-
1
-
-
0026551490
-
-
Spande, T. F.; Garraffo, H. M.; Edwards, M. W.; Yeh, H. J. C.; Pannell, L.; Daly, J. W. Epibatidine: A novel (chloropyridyl)azabicycloheptane with potent analgesic activity from an Ecuadoran poison frog. J. Am. Chem. Soc. 1992, 114, 3475-3478.
-
Spande, T. F.; Garraffo, H. M.; Edwards, M. W.; Yeh, H. J. C.; Pannell, L.; Daly, J. W. Epibatidine: A novel (chloropyridyl)azabicycloheptane with potent analgesic activity from an Ecuadoran poison frog. J. Am. Chem. Soc. 1992, 114, 3475-3478.
-
-
-
-
2
-
-
85177157521
-
-
Badio, B.; Daly, J. W. Epibatidine, a potent analgetic and nicotinic agonist. Mol. Pharmacol. 1994, 45, 563-569.
-
Badio, B.; Daly, J. W. Epibatidine, a potent analgetic and nicotinic agonist. Mol. Pharmacol. 1994, 45, 563-569.
-
-
-
-
3
-
-
0028846006
-
Antinociceptive effects of the alkaloid epibatidine: Further studies on involvement of nicotinic receptors
-
Badio, B.; Shi, D.; Garraffo, M.; Daly, J. W. Antinociceptive effects of the alkaloid epibatidine: Further studies on involvement of nicotinic receptors. Drug Dev. Res. 1995, 36, 46-59.
-
(1995)
Drug Dev. Res
, vol.36
, pp. 46-59
-
-
Badio, B.1
Shi, D.2
Garraffo, M.3
Daly, J.W.4
-
4
-
-
0027999843
-
Pharmacological effects of epibatidine optical enantiomers
-
Damaj, M. I.; Creasy, K. R.; Grove, A. D.; Rosecrans, J. A.; Martin, B. R. Pharmacological effects of epibatidine optical enantiomers. Brain Res. 1994, 664, 34-40.
-
(1994)
Brain Res
, vol.664
, pp. 34-40
-
-
Damaj, M.I.1
Creasy, K.R.2
Grove, A.D.3
Rosecrans, J.A.4
Martin, B.R.5
-
5
-
-
1642603827
-
Epibatidine structure-activity relationships
-
Carroll, F. I. Epibatidine structure-activity relationships. Bioorg. Med. Chem. Lett. 2004, 14, 1889-1896.
-
(2004)
Bioorg. Med. Chem. Lett
, vol.14
, pp. 1889-1896
-
-
Carroll, F.I.1
-
6
-
-
23944472732
-
Nicotinic agonists, antagonists, and modulators from natural sources
-
Daly, J. W. Nicotinic agonists, antagonists, and modulators from natural sources. Cell. Mol. Neurobiol. 2005, 25, 513-552.
-
(2005)
Cell. Mol. Neurobiol
, vol.25
, pp. 513-552
-
-
Daly, J.W.1
-
7
-
-
22844432580
-
Neuronal nicotinic acetylcholine receptors: Structural revelations, target identifications, and therapeutic inspirations
-
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.
-
(2005)
J. Med. Chem
, vol.48
, pp. 4705-4745
-
-
Jensen, A.A.1
Frolund, B.2
Liljefors, T.3
Krogsgaard-Larsen, P.4
-
8
-
-
37049010664
-
Synthesis and evaluation of benzoanalogs of epibatidine as potential nAChR ligands for PET studies
-
Koren, A. O.; Horti, A. G.; Kimes, A.; Scheffel, U.; Ravert, H. T.; London, E. D.; Dannals, R. F. Synthesis and evaluation of benzoanalogs of epibatidine as potential nAChR ligands for PET studies. J. Labelled Cpd. Radiopharm. 1997, 40, 518.
-
(1997)
J. Labelled Cpd. Radiopharm
, vol.40
, pp. 518
-
-
Koren, A.O.1
Horti, A.G.2
Kimes, A.3
Scheffel, U.4
Ravert, H.T.5
London, E.D.6
Dannals, R.F.7
-
9
-
-
0035806272
-
-
Brieaddy, L. E.; Mascarella, S. W.; Navarro, H. A.; Atkinson, R. N.; Damaj, M. I.; Martin, B. R.; Carroll, F. I. Synthesis of bridged analogs of epibatidine. 3-Chloro-5,7,8,9,9a, 10-hexahydro-7,10-methanopyrrolo[1,2-fr]-2,6- naphthyridine and 2-chloro-5,5a,6,7,8,10-hexahydro-5,8-methanopyrrolo[2,1-fr]-1, 7-naphthyridine. Tetrahedron Lett. 2001, 42, 3795-3797.
