piperidines aromatic ether organofluorine compound benzodioxoles Paroxetine paroxetine (-)-(3S,4R)-4-(p-fluorophenyl)-3-((3,4-(methylenedioxy)phenoxy)methyl)piperidine (3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine (3S-trans)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine 32937 A benzodioxole that consists of piperidine bearing 1,3-benzodioxol-5-yloxy)methyl and 4-fluorophenyl substituents at positions 3 and 4 respectively; the (3S,4R)-diastereomer. Highly potent and selective 5-HT uptake inhibitor that binds with high affinity to the serotonin transporter (Ki = 0.05 nM). Ki values are 1.1, 350 and 1100 nM for inhibition of [3H]-5-HT, [3H]-l-NA and [3H]-DA uptake respectively. Displays minimal affinity for alpha1-, alpha2- or beta-adrenoceptors, 5-HT2A, 5-HT1A, D2 or H1 receptors at concentrations below 1000 nM, however displays weak affinity for muscarinic ACh receptors (Ki = 42 nM). Antidepressant and anxiolytic in vivo. Beilstein:7467879 C19H20FNO3 CHEBI:7936 ChemIDplus:61869-08-7 CiteXplore:11009210 CiteXplore:11169163 CiteXplore:11271409 CiteXplore:11281965 CiteXplore:11324355 CiteXplore:11360029 CiteXplore:11513198 CiteXplore:11563413 CiteXplore:11565622 CiteXplore:11819027 CiteXplore:11893234 CiteXplore:11910269 CiteXplore:12027788 CiteXplore:12088162 CiteXplore:12369443 CiteXplore:12421645 CiteXplore:12818234 CiteXplore:12820211 CiteXplore:12906023 CiteXplore:12920419 CiteXplore:14516531 CiteXplore:14521492 CiteXplore:14566196 CiteXplore:14566200 CiteXplore:14619895 CiteXplore:14624192 CiteXplore:14673053 CiteXplore:14689334 CiteXplore:14978354 CiteXplore:15048901 CiteXplore:15199661 CiteXplore:15241233 CiteXplore:15264994 CiteXplore:15374134 CiteXplore:15376524 CiteXplore:15544025 CiteXplore:15613191 CiteXplore:15845695 CiteXplore:15853570 CiteXplore:15903129 CiteXplore:15963219 CiteXplore:15992089 CiteXplore:16395417 CiteXplore:16397315 CiteXplore:16426087 CiteXplore:16765127 CiteXplore:16822276 CiteXplore:16913391 CiteXplore:17122538 CiteXplore:17162096 CiteXplore:17219219 CiteXplore:17286545 CiteXplore:17452166 CiteXplore:17559097 CiteXplore:17612590 CiteXplore:17652957 CiteXplore:17874333 CiteXplore:18273418 CiteXplore:18345955 CiteXplore:18808757 CiteXplore:18983224 CiteXplore:19687003 CiteXplore:19851065 CiteXplore:21404089 CiteXplore:21452176 CiteXplore:21739267 CiteXplore:21908494 CiteXplore:21909633 CiteXplore:21922171 CiteXplore:21939725 CiteXplore:22153922 CiteXplore:22198456 CiteXplore:22212003 CiteXplore:22240860 CiteXplore:22263916 CiteXplore:22283559 CiteXplore:22353759 CiteXplore:22377745 DrugBank:DB00715 InChI=1S/C19H20FNO3/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18/h1-6,9,14,17,21H,7-8,10-12H2/t14-,17-/m0/s1 InChIKey=AHOUBRCZNHFOSL-YOEHRIQHSA-N KEGG COMPOUND:61869-08-7 KEGG COMPOUND:C07415 KEGG DRUG:D02362 Paroxetine Reaxys:7467879 Wikipedia:Paroxetine [H][C@]1(CCNC[C@H]1COc1ccc2OCOc2c1)c1ccc(F)cc1 paroxetina paroxetinum