메뉴 건너뛰기




Volumn 42, Issue 12, 1999, Pages 2227-2234

Novel and potent 6-chloro-3-pyridinyl ligands for the α4β2 neuronal nicotinic acetylcholine receptor

Author keywords

[No Author keywords available]

Indexed keywords

1 [(6 CHLORO 3 PYRIDINYL)METHYL] 1,1,1 TRIMETHYLAMMONIUM CHLORIDE; 1 [(6 CHLORO 3 PYRIDINYL)METHYL] 2 AMINOTHIAZOLE; 1 [(6 CHLORO 3 PYRIDINYL)METHYL] 2 IMIDAZOLINE; 1 [(6 CHLORO 3 PYRIDINYL)METHYL]PYRROLIDINE; CHLORINE DERIVATIVE; IMIDACLOPRID; INSECTICIDE; NICOTINIC RECEPTOR; UNCLASSIFIED DRUG;

EID: 0033577991     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm980721x     Document Type: Article
Times cited : (62)

References (43)
  • 1
    • 0028230727 scopus 로고
    • Epibatidine, a patent analgesic and nicotinic agonist
    • Badio, B.; Daly, J. W. Epibatidine, a Patent Analgesic and Nicotinic Agonist. Mol. Pharmacol. 1994, 45, 563-569.
    • (1994) Mol. Pharmacol. , vol.45 , pp. 563-569
    • Badio, B.1    Daly, J.W.2
  • 3
    • 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. 1997, 40, 4169-4194.
    • (1997) J. Med. Chem. , vol.40 , pp. 4169-4194
    • Holladay, M.W.1    Dart, M.J.2    Lynch, J.K.3
  • 6
    • 0003141929 scopus 로고    scopus 로고
    • Chloronicotinyl insecticides-discovery, application and future perspective
    • Kagabu, S. Chloronicotinyl Insecticides-Discovery, Application and Future Perspective. Rev. Toxicol. 1997, 1, 75-129.
    • (1997) Rev. Toxicol. , vol.1 , pp. 75-129
    • Kagabu, S.1
  • 8
    • 0343196654 scopus 로고    scopus 로고
    • Interaction of imidacloprid metabolites and analogues with the nicotinic acetylcholine receptor of mouse brain in relation to toxicity
    • Chao, S. L.; Casida, J. E. Interaction of Imidacloprid Metabolites and Analogues with the Nicotinic Acetylcholine Receptor of Mouse Brain in Relation to Toxicity. Pestic. Biochem. Physiol. 1997, 58, 77-88.
    • (1997) Pestic. Biochem. Physiol. , vol.58 , pp. 77-88
    • Chao, S.L.1    Casida, J.E.2
  • 9
    • 0032904374 scopus 로고    scopus 로고
    • Minor structural changes in nicotinoid insecticides confer differential subtype selectivity for mammalian nicotinic acetylcholine receptors
    • in press
    • Tomizawa, M.; Casida, J. E. Minor structural changes in nicotinoid insecticides confer differential subtype selectivity for mammalian nicotinic acetylcholine receptors. Br. J. Pharmacol. 1999, 126, in press.
    • (1999) Br. J. Pharmacol. , vol.126
    • Tomizawa, M.1    Casida, J.E.2
  • 10
    • 0029925331 scopus 로고    scopus 로고
    • Expression and characterization of the rat α4β2 neuronal nicotinic cholinergic receptor in baculovirus-infected insect cells
    • Wang, D. X.; Abood, L. G. Expression and Characterization of the Rat α4β2 Neuronal Nicotinic Cholinergic Receptor in Baculovirus-Infected Insect Cells. J. Neurosci. Res. 1996, 44, 350-354.
    • (1996) J. Neurosci. Res. , vol.44 , pp. 350-354
    • Wang, D.X.1    Abood, L.G.2
  • 11
  • 12
    • 0026643523 scopus 로고
    • 3H]imidacloprid: Synthesis of a candidate radioligand for the nicotinic acetylcholine receptor
    • 3H]Imidacloprid: Synthesis of a Candidate Radioligand for the Nicotinic Acetylcholine Receptor. J. Labelled Compds. Radiopharm. 1992, 31, 609-613.