-
Brieaddy, L. E.; Mascarella, S. W.; Navarro, H. A.; Atkinson, R. N.; Damaj, M. I.; Martin, B. R.; Carroll, F. I. Synthesis of bridged analogs of epibatidine. 3-Chloro-5,7,8,9,9a, 10-hexahydro-7,10-methanopyrrolo[1,2-fr]-2,6- naphthyridine and 2-chloro-5,5a,6,7,8,10-hexahydro-5,8-methanopyrrolo[2,1-fr]-1, 7-naphthyridine. Tetrahedron Lett. 2001, 42, 3795-3797.
-
-
-
-
10
-
-
0000986970
-
Synthetic connection to the directed ortho metalation reaction. 3,4-Pyridynes from 4-trialkylsilyl-3-pyridyl triflates
-
Tsukazaki, M.; Snieckus, V. Synthetic connection to the directed ortho metalation reaction. 3,4-Pyridynes from 4-trialkylsilyl-3-pyridyl triflates. Heterocycles 1992, 33, 533-536.
-
(1992)
Heterocycles
, vol.33
, pp. 533-536
-
-
Tsukazaki, M.1
Snieckus, V.2
-
11
-
-
0033953747
-
Enantiospecific synthesis of annulated nicotine analogues from D- and L-glutamic acid. Pyridotropanes
-
Turner, S. C.; Hongbin, Z.; Rapoport, H. Enantiospecific synthesis of annulated nicotine analogues from D- and L-glutamic acid. Pyridotropanes. J. Org. Chem. 2000, 65, 861-870.
-
(2000)
J. Org. Chem
, vol.65
, pp. 861-870
-
-
Turner, S.C.1
Hongbin, Z.2
Rapoport, H.3
-
12
-
-
0030756728
-
2,3-Pyridyne formation by fluoride-induced desilylation elimination
-
Walters, M. A.; Shay, J. J. 2,3-Pyridyne formation by fluoride-induced desilylation elimination. Syn. Commun. 1997, 27, 3573-3579.
-
(1997)
Syn. Commun
, vol.27
, pp. 3573-3579
-
-
Walters, M.A.1
Shay, J.J.2
-
13
-
-
33847800823
-
Synthesis of 7-azanorbornene and N-methyl-7-azanorbornene
-
Marchand, A. P.; Allen, R. W. Synthesis of 7-azanorbornene and N-methyl-7-azanorbornene. J. Org. Chem. 1975, 40, 2551-2552.
-
(1975)
J. Org. Chem
, vol.40
, pp. 2551-2552
-
-
Marchand, A.P.1
Allen, R.W.2
-
14
-
-
33748647785
-
Fine feathers make fine birds: The Heck reaction in modern Garb
-
de Meijere, A.; Meyer, F. E. Fine feathers make fine birds: The Heck reaction in modern Garb. Angew. Chem., Int. Ed. Engl. 1994, 33, 2379-2411.
-
(1994)
Angew. Chem., Int. Ed. Engl
, vol.33
, pp. 2379-2411
-
-
de Meijere, A.1
Meyer, F.E.2
-
15
-
-
0000463815
-
Transition metal-catalyzed carbocyclizations in organic synthesis
-
Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Transition metal-catalyzed carbocyclizations in organic synthesis. Chem. Rev. 1996, 96, 635-662.
-
(1996)
Chem. Rev
, vol.96
, pp. 635-662
-
-
Ojima, I.1
Tzamarioudaki, M.2
Li, Z.3
Donovan, R.J.4
-
16
-
-
1542575281
-
Intramolecular enantioselective palladium-catalyzed heck arylation of cyclic enamides
-
Ripa, L.; Hallberg, A. Intramolecular enantioselective palladium-catalyzed heck arylation of cyclic enamides. J. Org. Chem. 1997, 62, 595-602.
-
(1997)
J. Org. Chem
, vol.62
, pp. 595-602
-
-
Ripa, L.1
Hallberg, A.2
-
17
-
-
0034087204
-
Novel conformationally constrained tropane analogues by 6-endo-trig radical cyclization and stille coupling - Switch of activity toward the serotonin and/or norepinephrine transporter
-
Hoepping, A.; Johnson, K. M.; George, C.; Flippen-Anderson, J.; Kozikowski, A. P. Novel conformationally constrained tropane analogues by 6-endo-trig radical cyclization and stille coupling - Switch of activity toward the serotonin and/or norepinephrine transporter. J. Med. Chem. 2000, 43, 2064-2071.
