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Sands, S.B.27
Zhao, S.X.28
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Kalgutkar, A.S.30
Arneric, S.P.31
Rogers, B.N.32
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8
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0034597576
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Mullen G., Napier J., Balestra M., DeCory T., Hale G., Macor J., Mack R., Loch III J., Wu E., Kover A., Verhoest P., Sampognaro A., Phillips E., Zhu Y., Murray R., Griffith R., Blosser J., Gurley D., Machulskis A., Zongrone J., Rosen A., and Gordon J. J. Med. Chem. 43 (2000) 4045-4050
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67651169250
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Yates, K.M.6
Myers, J.K.7
Vetman, T.N.8
Margolis, B.J.9
Jacobsen, E.J.10
Acker, B.A.11
Groppi, V.E.12
Wolfe, M.L.13
Thornburgh, B.A.14
Tinholt, P.M.15
Cortes-Burgos, L.A.16
Walters, R.R.17
Hester, M.R.18
Seest, E.P.19
Dolak, L.A.20
Han, F.21
Olson, B.A.22
Fitzgerald, L.23
Staton, B.A.24
Raub, T.J.25
Hajós, M.26
Hoffmann, W.E.27
Li, K.S.28
Higdon, N.R.29
Wall, T.M.30
Hurst, R.S.31
Wong, E.H.F.32
Rogers, B.N.33
more..
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15
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0030941561
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2, 10 HEPES, pH 7.5) containing agonists or antagonists. Electrodes are filled with 3 M KCl. Holding potential (Vh) = -60 or -90 mV.
-
2, 10 HEPES, pH 7.5) containing agonists or antagonists. Electrodes are filled with 3 M KCl. Holding potential (Vh) = -60 or -90 mV. Currents induced by the application of drugs were digitized by a Data Translation a/d board and analyzed with axodata software. All test compounds were tested at 32 μM and are compared to a test dose of nicotine at 50 μM. Data is reported as a % nicotine response with the nicotine response defined as 100%. For a comprehensive reference on the characterization of nicotinic receptors in oocytes see:. Chavez-Noriega L.E., Crona J.H., Washburn M.S., Urrutia A., Elliott K.J., and Johnson E.C. J. Pharmacol. Exp. Ther. 280 (1997) 346
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Johnson, E.C.6
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16
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0026568539
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McGuirk P.R., Jefson M.R., Mann D.D., Elliott N.C., Chang P., Cisek E.P., Cornell C.P., Gootz T.D., Haskell S.L., Hindahl M.S., LaFleur L.J., Rosenfeld M.J., Shryock T.R., Silvia A.M., and Weber F.H. J. Med. Chem. 35 (1992) 611
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Cisek, E.P.6
Cornell, C.P.7
Gootz, T.D.8
Haskell, S.L.9
Hindahl, M.S.10
LaFleur, L.J.11
Rosenfeld, M.J.12
Shryock, T.R.13
Silvia, A.M.14
Weber, F.H.15
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17
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67651196983
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O'Donnell, C. J.; O'Neill, B. T. U.S.02/177591, 2002.
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O'Donnell, C. J.; O'Neill, B. T. U.S.02/177591, 2002.
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18
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67651189087
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Concurrent to our work, scientists at Sanofi-Aventis also arrived at the same compound (5, SR 180711) and have reported detailed in vitro and in vivo data on this compound: (a) Gallet, T.; Jegham, S.; Lardenois, P.; Lochead, A.; Nedelec, A. WO00/58311, 2000.
-
Concurrent to our work, scientists at Sanofi-Aventis also arrived at the same compound (5, SR 180711) and have reported detailed in vitro and in vivo data on this compound: (a) Gallet, T.; Jegham, S.; Lardenois, P.; Lochead, A.; Nedelec, A. WO00/58311, 2000.
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19
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33845698922
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Biton B., Bergis O.E., Galli F., Nedelec A., Lochead A.W., Jegham S., Godet D., Lanneau C., Santamaria R., Chesney F., Léonardon J., Granger P., Debono M.W., Bohme G.A., Sgard F., Besnard F., Graham D., Coste A., Oblin A., Curet O., Vigé X., Voltz C., Rouquier L., Souilhac J., Santucci V., Gueudet C., Francon D., Steinberg R., Griebel G., Oury-Donat F., George P., Avenet P., and Scatton B. Neuropsychopharmacology 32 (2007) 1
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Biton, B.1
Bergis, O.E.2
Galli, F.3
Nedelec, A.4
Lochead, A.W.5
Jegham, S.6
Godet, D.7
Lanneau, C.8
Santamaria, R.9
Chesney, F.10
Léonardon, J.11
Granger, P.12
Debono, M.W.13
Bohme, G.A.14
Sgard, F.15
Besnard, F.16
Graham, D.17
Coste, A.18
Oblin, A.19
Curet, O.20
Vigé, X.21
Voltz, C.22
Rouquier, L.23
Souilhac, J.24
Santucci, V.25
Gueudet, C.26
Francon, D.27
Steinberg, R.28
Griebel, G.29
Oury-Donat, F.30
George, P.31
Avenet, P.32
Scatton, B.33
more..
