JZ-IV-10

JZ-IV-10

Systematic (IUPAC) name
(+)-2-([(3R,4S)-1-methyl-4-(4-chlorophenyl)piperidin-3-yl]methylthio)-N-isopropylacetamide
Identifiers
CAS Number	807342-16-1
PubChem	CID 11291199
ChemSpider	9466185
Chemical data
Formula	C18H27ClN2OS
Molar mass	354.937 g/mol
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 Key:GPNABXAHBDYHFE-NVXWUHKLSA-N
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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]

References

1. WO 2005041875 
2. Zhou, J.; He, R.; Johnson, K. M.; Ye, Y.; Kozikowski, A. P. (2004). "Piperidine-Based Nocaine/Modafinil Hybrid Ligands as Highly Potent Monoamine Transporter Inhibitors: Efficient Drug Discovery by Rational Lead Hybridization" (pdf). Journal of Medicinal Chemistry 47 (24): 5821–5824. doi:10.1021/jm040117o. PMC 1395211. PMID 15537337.
3. He, R.; Kurome, T.; Giberson, K. M.; Johnson, K. M.; Kozikowski, A. P. (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): 7970–7979. doi:10.1021/jm050694s. PMID 16335921.