptor pharmacophore
    • Glennon R.A., Herndon J.L., Dukat M. Epibatidine-aided studies toward definition of a nicotinic receptor pharmacophore. Med. Chem. Res. 4:1994;461-473.
    • (1994) Med. Chem. Res. , vol.4 , pp. 461-473
    • Glennon, R.A.1    Herndon, J.L.2    Dukat, M.3
  • 38
    • 0031450275 scopus 로고    scopus 로고
    • Neuronal nicotinic acetylcholine receptors as targets for drug discovery
    • Holladay M.W., Dart M.J., Lynch J.K. Neuronal nicotinic acetylcholine receptors as targets for drug discovery. J. Med. Chem. 40:1997;4169-4194.
    • (1997) J. Med. Chem. , vol.40 , pp. 4169-4194
    • Holladay, M.W.1    Dart, M.J.2    Lynch, J.K.3
  • 40
    • 0000997108 scopus 로고    scopus 로고
    • Natural products as a source of nicotinic acetylcholine receptor modulators and leads for drug discovery
    • In: Arneric, S.P., Brioni, J.D. (Eds.), Wiley-Liss, New York
    • Holladay, M.W., Cosford, N.D.P., McDonald, I.A., 1999. Natural products as a source of nicotinic acetylcholine receptor modulators and leads for drug discovery. In: Arneric, S.P., Brioni, J.D. (Eds.), Neuronal Nicotinic Receptors: Pharmacology and Therapeutic Opportunities. Wiley-Liss, New York, pp. 253-270.
    • (1999) Neuronal Nicotinic Receptors: Pharmacology and Therapeutic Opportunities , pp. 253-270
    • Holladay, M.W.1    Cosford, N.D.P.2    McDonald, I.A.3
  • 43
    • 0032505152 scopus 로고    scopus 로고
    • 2-, 5- And 5-Halo-3-(2(S)azetidinylmethoxy)pyridines: Synthesis, affinity for nicotinic acetylcholine receptors and molecular modeling
    • Koren A.O., Horti A.G., Mukhin A.G., Gundisch D., Kimes A.S., Dannals R.F., London E.D. 2-, 5- and 5-Halo-3-(2(S)azetidinylmethoxy)pyridines: synthesis, affinity for nicotinic acetylcholine receptors and molecular modeling. J. Med. Chem. 41:1998;3690-3698.
    • (1998) J. Med. Chem. , vol.41 , pp. 3690-3698
    • Koren, A.O.1    Horti, A.G.2    Mukhin, A.G.3    Gundisch, D.4    Kimes, A.S.5    Dannals, R.F.6    London, E.D.7
  • 45
    • 0027945706 scopus 로고
    • Synthesis and evaluation of nicotine analogs as neuronal nicotinic acetylcholine receptor ligands
    • Lin N.-H., Carrera G.M., Anderson D.J. Synthesis and evaluation of nicotine analogs as neuronal nicotinic acetylcholine receptor ligands. J. Med. Chem. 37:1994;3542-3553.
    • (1994) J. Med. Chem. , vol.37 , pp. 3542-3553
    • Lin, N.-H.1    Carrera, G.M.2    Anderson, D.J.3
  • 48
    • 77956816014 scopus 로고
    • Nicotinic acetylcholine receptors: Molecular biology, chemistry and pharmacology
    • McDonald I.A., Cosford N., Vemier J.-M. Nicotinic acetylcholine receptors: molecular biology, chemistry and pharmacology. Annu. Rep. Med. Chem. 30:1995;41-50.
    • (1995) Annu. Rep. Med. Chem. , vol.30 , pp. 41-50
    • McDonald, I.A.1    Cosford, N.2    Vemier, J.-M.3
  • 49
    • 0031936784 scopus 로고    scopus 로고
    • Neuroprotective and memory-related actions of novel alpha-7 nicotinic agents with different mixed agonist/antagonist properties
    • Meyer E.M., Tay E.T., Zoltewicz J.A., King M.A., Papke R.L., de Fiebre C.M. Neuroprotective and memory-related actions of novel alpha-7 nicotinic agents with different mixed agonist/antagonist properties. J. Pharmacol. Exp. Ther. 284:1998;1026-1032.
    • (1998) J. Pharmacol. Exp. Ther. , vol.284 , pp. 1026-1032
    • Meyer, E.M.1    Tay, E.T.2    Zoltewicz, J.A.3    King, M.A.4    Papke, R.L.5    De Fiebre, C.M.6
  • 50
    • 0032254325 scopus 로고    scopus 로고
    • Analysis of 3-(4-hydroxy, 2-methoxybenzylidine)anabaseine selectivity and activity at human and rat alpha-7 nicotinic receptors
    • Meyer E.M., Juryatov A., Gerzanich V., Lindstrom J., Papke R.L. Analysis of 3-(4-hydroxy, 2-methoxybenzylidine)anabaseine selectivity and activity at human and rat alpha-7 nicotinic receptors. J. Pharmacol. Exp. Ther. 287:1998;918-925.
    • (1998) J. Pharmacol. Exp. Ther. , vol.287 , pp. 918-925
    • Meyer, E.M.1    Juryatov, A.2    Gerzanich, V.3    Lindstrom, J.4    Papke, R.L.5
  • 53
    • 0342979747 scopus 로고    scopus 로고
    • Medicinal chemistry and pharmacology of neuronal nicotinic receptors
    • and following articles
    • Rosecrans J.A., Brioni J.D. Medicinal chemistry and pharmacology of neuronal nicotinic receptors. Med. Chem. Res. 6:1996;439-443. and following articles.
    • (1996) Med. Chem. Res. , vol.6 , pp. 439-443
    • Rosecrans, J.A.1    Brioni, J.D.2
  • 55
    • 0027398069 scopus 로고
    • The diversity of neuronal nicotinic acetylcholine receptors
    • Sargent P.B. The diversity of neuronal nicotinic acetylcholine receptors. Annu. Rev. Neurosci. 16:1993;403-443.
    • (1993) Annu. Rev. Neurosci. , vol.16 , pp. 403-443
    • Sargent, P.B.1
  • 56
    • 0000003351 scopus 로고    scopus 로고
    • Central and peripheral anatomy of nicotinic sites
    • Shacka J.J., Robinson S.E. Central and peripheral anatomy of nicotinic sites. Med. Chem. Res. 6:1996;444-464.
    • (1996) Med. Chem. Res. , vol.6 , pp. 444-464
    • Shacka, J.J.1    Robinson, S.E.2
  • 57
    • 0022485091 scopus 로고
    • The ensemble approach to distance geometry: Application to the nicotinic pharmacophore
    • Sheridan R.P., Nilakantan R., Dixon J.S., Venkataraghavan R. The ensemble approach to distance geometry: application to the nicotinic pharmacophore. J. Med. Chem. 29:1986;899-906.
    • (1986) J. Med. Chem. , vol.29 , pp. 899-906
    • Sheridan, R.P.1    Nilakantan, R.2    Dixon, J.S.3    Venkataraghavan, R.4
  • 60
    • 0013831471 scopus 로고
    • Nicotinoids as insecticides
    • In: Metcalf, R.L. (Ed.), Wiley-Interscience, New York
    • Yamamoto, I., 1965. Nicotinoids as insecticides. In: Metcalf, R.L. (Ed.), Advances in Pest Control Research. Wiley-Interscience, New York, pp. 231-260.
    • (1965) Advances in Pest Control Research , pp. 231-260
    • Yamamoto, I.1


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