| Name | 5 HT transporter |
|---|---|
| Synonyms | Sodium dependent serotonin transporter; OCD1; 5 hydroxytryptamine transporter; 5HT transporter; 5HTT; HTT; OCD 1; SERT… |
| Name | piperazine |
|---|---|
| CAS | piperazine |
| PubMed | Abstract | RScore(About this table) | |
|---|---|---|---|
| 12672246 | Greiner E, Prisinzano T, Johnson II EM, Dersch CM, Marcus J, Partilla JS, Rothman RB, Jacobson AE, Rice KC: Structure-activity relationship studies of highly selective inhibitors of the dopamine transporter: N-benzylpiperidine analogues of 1-[2-[bis (4-fluorophenyl) methoxy] ethyl]-4-(3-phenylpropyl) piperazine. J Med Chem. 2003 Apr 10;46(8):1465-9. A series of 4-[2-[bis (4-fluorophenyl) methoxy] ethyl-1-benzylpiperidines were examined for their ability to bind to the dopamine transporter (DAT), the serotonin transporter (SERT), and the norepinephrine transporter (NET). |
2(0,0,0,2) | Details |
| 17000009 | Mannelli P, Patkar AA, Peindl K, Tharwani H, Gopalakrishnan R, Hill KP, Berrettini WH: Polymorphism in the serotonin transporter gene and moderators of prolactin response to meta-chlorophenylpiperazine in African-American cocaine abusers and controls. Psychiatry Res. 2006 Nov 15;144(2-3):99-108. Epub 2006 Sep 25. |
2(0,0,0,2) | Details |
| 12023542 | Davids E, Zhang K, Kula NS, Tarazi FI, Baldessarini RJ: Effects of and serotonin transporter inhibitors on hyperactivity induced by neonatal lesioning in rats. J Pharmacol Exp Ther. 2002 Jun;301(3):1097-102. Since stimulants act on several aminergic neurotransmission systems, we investigated underlying mechanisms involved by comparing behavioral actions of d-methylphenidate, selective inhibitors of the neuronal transport of DA [GBR-12909 (1-[2-[bis (4-fluorophenyl) methoxy] ethyl]-4-[3-phenylpropyl] piperazine dihydrochloride), amfonelic acid], fluvoxamine], and (NE; desipramine, nisoxetine) in 6-OHDA lesioned rats. |
1(0,0,0,1) | Details |
| 18995929 | Herold F, Chodkowski A, Izbicki L, Krol M, Kleps J, Turlo J, Nowak G, Stachowicz K, Dybala M, Siwek A: Novel 4-aryl-pyrido [1,2-c] pyrimidines with dual SSRI and 5-HT1A activity, part 1. Eur J Med Chem. 2009 Apr;44(4):1710-7. Epub 2008 Sep 30. They were characterized (i) in vitro by binding to 5-HT (1A) receptors and 5-HT transporter proteins in rat brain cortex membranes and (ii) in vivo in the mouse by induced hypothermia and forced swimming models for antagonist/agonist activity against the 5-HT (1A) autoreceptors and postsynaptic 5-HT (1A) receptors, respectively. |
1(0,0,0,1) | Details |
| 12388632 | Unger EL, Mazzola-Pomietto P, Murphy DL, Andrews AM: 2'-NH (2)-MPTP [1-methyl-4-(2'-aminophenyl)-1,2,3,6-tetrahydropyridine] depletes and in rats: a comparison with 2'-CH (3)-MPTP [1-methyl-4-(2'-methylphenyl)-1,2,3,6-tetrahydropyridine]. J Pharmacol Exp Ther. 2002 Nov;303(2):527-33. A lower dose of 2'-NH (2)-MPTP (4 x 15 mg/kg) also produced large decrements in and levels and in serotonin transporter density measured 3 weeks after neurotoxin administration. |
1(0,0,0,1) | Details |