-
(2000)
J. Med. Chem
, vol.43
, pp. 2064-2071
-
-
Hoepping, A.1
Johnson, K.M.2
George, C.3
Flippen-Anderson, J.4
Kozikowski, A.P.5
-
18
-
-
0000702878
-
Radical reactions in natural product synthesis
-
Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Radical reactions in natural product synthesis. Chem. Rev. 1991, 91, 1237-1286.
-
(1991)
Chem. Rev
, vol.91
, pp. 1237-1286
-
-
Jasperse, C.P.1
Curran, D.P.2
Fevig, T.L.3
-
19
-
-
0030759242
-
-
Liang, F.; Navarro, H. A.; Abraham, P.; Kotian, P.; Ding, Y.-S.; Fowler, J.; Volkow, N.; Kuhar, M. J.; Carroll, F. I. Synthesis and nicotinic acetylcholine receptor binding properties of exo-2-(2′-fluoro-5′- pyridinyl)-7-azabicyclo[2.2.1]heptane: A new positron emission tomography ligand for nicotinic receptors. J. Med. Chem. 1997, 40, 2293-2295.
-
Liang, F.; Navarro, H. A.; Abraham, P.; Kotian, P.; Ding, Y.-S.; Fowler, J.; Volkow, N.; Kuhar, M. J.; Carroll, F. I. Synthesis and nicotinic acetylcholine receptor binding properties of exo-2-(2′-fluoro-5′- pyridinyl)-7-azabicyclo[2.2.1]heptane: A new positron emission tomography ligand for nicotinic receptors. J. Med. Chem. 1997, 40, 2293-2295.
-
-
-
-
20
-
-
14444267817
-
11C]methylated analogues of epibatidine as tracers for positron emission tomographic studies of nicotinic acetylcholine receptors
-
11C]methylated analogues of epibatidine as tracers for positron emission tomographic studies of nicotinic acetylcholine receptors. J. Med. Chem. 1998, 41, 4199-4206.
-
(1998)
J. Med. Chem
, vol.41
, pp. 4199-4206
-
-
Horti, A.G.1
Scheffel, U.2
Kimes, A.S.3
Musachio, J.L.4
Ravert, H.T.5
Mathews, W.B.6
Zhan, Y.7
Finley, P.A.8
London, E.D.9
Dannals, R.F.10
-
21
-
-
0029984676
-
Benzyne addition to N-alkyl-4-hydroxy-1-methylisoquinolinium salts; A new and convenient synthesis of (±)-5-methyl-10,11-dihydro-5H-dibenzo[a,d] cyclohepten-5,10-imine (MK801)
-
Constable, K. P.; Blough, B. E.; Carroll, F. I. Benzyne addition to N-alkyl-4-hydroxy-1-methylisoquinolinium salts; A new and convenient synthesis of (±)-5-methyl-10,11-dihydro-5H-dibenzo[a,d] cyclohepten-5,10-imine (MK801). J. Chem. Soc., Chem. Commun. 1996, 717-718.
-
(1996)
J. Chem. Soc., Chem. Commun
, pp. 717-718
-
-
Constable, K.P.1
Blough, B.E.2
Carroll, F.I.3
-
22
-
-
0002977163
-
Fluoride-induced 1,2-elimination of 0-trimethylsilylphenyl triflate to benzyne under mild conditions
-
Himeshima, Y.; Sonoda, T.; Kobayashi, H. Fluoride-induced 1,2-elimination of 0-trimethylsilylphenyl triflate to benzyne under mild conditions. Chem. Lett. 1983, 12, 1211-1214.
-
(1983)
Chem. Lett
, vol.12
, pp. 1211-1214
-
-
Himeshima, Y.1
Sonoda, T.2
Kobayashi, H.3
-
23
-
-
0001193770
-
Silicon in benzamide directed ortho metalation. Formation and reactions of benzamide benzynes
-
Shankaran, K.; Snieckus, V. Silicon in benzamide directed ortho metalation. Formation and reactions of benzamide benzynes. Tetrahedron Lett. 1984, 25, 2827-2830.