    • (1992) J. Labelled Compds. Radiopharm. , vol.31 , pp. 609-613
    • Latli, B.1    Casida, J.E.2
  • 13
    • 0000712103 scopus 로고
    • General procedure for the synthesis of mono-N-acylated 1,6-diaminohexanes
    • Stahl, G. L.; Walter, R.; Smith, C. W. General Procedure for the Synthesis of Mono-N-acylated 1,6-Diaminohexanes. J. Org. Chem. 1978, 43, 2285-2286.
    • (1978) J. Org. Chem. , vol.43 , pp. 2285-2286
    • Stahl, G.L.1    Walter, R.2    Smith, C.W.3
  • 19
    • 0025678622 scopus 로고
    • Studies on cardiotonic agents. IV. Synthesis of novel 1-(6,7-dimethoxy-4-quinazolmyl)piperidine derivatives carrying substituted hydantoin and 2-thiohydantoin rings
    • Nomoto, Y.; Takai, H.; Hirata, T.; Teranishi, M.; Ohno, T.; Kubo, K. Studies on Cardiotonic Agents. IV. Synthesis of Novel 1-(6,7-Dimethoxy-4-quinazolmyl)piperidine Derivatives Carrying Substituted Hydantoin and 2-Thiohydantoin Rings. Chem. Pharm. Bull. 1990, 38, 3014-3019.
    • (1990) Chem. Pharm. Bull. , vol.38 , pp. 3014-3019
    • Nomoto, Y.1    Takai, H.2    Hirata, T.3    Teranishi, M.4    Ohno, T.5    Kubo, K.6
  • 20
    • 0029789274 scopus 로고    scopus 로고
    • Novel neonicotinoid-agarose affinity column for Drosophila and Musca nicotinic acetylcholine receptors
    • Tomizawa, M.; Latli, B.; Casida, J. E. Novel Neonicotinoid-Agarose Affinity Column for Drosophila and Musca Nicotinic Acetylcholine Receptors, J. Neurochem. 1996, 67, 1669-1676.
    • (1996) J. Neurochem. , vol.67 , pp. 1669-1676
    • Tomizawa, M.1    Latli, B.2    Casida, J.E.3
  • 21
    • 85008284708 scopus 로고
    • Synthesis and insecticidal activity of acyclic nitroethene compounds containing (6-substituted)-3-pyridylamino group
    • Tabuchi, T.; Fusaka, T.; Iwanaga, K.; Minamida, I.; Okauchi, T. Synthesis and Insecticidal Activity of Acyclic Nitroethene Compounds Containing (6-Substituted)-3-pyridylamino Group. J. Pestic. Sci. 1994, 19, 119-125.
    • (1994) J. Pestic. Sci. , vol.19 , pp. 119-125
    • Tabuchi, T.1    Fusaka, T.2    Iwanaga, K.3    Minamida, I.4    Okauchi, T.5
  • 23
  • 25
    • 0013831471 scopus 로고
    • Nicotinoids as insecticides
    • Metcalf, R. L., Ed.; Interscience Publishers: New York
    • Yamamoto, I. Nicotinoids as Insecticides. In Advances in Pest Control Research; Metcalf, R. L., Ed.; Interscience Publishers: New York, 1965; Vol. 6, pp 231-260.
    • (1965) Advances in Pest Control Research , vol.6 , pp. 231-260
    • Yamamoto, I.1
  • 26
    • 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. 1986, 29, 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
  • 27
    • 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. 1989, 98, 799-808.
    • (1989) Br. J. Pharmacol. , vol.98 , pp. 799-808
    • Barlow, R.B.1    Johnson, O.2
  • 28
    • 0031952544 scopus 로고    scopus 로고
    • Efficacy of plant metabolites of imidacloprid against Myzus persicae and Aphis gossypii (Homoptera: Aphididae)
    • Nauen, R.; Tietjen, K; Wagner, K.; Elbert, A. Efficacy of plant metabolites of imidacloprid against Myzus persicae and Aphis gossypii (Homoptera: aphididae). Pestic. Sci. 1998, 52, 53-57.
    • (1998) Pestic. Sci. , vol.52 , pp. 53-57
    • Nauen, R.1    Tietjen, K.2    Wagner, K.3    Elbert, A.4
  • 29
    • 85008571646 scopus 로고