| 16385509 | Minuzzi L, Olsen AK, Bender D, Arnfred S, Grant R, Danielsen EH, Cumming P: Quantitative autoradiography of ligands for receptors and transporters in brain of Gottingen minipig: comparison with results in vivo. Synapse. 2006 Mar 15;59(4):211-9. However, well-characterized piperazine and tropane radioligands failed to recognize DAT in pig brain; the two tropane radioligands lacked pharmacological specificity for DAT and SERT in pig brain in vitro and in vivo. Whereas the tropane derivative [125I] RTI-55 labeled serotonin transporters (serotonin transporter (SERT)) in pig brain, use of the same ligand under conditions specific for DAT, revealed a pattern of binding similar to that observed for SERT conditions. |
1(0,0,0,1) | Details |
| 12747792 | Kolhatkar RB, Ghorai SK, George C, Reith ME, Dutta AK: Interaction of cis-(6-benzhydrylpiperidin-3-yl) benzylamine analogues with monoamine transporters: structure-activity relationship study of structurally constrained 3,6-disubstituted piperidine analogues of (2,2-diphenylethyl)-[1-(4-fluorobenzyl) piperidin-4-ylmethyl] amine. J Med Chem. 2003 May 22;46(11):2205-15. One of the enantiomers, compound S,S-(-)-19a, exhibited the highest potency for the DAT (IC50 = 11.3 nM) among all the compounds tested and was as potent as GBR 12909 (1-[2-[bis (4-fluorophenyl) methoxy] ethyl]-4-(3-phenylpropyl) piperazine). All novel compounds were tested for their affinity at the dopamine transporter (DAT), serotonin transporter (SERT), and norepinephrine transporter (NET) in the brain by measuring their potency in competing for the binding of [3H] WIN 35 428, [3H] and [3H] nisoxetine, respectively. |
1(0,0,0,1) | Details |
| 17348609 | Lecompte Y, Evrard I, Arditti J: [Metachlorophenylpiperazine (mCPP): a new designer drug] . Therapie. 2006 Nov-Dec;61(6):523-30. It has a strong affinity for serotoninergic receptors and the serotonin transporter. |
1(0,0,0,1) | Details |
| 15336263 | Heinrich T, Bottcher H, Schiemann K, Holzemann G, Schwarz M, Bartoszyk GD, van Amsterdam C, Greiner HE, Seyfried CA: Dual 5-HT1A agonists and re-uptake inhibitors by combination of -butyl-amine and chromenonyl-piperazine structural elements in a single molecular entity. Bioorg Med Chem. 2004 Sep 15;12(18):4843-52. These unsubstituted chromenones are equally potent at the 5-HT (1A) receptor and 5-HT transporter. |
1(0,0,0,1) | Details |
| 15006465 | Rowland NE, Rokadia S, Green DJ, Robertson K: Relationship between anorexia and loss of uptake sites in brain of mice and rats receiving d-norfenfluramine or d-fenfluramine. Pharmacol Biochem Behav. 2004 Mar;77(3):541-6. In the first study, we show that chronic administration of neither d-norfenfluramine (D-NF; the principal metabolite of D-F) nor the serotonin (5-HT) 2C receptor agonist m-chlorophenyl-piperazine (mCPP) is associated with the development of anorectic tolerance tested using a dessert protocol. Because loss of efficacy of these agents could be related to loss of 5-HT transporter (5-HTT) sites, their presumptive primary mode of action, in the final study we determined the effect of various, low-dose regimens of D-F and D-NF on uptake in frontal cortex of mice and rats. |
1(0,0,0,1) | Details |