-
(1984)
Tetrahedron Lett
, vol.25
, pp. 2827-2830
-
-
Shankaran, K.1
Snieckus, V.2
-
24
-
-
4143122118
-
Synthesis, nicotinic acetylcholine receptor binding, and antinociceptive properties of 2′-fluoro-3′-(substituted phenyl)deschloroepibatidine analogs. Novel nicotinic antagonist
-
Carroll, F. I.; Ware, R.; Brieaddy, L. E.; Navarro, H. A.; Damaj, M. I.; Martin, B. R. Synthesis, nicotinic acetylcholine receptor binding, and antinociceptive properties of 2′-fluoro-3′-(substituted phenyl)deschloroepibatidine analogs. Novel nicotinic antagonist. J. Med. Chem. 2004, 47, 4588-4594.
-
(2004)
J. Med. Chem
, vol.47
, pp. 4588-4594
-
-
Carroll, F.I.1
Ware, R.2
Brieaddy, L.E.3
Navarro, H.A.4
Damaj, M.I.5
Martin, B.R.6
-
25
-
-
0035927437
-
-
Carroll, F. I.; Liang, F.; Navarro, H. A.; Brieaddy, L. E.; Abraham, P.; Damaj, M. I.; Martin, B. R. Synthesis, nicotinic acetylcholine receptor binding, and antinociceptive properties of 2-exo-2-(2′-substituted 5′-pyridinyl)-7-azabicyclo[2.2.1]heptanes. Epibatidine analogues. J. Med. Chem. 2001, 44, 2229-2237.
-
Carroll, F. I.; Liang, F.; Navarro, H. A.; Brieaddy, L. E.; Abraham, P.; Damaj, M. I.; Martin, B. R. Synthesis, nicotinic acetylcholine receptor binding, and antinociceptive properties of 2-exo-2-(2′-substituted 5′-pyridinyl)-7-azabicyclo[2.2.1]heptanes. Epibatidine analogues. J. Med. Chem. 2001, 44, 2229-2237.
-
-
-
-
26
-
-
0035935697
-
-
Carroll, F. I.; Lee, J. R.; Navarro, H. A.; Brieaddy, L. E.; Abraham, P.; Damaj, M. I.; Martin, B. R. Synthesis, nicotinic acetylcholine receptor binding, and antinociceptive properties of 2-exo-2-(2′-substituted- 3′-phenyl-5′-pyridinyl)-7-azabicyclo[2.2.1]heptanes. Novel nicotinic antagonist. J. Med. Chem. 2001, 44, 4039-4041.
-
Carroll, F. I.; Lee, J. R.; Navarro, H. A.; Brieaddy, L. E.; Abraham, P.; Damaj, M. I.; Martin, B. R. Synthesis, nicotinic acetylcholine receptor binding, and antinociceptive properties of 2-exo-2-(2′-substituted- 3′-phenyl-5′-pyridinyl)-7-azabicyclo[2.2.1]heptanes. Novel nicotinic antagonist. J. Med. Chem. 2001, 44, 4039-4041.
-
-
-
-
27
-
-
0345759383
-
A theoretical study of epibatidine
-
Campillo, N.; Paez, J. A.; Alkorta, I.; Goya, P. A theoretical study of epibatidine. J. Chem. Soc., Perkin Trans. 1998, 2, 2665-2670.
-
(1998)
J. Chem. Soc., Perkin Trans
, vol.2
, pp. 2665-2670
-
-
Campillo, N.1
Paez, J.A.2
Alkorta, I.3
Goya, P.4
-
29
-
-
0034078072
-
Central nicotinic receptor ligands and pharmacophores
-
Glennon, R. A.; Dukat, M. Central nicotinic receptor ligands and pharmacophores. Pharm. Acta Helv. 2000, 74, 103-114.
-
(2000)
Pharm. Acta Helv
, vol.74
, pp. 103-114
-
-
Glennon, R.A.1
Dukat, M.2
-
30
-
-
0034732362
-
The identification of novel structural compound classes exhibiting high affinity for neuronal nicotinic acetylcholine receptors and analgesic efficacy in preclinical models of pain
-
Meyer, M. D.; Decker, M. W.; Rueter, L. E.; Anderson, D. J.; Dart, M. J.; Kim, K. H.; Sullivan, J. P.; Williams, M. The identification of novel structural compound classes exhibiting high affinity for neuronal nicotinic acetylcholine receptors and analgesic efficacy in preclinical models of pain. Eur. J. Pharmacol. 2000, 393, 171-177.
