JZ-IV-10

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]

JZ-IV-10
Identifiers
IUPAC name
  • (+)-2-([(3R,4S)-1-methyl-4-(4-chlorophenyl)piperidin-3-yl]methylthio)-N-isopropylacetamide
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC18H27ClN2OS
Molar mass354.94 g·mol−1
3D model (JSmol)
SMILES
  • Clc1ccc(cc1)[C@H]2CCN(C)C[C@@H]2CSCC(=O)NC(C)C
InChI
  • 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
 NY (what is this?)  (verify)

See also

References
  1. 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
  2. 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.
  3. 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.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.