| 11085319 | Baumann MH, Ayestas MA, Dersch CM, Partilla JS, Rothman RB: Serotonin transporters, release, and the mechanism of fenfluramine neurotoxicity. Ann N Y Acad Sci. 2000 Sep;914:172-86. The acute -releasing effects of dFEN and the non-amphetamine agonist 1-(m-chlorophenyl) piperazine (mCPP) were evaluated using in vivo microdialysis in rat nucleus accumbens. |
1(0,0,0,1) | Details |
| 11689080 | Zhang Y, Joseph DB, Bowen WD, Flippen-Anderson JL, Dersch CM, Rothman RB, Jacobson AE, Rice KC: Synthesis and biological evaluation of tropane-like 1-[2-[bis (4-fluorophenyl) methoxy] ethyl]-4-(3-phenylpropyl) piperazine (GBR 12909) analogues. J Med Chem. 2001 Nov 8;44(23):3937-45. However, those compounds lost selectivity for the dopamine transporter over the serotonin transporter. |
1(0,0,0,1) | Details |
| 19854053 | Gray DL, Xu W, Campbell BM, Dounay AB, Barta N, Boroski S, Denny L, Evans L, Stratman N, Probert A: Discovery and pharmacological characterization of aryl piperazine and piperidine ethers as dual acting reuptake inhibitors and 5-HT1A partial agonists. Bioorg Med Chem Lett. 2009 Dec 1;19(23):6604-7. Epub 2009 Oct 12. In addition, optimization of these molecules provided compounds which exhibit selectivity for NRI over the (DAT) and (SERT) reuptake transporters. |
1(0,0,0,1) | Details |
| 12538838 | Chaki S, Hirota S, Funakoshi T, Suzuki Y, Suetake S, Okubo T, Ishii T, Nakazato A, Okuyama S: Anxiolytic-like and antidepressant-like activities of MCL0129 (1-[(S)-2-(4-fluorophenyl)-2-(4-isopropylpiperadin-1-yl) ethyl]-4-[4-(2-met hoxynaphthalen-1-yl) butyl] piperazine), a novel and potent nonpeptide antagonist of the melanocortin-4 receptor. J Pharmacol Exp Ther. 2003 Feb;304(2):818-26. |
0(0,0,0,0) | Details |
| 18606182 | Aksenov MY, Aksenova MV, Silvers JM, Mactutus CF, Booze RM: Different effects of selective uptake inhibitors, GBR 12909 and WIN 35428, on HIV-1 Tat toxicity in rat fetal midbrain neurons. Neurotoxicology. 2008 Nov;29(6):971-7. Epub 2008 Jun 19. In this study, we found that the selective inhibitor of dopamine transporter (DAT) function, 1-[2-[bis (4-fluorophenyl) methoxy] ethyl]-4-(3-phenylpropyl) piperazine (GBR 12909, vanoxerine), but not the selective inhibitors of and (SERT and NET) transporters, and nizoxetine, emulated cocaine-mediated enhancement of Tat neurotoxicity in rat fetal midbrain primary cell cultures. |
0(0,0,0,0) | Details |
| 20309529 | McClung J, Fantegrossi W, Howell LL: Reinstatement of extinguished amphetamine self-administration by 3,4-methylenedioxymethamphetamine (MDMA) and its enantiomers in rhesus monkeys. Psychopharmacology. 2010 Mar 23. OBJECTIVES: The present study was designed to compare the reinstatement effects of amphetamine, the piperazine-analog BZP, SR (+/-)-MDMA, S (+)-MDMA, R (-)-MDMA, and fenfluramine on behavior maintained under a second-order schedule of intravenous amphetamine self-administration in rhesus monkeys (n=4). |
0(0,0,0,0) | Details |