-
(2000)
Eur. J. Pharmacol
, vol.393
, pp. 171-177
-
-
Meyer, M.D.1
Decker, M.W.2
Rueter, L.E.3
Anderson, D.J.4
Dart, M.J.5
Kim, K.H.6
Sullivan, J.P.7
Williams, M.8
-
31
-
-
18444411922
-
Crystal structure of a Cbtx-AChBP complex reveals essential interactions between snake α-neurotoxins and nicotinic receptors
-
Bourne, Y.; Talley, T. T.; Hansen, S. B.; Taylor, P.; Marchot, P. Crystal structure of a Cbtx-AChBP complex reveals essential interactions between snake α-neurotoxins and nicotinic receptors. EMBO J. 2005, 24, 1512-1522.
-
(2005)
EMBO J
, vol.24
, pp. 1512-1522
-
-
Bourne, Y.1
Talley, T.T.2
Hansen, S.B.3
Taylor, P.4
Marchot, P.5
-
32
-
-
0033518276
-
Improving the nicotinic pharmacophore with a series of (isoxazole)methylene-1-azacyclic compounds: Synthesis, structure-activity relationship, and molecular modeling
-
Tonder, J. E.; Hansen, J. B.; Begtrup, M.; Pettersson, I.; Rimvall, K.; Christensen, B.; Ehrbar, U.; Olesen, P. H. Improving the nicotinic pharmacophore with a series of (isoxazole)methylene-1-azacyclic compounds: Synthesis, structure-activity relationship, and molecular modeling. J. Med. Chem. 1999, 42, 4970-4980.
-
(1999)
J. Med. Chem
, vol.42
, pp. 4970-4980
-
-
Tonder, J.E.1
Hansen, J.B.2
Begtrup, M.3
Pettersson, I.4
Rimvall, K.5
Christensen, B.6
Ehrbar, U.7
Olesen, P.H.8
-
33
-
-
0035102669
-
An improved nicotinic pharmacophore and a stereoselective CoMFA-model for nicotinic agonists acting at the central nicotinic acetylcholine receptors labelled by
-
Tonder, J. E.; Olesen, P. H.; Hansen, J. B.; Begtrup, M.; Pettersson, I. An improved nicotinic pharmacophore and a stereoselective CoMFA-model for nicotinic agonists acting at the central nicotinic acetylcholine receptors labelled by. J. Comput. Aided Mol. Des. 2001, 15, 247-258.
-
(2001)
J. Comput. Aided Mol. Des
, vol.15
, pp. 247-258
-
-
Tonder, J.E.1
Olesen, P.H.2
Hansen, J.B.3
Begtrup, M.4
Pettersson, I.5
-
34
-
-
37049017302
-
-
Tripos SYBYL, 6.7.1 ed.; Tripos, Inc., St. Louis, MO.
-
Tripos SYBYL, 6.7.1 ed.; Tripos, Inc., St. Louis, MO.
-
-
-
-
35
-
-
0027753742
-
The analgesic effect of epibatidine and isomers
-
Li, T.; Qian, C.; Eckman, J.; Huang, D. F.; Shen, T. Y. The analgesic effect of epibatidine and isomers. Bioorg. Med. Chem. Lett. 1993, 3, 2759-2764.
-
(1993)
Bioorg. Med. Chem. Lett
, vol.3
, pp. 2759-2764
-
-
Li, T.1
Qian, C.2
Eckman, J.3
Huang, D.F.4
Shen, T.Y.5
-
36
-
-
0037435058
-
Synthesis, nicotinic acetylcholine receptor binding affinities, and molecular modeling of constrained epibatidine analogues
-
Wei, Z.-L.; Petukhow, P. A.; Xiao, Y.; Tuckmantel, W.; George, C.; Kellar, K. J.; Kozikowski, A. P. Synthesis, nicotinic acetylcholine receptor binding affinities, and molecular modeling of constrained epibatidine analogues. J. Med. Chem. 2003, 46, 921-924.
-
(2003)
J. Med. Chem
, vol.46
, pp. 921-924
-
-
Wei, Z.-L.1
Petukhow, P.A.2
Xiao, Y.3
Tuckmantel, W.4
George, C.5
Kellar, K.J.6
Kozikowski, A.P.7
-
37
-
-
0037474599
-
Synthesis of conformationally constrained spirodihydrofuropyridine analoges of epibatidine
-
Abe, H.; Arai, Y.; Aoyagi, S.; Kibayashi, C. Synthesis of conformationally constrained spirodihydrofuropyridine analoges of epibatidine. Tetrahedron Lett. 2003, 44, 2971-2973.
-
(2003)
Tetrahedron Lett
, vol.44
, pp. 2971-2973
-
-
Abe, H.1
Arai, Y.2
Aoyagi, S.3
Kibayashi, C.4
|