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Chemical compound
JZ-IV-10
(+)-2-([(3R,4S)-1-methyl-4-(4-chlorophenyl)piperidin-3-yl]methylthio)-N-isopropylacetamide
CAS Number
PubChem
CID
ChemSpider
UNII
CompTox Dashboard (
EPA )
Formula C 18 H 27 Cl N 2 O S
Molar mass 354.94 g·mol−1 3D model (
JSmol )
Clc1ccc(cc1)[C@H]2CCN(C)C[C@@H]2CSCC(=O)NC(C)C
InChI=1S/C18H27ClN2OS/c1-13(2)20-18(22)12-23-11-15-10-21(3)9-8-17(15)14-4-6-16(19)7-5-14/h4-7,13,15,17H,8-12H2,1-3H3,(H,20,22)/t15-,17-/m1/s1
N Key:GPNABXAHBDYHFE-NVXWUHKLSA-N
N
N Y
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(verify)
JZ-IV-10 is a
piperidine derivative related to
cocaine which acts as a highly potent
serotonin–norepinephrine–dopamine reuptake inhibitor (also called SNDRI, or triple reuptake inhibitor).
[1] The
eugeroic
modafinil was used as a lead to fuel this compound's discovery.
[2]
[3]
See also
References
^
WO 2005041875 , Kozikowski, Alan P. & Zhou, Jia, "Dopamine-, norepinephrine- and serotonin- transporter- selective heterocyclic compounds and their therapeutic applications", published 2005-05-12, assigned to
Georgetown University
^ Zhou J, He R, Johnson KM, Ye Y, Kozikowski AP (November 2004).
"Piperidine-based nocaine/modafinil hybrid ligands as highly potent monoamine transporter inhibitors: efficient drug discovery by rational lead hybridization" . Journal of Medicinal Chemistry . 47 (24): 5821–4.
doi :
10.1021/jm040117o .
PMC
1395211 .
PMID
15537337 .
^ He R, Kurome T, Giberson KM, Johnson KM, Kozikowski AP (December 2005). "Further structure-activity relationship studies of piperidine-based monoamine transporter inhibitors: effects of piperidine ring stereochemistry on potency. Identification of norepinephrine transporter selective ligands and broad-spectrum transporter inhibitors". Journal of Medicinal Chemistry . 48 (25): 7970–9.
doi :
10.1021/jm050694s .
PMID
16335921 .
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