| 18557608 | Mahaney PE, Gavrin LK, Trybulski EJ, Stack GP, Vu TA, Cohn ST, Ye F, Belardi JK, Santilli AA, Sabatucci JP, Leiter J, Johnston GH, Bray JA, Burroughs KD, Cosmi SA, Leventhal L, Koury EJ, Zhang Y, Mugford CA, Ho DM, Rosenzweig-Lipson SJ, Platt B, Smith VA, Deecher DC: Structure-activity relationships of the cycloalkanol ethylamine scaffold: discovery of selective reuptake inhibitors. J Med Chem. 2008 Jul 10;51(13):4038-49. Epub 2008 Jun 17. These efforts led to the discovery of a piperazine-containing analogue, 17g (WY-46824), that exhibited potent reuptake inhibition, excellent selectivity over the serotonin transporter, but no selectivity over the dopamine transporter. |
0(0,0,0,0) | Details |
| 16710314 | McCreary AC, Glennon JC, Ashby CR Jr, Meltzer HY, Li Z, Reinders JH, Hesselink MB, Long SK, Herremans AH, van Stuivenberg H, Feenstra RW, Kruse CG: SLV313 (1-(2,3-dihydro-benzo [1,4] dioxin-5-yl)-4- [5-(4--phenyl)-pyridin-3-ylmethyl]-piperazine monohydrochloride): a novel dopamine D2 receptor antagonist and 5-HT1A receptor agonist potential antipsychotic drug. Neuropsychopharmacology. 2007 Jan;32(1):78-94. Epub 2006 May 17. |
0(0,0,0,0) | Details |
| 14978248 | Gaffaney JD, Vaughan RA: Uptake inhibitors but not substrates induce protease resistance in extracellular loop two of the dopamine transporter. Mol Pharmacol. 2004 Mar;65(3):692-701. However, in the presence of the uptake blockers [2-(diphenylmethoxyl) ethyl]-4-(3phenylpropyl) piperazine (GBR 12909), mazindol, 2beta-carbomethoxy-3beta-(4-flourophenyl) tropane (beta-CFT), nomifensine, benztropine, or (-)-cocaine, 100- to 1000-fold higher concentrations of trypsin were required to produce comparable levels of proteolysis. |
0(0,0,0,0) | Details |
| 12657288 | Lewis D, Zhang Y, Prisinzano T, Dersch CM, Rothman RB, Jacobson AE, Rice KC: Further exploration of 1-[2-[Bis-(4-fluorophenyl) methoxy] ethyl] piperazine (GBR 12909): role of N-aromatic, N-heteroaromatic, and 3-oxygenated N-phenylpropyl substituents on affinity for the and serotonin transporter. Bioorg Med Chem Lett. 2003 Apr 7;13(7):1385-9. |
164(2,2,2,4) | Details |
| 15860577 | Nightingale B, Dersch CM, Boos TL, Greiner E, Calhoun WJ, Jacobson AE, Rice KC, Rothman RB: Studies of the biogenic amine transporters. J Pharmacol Exp Ther. 2005 Aug;314(2):906-15. Epub 2005 Apr 28. Identification of a 1-[2-[bis (4-fluorophenyl) methoxy] ethyl]-4-(3-phenylpropyl) piperazine (GBR12909) analog that allosterically modulates the serotonin transporter.. |
120(1,2,2,10) | Details |
| 18393401 | Hsin LW, Chang LT, Rothman RB, Dersch CM, Jacobson AE, Rice KC: Design and synthesis of 2- and 3-substituted-3-phenylpropyl analogs of 1-[2-[bis (4-fluorophenyl) methoxy] ethyl]-4-(3-phenylpropyl) piperazine and 1-[2-(diphenylmethoxy) ethyl]-4-(3-phenylpropyl) piperazine: role of amino, methoxyl, methyl, methylene, and oxo substituents on affinity for the and serotonin transporters. J Med Chem. 2008 May 8;51(9):2795-806. Epub 2008 Apr 5. |
113(1,2,2,3) | Details |
| 16032412 | Troelsen KB, Nielsen EO, Mirza NR: Chronic treatment with duloxetine is necessary for an anxiolytic-like response in the mouse zero maze: the role of the serotonin transporter. Psychopharmacology. 2005 Oct;181(4):741-50. Epub 2005 Sep 29. In mice treated chronically, (a) the hypothermic response to (5-HT) 1A and 5-HT1B receptor ligands, 8--2-(di-n-propylamino) tetralin (8-OHDPAT) and m-chlorophenyl piperazine (mCPP), respectively, was assessed and (b) serotonin transporter (SERT) and transporter (NET) densities in the cortex and hippocampus, respectively, were determined. |