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20
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33845719612
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Pichat P., Bergis O.E., Terranova J.-P., Urani A., Duarte C., Santucci V., Gueudet C., Volts C., Steinberg R., Stemmelin J., Oury-Donat F., Avenet P., Griebel G., and Scatton B. Neuropsychopharmacology 32 (2007) 17
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Pichat, P.1
Bergis, O.E.2
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Santucci, V.6
Gueudet, C.7
Volts, C.8
Steinberg, R.9
Stemmelin, J.10
Oury-Donat, F.11
Avenet, P.12
Griebel, G.13
Scatton, B.14
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21
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67651186676
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Barak S., Arad M., De Levie A., Black M.D., Griebel G., and Weiner I. Neuropsychopharmacology (2009) 1
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(2009)
Neuropsychopharmacology
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Barak, S.1
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Griebel, G.5
Weiner, I.6
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25
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67651199892
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-
note
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For experimental details along with full characterization date see Ref. 12.
-
-
-
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27
-
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67651192710
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-
note
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2).
-
-
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29
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0022558354
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Rat brain homogenate binding assay was performed as previously described, see:
-
Rat brain homogenate binding assay was performed as previously described, see:. Lippiello P.M., and Fernandes K.G. Mol. Pharmacol. 29 (1986) 448
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(1986)
Mol. Pharmacol.
, vol.29
, pp. 448
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Lippiello, P.M.1
Fernandes, K.G.2
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31
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67651168018
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note
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Compound 24 was prepared by reacting 1,4-diazabicyclo[3.2.2]nonane with 4-bromophenylisocyanate in 14% yield.
-
-
-
-
32
-
-
67651182356
-
-
note
-
Compound 25 was prepared by reacting 1,4-diazabicyclo[3.2.2]nonane with 2-(4-bromophenyl)acetyl chloride in 41% yield.
-
-
-
-
33
-
-
67651179225
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-
note
-
Compound 26 was prepared by reacting 1,4-diazabicyclo[3.2.2]nonane with phenylchlorothionocarbonate using the conditions to prepare 7 in 58% yield.
-
-
-
-
34
-
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67651198675
-
-
note
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Compound 27 was prepared from benzylchloroformate using the conditions to prepare 7 in 15% yield.
-
-
-
-
35
-
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67651198140
-
-
note
-
Compound 28 was prepared by reacting 1,4-diazabicyclo[3.2.2]nonane with 4-bromophenylsulfonylchloride in 41% yield.
-
-
-
-
36
-
-
7144229369
-
-
IMR32 cells binding assay was performed as previously described, see:
-
IMR32 cells binding assay was performed as previously described, see:. Donnelly-Roberts D.L., Puttfarcken P.S., Kuntzweiler T.A., Briggs C.A., Anderson D.J., Campbell J.E., Piattoni-Kaplan M., McKenna D.G., Wasicak J.T., Holladay M.W., Williams M., and Arneric S.P. J. Pharmacol. Exp. Ther. 285 (1998) 777
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Donnelly-Roberts, D.L.1
Puttfarcken, P.S.2
Kuntzweiler, T.A.3
Briggs, C.A.4
Anderson, D.J.5
Campbell, J.E.6
Piattoni-Kaplan, M.7
McKenna, D.G.8
Wasicak, J.T.9
Holladay, M.W.10
Williams, M.11
Arneric, S.P.12
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37
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0028172276
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50 = 15.6 ± 1.76 nM (n = 3)
-
50 = 15.6 ± 1.76 nM (n = 3)
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(1994)
J. Pharmacol. Exp. Ther.
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, pp. 624
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Sullivan, J.P.1
Decker, M.W.2
Brioni, J.D.3
Donnelly-Roberts, D.4
Anderson, D.J.5
Bannon, A.W.6
Kang, C.-H.7
Adams, P.8
Piattoni-Kaplan, M.9
Buckley, M.J.10
Gopalakrishnan, M.11
Williams, M.12
Arneric, S.P.13
-
38
-
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0033603365
-
-
note
-
The chloroformate used to prepare 7z was prepared in three-steps from 2-bromo-5-hydroxybenzaldehyde (Harmata, M.; Kahraman, M. J. Org. Chem. 1999, 64, 4949). 2-Bromo-5-hydroxybenzaldehyde was reacted with phenyl magnesium bromide in THF at rt to give 4-bromo-3-(hydroxy(phenyl)methyl)phenol in 88% yield. Swern oxidation provided (2-bromo-5-hydroxyphenyl)-(phenyl)methanone in 22% yield which was treated with phosgene to give the desired chloroformate.
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