JZ-IV-10

Chemical compound
JZ-IV-10
Identifiers
  • (+)-2-([(3R,4S)-1-methyl-4-(4-chlorophenyl)piperidin-3-yl]methylthio)-N-isopropylacetamide
CAS Number
  • 807342-16-1 ☒N
PubChem CID
  • 11291199
ChemSpider
  • 9466185 ☒N
UNII
  • GYT6ACY5JL
Chemical and physical data
FormulaC18H27ClN2OS
Molar mass354.94 g·mol−1
3D model (JSmol)
  • Interactive image
  • 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
 ☒NcheckY (what is this?)  (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

  • 1-Methyl-3-propyl-4-(p-chlorophenyl)piperidine
  • N,O-Dimethyl-4-(2-naphthyl)piperidine-3-carboxylate
  • Nocaine

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.
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Stimulants
AdamantanesAdenosine antagonistsAlkylaminesAmpakinesArylcyclohexylaminesBenzazepinesCathinonesCholinergicsConvulsantsEugeroicsOxazolinesPhenethylamines
PhenylmorpholinesPiperazinesPiperidinesPyrrolidinesRacetamsTropanesTryptaminesOthers
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DATTooltip Dopamine transporter
(DRIsTooltip Dopamine reuptake inhibitors)
NETTooltip Norepinephrine transporter
(NRIsTooltip Norepinephrine reuptake inhibitors)
SERTTooltip Serotonin transporter
(SRIsTooltip Serotonin reuptake inhibitors)
VMATsTooltip Vesicular monoamine transporters
Others
See also: Receptor/signaling modulators • Monoamine releasing agents • Adrenergics • Dopaminergics • Serotonergics • Monoamine metabolism modulators • Monoamine neurotoxins
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