34(0,1,1,4) | Details |
| 14982963 | Lindsey KP, Wilcox KM, Votaw JR, Goodman MM, Plisson C, Carroll FI, Rice KC, Howell LL: Effects of dopamine transporter inhibitors on cocaine self-administration in rhesus monkeys: relationship to transporter occupancy determined by positron emission tomography neuroimaging. J Pharmacol Exp Ther. 2004 Jun;309(3):959-69. Epub 2004 Feb 24. The drugs studied included a selective DAT inhibitor, [1-(2 [bis (4-fluorophenyl-) methoxy] ethyl)-4-(3-phenylpropyl) piperazine] bimesylate hydrate (GBR 12909); an inhibitor with equal potency at and norepinephrine transporters, [3beta-(4-chlorophenyl) tropane-2beta-(3-phenylisoxazol-5-yl)] HCl (RTI-177); and a nonselective inhibitor of norepinephrinem and serotonin transporters, [(-)-3beta-(3'-methyl-4-chlorophenyl) tropane-2beta-carboxylic acid methyl ester] (RTI-112). |
31(0,1,1,1) | Details |
| 14640559 | Orjales A, Mosquera R, Toledo A, Pumar MC, Garcia N, Cortizo L, Labeaga L, Innerarity A: Syntheses and binding studies of new [(aryl)(aryloxy) methyl] piperidine derivatives and related compounds as potential antidepressant drugs with high affinity for and (NE) transporters. J Med Chem. 2003 Dec 4;46(25):5512-32. In a wide search program toward new, efficient, and fast-acting antidepressant drugs, we have prepared series of new compounds having an (aryl)(aryloxy) methyl moiety linked directly or through a methylene chain to different substituted and unsubstituted cycles (isoquinoline, piperazine, piperidine, tetrahydropyran, or cyclopentane). These compounds have been evaluated for their affinities for (5-HT) transporter (SERT) and 5-HT (1A) and 5-HT (2A) receptors. |
4(0,0,0,4) | Details |
| 11882001 | Hsin LW, Dersch CM, Baumann MH, Stafford D, Glowa JR, Rothman RB, Jacobson AE, Rice KC: Development of long-acting dopamine transporter ligands as potential cocaine-abuse therapeutic agents: chiral -containing derivatives of 1-[2-[bis (4-fluorophenyl) methoxy] ethyl]-4-(3-phenylpropyl) piperazine and 1-[2-(diphenylmethoxy) ethyl]-4-(3-phenylpropyl) piperazine. J Med Chem. 2002 Mar 14;45(6):1321-9. The two-carbon spacer between the group and the piperazine ring was essential for enantioselectivity, and the length of the alkyl chain between the phenyl group and the piperazine ring influenced binding affinity and selectivity for the DAT and SERT. |
83(1,1,1,3) | Details |
| 12490578 | Chalon S, Tarkiainen J, Garreau L, Hall H, Emond P, Vercouillie J, Farde L, Dasse P, Varnas K, Besnard JC, Halldin C, Guilloteau D: Pharmacological characterization of N,N-dimethyl-2-(2-amino-4-methylphenyl thio) benzylamine as a ligand of the serotonin transporter with high affinity and selectivity. J Pharmacol Exp Ther. 2003 Jan;304(1):81-7. Competition studies showed few inhibitory effect of nisoxetine (Ki = 270 nM), no inhibitory effect of desipramine or 1-[2-(diphenylmethoxy) ethyl]-4-(3-phenylpropyl) piperazine (GBR 12935) (Ki > 1000 nM), and strong effect of paroxetine (Ki = 0.32 nM) and (Ki = 1.57 nM). |