    • Synthesis and insecticidal activity of acyclic nitroethene compounds containing a heteroarylmethylamino group
    • Minamida, I.; Iwanaga, K.; Tabuchi, T.; Aoki, I.; Fusaka, T.; Ishizuka, H.; Okauchi, T. Synthesis and Insecticidal Activity of Acyclic Nitroethene Compounds Containing a Heteroarylmethylamino Group. J. Pestic. Sci. 1993, 18, 41-48.
    • (1993) J. Pestic. Sci. , vol.18 , pp. 41-48
    • Minamida, I.1    Iwanaga, K.2    Tabuchi, T.3    Aoki, I.4    Fusaka, T.5    Ishizuka, H.6    Okauchi, T.7
  • 33
    • 0000602517 scopus 로고    scopus 로고
    • Chloronicotinyl insecticides. 8. Crystal and molecular structures of imidacloprid and analogous compounds
    • Kagabu, S.; Matsuno, H. Chloronicotinyl Insecticides. 8. Crystal and Molecular Structures of Imidacloprid and Analogous Compounds. J. Agric. Food Chem. 1997, 45, 276-281.
    • (1997) J. Agric. Food Chem. , vol.45 , pp. 276-281
    • Kagabu, S.1    Matsuno, H.2
  • 35
    • 0030417991 scopus 로고    scopus 로고
    • N,N-dialkyl substituents of 3-pyridylmethylamines discriminate between α-bungarotoxin and noncompetitive blocker sites of nicotinic acetylcholine receptors of Torpedo and insect
    • Tomizawa, M.; Matsuo, H.; Miyamoto, T.; Yamamoto, I. N,N-Dialkyl Substituents of 3-Pyridylmethylamines Discriminate between α-Bungarotoxin and Noncompetitive Blocker Sites of Nicotinic Acetylcholine Receptors of Torpedo and Insect. J. Pestic. Sci. 1996, 21, 412-418.
    • (1996) J. Pestic. Sci. , vol.21 , pp. 412-418
    • Tomizawa, M.1    Matsuo, H.2    Miyamoto, T.3    Yamamoto, I.4
  • 36
    • 0002400644 scopus 로고    scopus 로고
    • Structure-activity relationships of acyclic nicotinoids and neonicotinoids for insect nicotinic acetylcholine receptor/ion channel complex
    • Matsuo, H.; Tomizawa, M.; Yamamoto, I. Structure-Activity Relationships of Acyclic Nicotinoids and Neonicotinoids for Insect Nicotinic Acetylcholine Receptor/Ion Channel Complex. Arch. Insect Biochem. Physiol. 1998, 37, 17-23.
    • (1998) Arch. Insect Biochem. Physiol. , vol.37 , pp. 17-23
    • Matsuo, H.1    Tomizawa, M.2    Yamamoto, I.3
  • 40
    • 0031019518 scopus 로고    scopus 로고
    • Synthesis of a radioiodinated analogue of epibatidine: (±)-exo-2-(2-iodo-5-pyridyl)-7-azabicyclo[2.2.1]heptane for in vitro and in vivo studies of nicotinic acetylcholine receptors
    • Musachio, J. L.; Horti, A.; London, E. D.; Dannals, R. F. Synthesis of a Radioiodinated Analogue of Epibatidine: (±)-exo-2-(2-Iodo-5-pyridyl)-7-azabicyclo[2.2.1]heptane for In Vitro and In Vivo Studies of Nicotinic Acetylcholine Receptors. J. Labelled Compds. Radiopharm. 1996, 39, 39-48.
    • (1996) J. Labelled Compds. Radiopharm. , vol.39 , pp. 39-48
    • Musachio, J.L.1    Horti, A.2    London, E.D.3    Dannals, R.F.4
  • 43
    • 0032863604 scopus 로고    scopus 로고
    • Desnitroimidacloprid and nicotine binding site in rat recombinant α4β2 nicotinic acetylcholine receptor
    • in press
    • D'Amour, K. A.; Casida, J. E. Desnitroimidacloprid and Nicotine Binding Site in Rat Recombinant α4β2 Nicotinic Acetylcholine Receptor. Pestic. Biochem. Physiol., in press.
    • Pestic. Biochem. Physiol.
    • D'Amour, K.A.1    Casida, J.E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.