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24944508544
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14
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34247848670
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note
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6): δ 8.26 (s, 1H), 7.56 (d, J = 8.4, 1H), 7.50 (s, 1H), 7.38 (m, 1H), 6.22 (m, 1H), 2.60 (m, 1H), 2.27 (s, 6H), 2.46 (m, 3H), 2.21 (m, 1H), 2.05 (m, 1H), and 1.55 (m, 1H).
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16
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34247852591
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note
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2/12% ethanol with 0.1% diethylamine, 50 mL/min @ 150 bar, peak 2 corresponds to R-6a.
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17
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34247845327
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note
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Full crystallographic data have been deposited to the Cambridge Crystallographic Data Center (CCDC reference number 615920). Copies of the data can be obtained free of charge via the internet at http://www.ccdc.cam.ac.uk.
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18
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34247872196
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note
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50 > 500. n = 5 for compound 6a.
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19
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34247870611
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note
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Analytical data for (R)-3-(4-(dimethylamino)cyclohex-1-enyl)-1H-indole-5-carbonitrile, compound R-6a: HPLC purity: >98%; >99%ee; Optical rotation: +51.9 (methanol, c = 3.0 mg/mL).
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-
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20
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34247890922
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note
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50 data was determined from a 20-point curve. Non-specific binding was defined using 10 μM Fluoxetine for SERT, 100 μM Desipramine for NET, and 10 μM GBR-12935 for DAT.
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21
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14544272338
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Taber M.T., Wright R.N., Molski T.F., Clarke W.J., Brassil P.J., Denhart D.J., Mattson R.J., and Lodge N.J. Pharmacol. Biochem. Behav. 80 (2005) 521
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Clarke, W.J.4
Brassil, P.J.5
Denhart, D.J.6
Mattson, R.J.7
Lodge, N.J.8
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22
-
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34247867292
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-
g The RMS fitting of (S)-citalopram to sertraline included a fourth pair of points corresponding to the centroids of the fluorophenyl ring in (S)-citalopram, and the non-chlorinated phenyl ring in sertraline. The superposition shown in Figure 7 was generated by RMS fitting the low-energy conformers of R-6a, S-6a, 3, and 4 to the sertraline reference conformer as described above for R-6a and S-6a. In both figures, all other compounds were fit to sertraline, even though it is not shown explicitly in Figure 7.
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23
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84986437005
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Mohamadi F., Richards N.G.J., Guida W.C., Liskamp R., Lipton M., Caufield C., Chang G., Hendrickson T., and Still W.C. J. Comput. Chem. 11 (1990) 440
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Chang, G.7
Hendrickson, T.8
Still, W.C.9
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27
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34247886809
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See: Jaguar 6.5 Operating Manual; Schrodinger, LLC: New York, NY, 2005, and references therein.
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28
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84873055189
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John Wiley, New York Chapter 4
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Hehre W.J., Radom L., Schleyer P.v.R., and Pople J.A. Ab Initio Molecular Orbital Theory (1986), John Wiley, New York Chapter 4
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84951786272
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van de Waterbeemd H., Testa B., and Folkers G. (Eds), Verlag Helvetica Chimica Acta, Basel, Switzerland
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Gundertofte, K.1
Bøgesø, K.P.2
Liljefors, T.3
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34247890923
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In-house results.
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