7(0,0,0,7) | Details |
| 19924693 | Kovacevic T, Skelin I, Diksic M: Chronic fluoxetine treatment has a larger effect on the density of a serotonin transporter in the Flinders Sensitive Line (FSL) rat model of depression than in normal rats. Synapse. 2010 Mar;64(3):231-40. Binding was assessed by incubating the brain sections in a buffer containing 20 pM of [(125) I]-RTI-55 [[(125) I](-)-2beta-carbomethoxy-3beta-(4-iodophenyl) tropane and 200 nM of GBR12935 [1-(2-(diphenylmethoxy) ethyl)-4-(3-phenylpropyl) piperazine]. |
4(0,0,0,4) | Details |
| 16337261 | Chaki S, Oshida Y, Ogawa S, Funakoshi T, Shimazaki T, Okubo T, Nakazato A, Okuyama S: MCL0042: a nonpeptidic MC4 receptor antagonist and reuptake inhibitor with anxiolytic- and antidepressant-like activity. Pharmacol Biochem Behav. 2005 Dec;82(4):621-6. Epub 2005 Dec 6. In the present study, we examined the anxiolytic and antidepressant effects of MCL0042, a novel compound showing activity in both MC4 receptor antagonism and serotonin transporter inhibition. |
3(0,0,0,3) | Details |
| 18321529 | Patkar AA, Mannelli P, Peindl K, Hill KP, Wu LT, Lee T, Kuhn C: Relationship of the serotonin transporter with prolactin response to meta-chlorophenylpiperazine in cocaine dependence. J Psychiatr Res. 2008 Oct;42(14):1213-9. Epub 2008 Mar 5. |
3(0,0,0,3) | Details |
| 15018922 | Dorsey JM, Miranda MG, Cozzi NV, Pinney KG: Synthesis and biological evaluation of 2-(4-fluorophenoxy)-2-phenyl-ethyl piperazines as -selective reuptake inhibitors with a potentially improved adverse reaction profile. Bioorg Med Chem. 2004 Mar 15;12(6):1483-91. Three new 2-(4-fluorophenoxy)-2-phenyl-ethyl piperazines, 1-(3-chlorophenyl)-4-[2-(4-fluorophenoxy)-2-phenylethyl]-piperazine 7, 1-[2-(4-fluorophenoxy)-2-phenylethyl]-4-(2-methoxyphenyl)-piperazine 8, and 1-[2-(4-fluorophenoxy)-2-phenylethyl]-4-(3-trifluoromethylphenyl)-piperazi ne 9, modeled after the potent antidepressant fluoxetine and coupled with several functionalized piperazines, have been prepared by chemical synthesis as selective reuptake inhibitors (SSRIs) with a potentially improved adverse reaction profile. Preliminary data indicates that the hydrochloride (HCl) salts 10, 11, and 12 each exhibit single-site binding at the site of the reuptake transporter (SERT). |
2(0,0,0,2) | Details |
| 17127069 | Gilbert KM, Boos TL, Dersch CM, Greiner E, Jacobson AE, Lewis D, Matecka D, Prisinzano TE, Zhang Y, Rothman RB, Rice KC, Venanzi CA: DAT/SERT selectivity of flexible GBR 12909 analogs modeled using 3D-QSAR methods. Bioorg Med Chem. 2007 Jan 15;15(2):1146-59. Epub 2006 Oct 1. The reuptake inhibitor GBR 12909 (1-{2-[bis (4-fluorophenyl) methoxy] ethyl}-4-(3-phenylpropyl) piperazine, 1) and its analogs have been developed as tools to test the hypothesis that selective dopamine transporter (DAT) inhibitors will be useful therapeutics for cocaine addiction. |
3(0,0,0,3) | Details |
| 15296084 | Silanes SP, Orus L, Oficialdegui AM, Martinez Esparza J, Lasheras B, Del Rio J, Monge A: New 3-[4-(2,3-dihydro-14-benzodioxin-5-yl) piperazin-1-yl]-1-(5-substituted benzo [b] thiophen-3-yl) derivatives with dual action at 5-HT (1A) serotonin receptors and serotonin transporter as a new class of antidepressants. Pharmazie. 2004 Jul;59(7):499-501. Compounds derived from 2,3-dihydro-(1,4-benzodioxin-5-yl) piperazine and benzo [b] thiophene with different substituents in 5 position (H, F, NO2, NH2, CH3 and OH) have been synthesized in order to obtain new dual antidepressant drugs. |
2(0,0,0,2) | Details |
| 17376695 | Lee JH, Choi YH, Lim YJ, Lee BS, Chi DY, Jin C: Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Bioorg Med Chem. 2007 May 15;15(10):3499-504. Epub 2007 Mar 3. |
2(0,0,0,2) | Details |
| 15341484 | Heinrich T, Bottcher H, Gericke R, Bartoszyk GD, Anzali S, Seyfried CA, Greiner HE, Van Amsterdam C: Synthesis and structure--activity relationship in a class of indolebutylpiperazines as dual 5-HT (1A) receptor agonists and reuptake inhibitors. J Med Chem. 2004 Sep 9;47(19):4684-92. Introduction of electron-withdrawing groups in position 5 on the raises serotonin transporter affinity, and the cyano group proved to be the best substituent here. 5- and 5-cyano substituted indoles show comparable results in in vitro and in vivo tests, and bioisosterism between these substituents was supported by calculation of the molecular electrostatic potentials and dipole moments. |
2(0,0,0,2) | Details |
| 15686885 | Evrard DA, Zhou P, Yi SY, Zhou D, Smith DL, Sullivan KM, Hornby GA, Schechter LE, Andree TH, Mewshaw RE: Studies towards the next generation of antidepressants. Bioorg Med Chem Lett. 2005 Feb 15;15(4):911-4. Part 4: derivatives of 4-(5--1H-indol-3-yl) cyclohexylamine with affinity for the serotonin transporter and the 5-HT1A receptor.. Compounds containing 1-(4-indolyl) piperazine and 2-(1H-indol-4-yloxy) ethylamine are promising leads for further SAR studies. |
2(0,0,0,2) | Details |
| 12213078 | Prisinzano T, Greiner E, Johnson EM 2nd, Dersch CM, Marcus J, Partilla JS, Rothman RB, Jacobson AE, Rice KC: Piperidine analogues of 1-[2-[bis (4-fluorophenyl) methoxy] ethyl]-4-(3-phenylpropyl) piperazine (GBR 12909): high affinity ligands for the dopamine transporter. J Med Chem. 2002 Sep 12;45(19):4371-4. A series of 4-[2-[bis (4-fluorophenyl) methoxy] ethylpiperidines were examined for their ability to bind to the dopamine transporter (DAT), the norepinephrine transporter, and the serotonin transporter (SERT). |
2(0,0,0,2) | Details |
| 11123994 | Zhang Y, Rothman RB, Dersch CM, de Costa BR, Jacobson AE, Rice KC: Synthesis and transporter binding properties of bridged piperazine analogues of 1-[2-[bis (4-fluorophenyl) methoxy] ethyl]-4-(3-phenylpropyl) piperazine (GBR 12909). J Med Chem. 2000 Dec 14;43(25):4840-9. The binding data indicated that compounds 7 and 11, the N-methyl- and N-propylphenyl-3,8-diaza [3.2. 1] bicyclooctane analogues of 3, showed high affinity for the DAT (IC (50) = 8.0 and 8.2 nM, respectively), and 7 had high selectivity at the DAT relative to the serotonin transporter (SERT) (88- and 93-fold for binding and reuptake, respectively). |
2(0,0,0,2) | Details |