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WMS-2539

From Wikipedia, the free encyclopedia
WMS-2539
Names
Preferred IUPAC name
(2S,4S)-2-[(4S)-2,2-Diphenyl-1,3-dioxolan-4-yl]-4-fluoropiperidine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C20H22FNO2/c21-17-11-12-22-18(13-17)19-14-23-20(24-19,15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-10,17-19,22H,11-14H2/t17-,18-,19 /m0/s1
    Key: OLGOYYOHTNZCEO-GBESFXJTSA-N
  • InChI=1/C20H22FNO2/c21-17-11-12-22-18(13-17)19-14-23-20(24-19,15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-10,17-19,22H,11-14H2/t17-,18-,19 /m0/s1
    Key: OLGOYYOHTNZCEO-GBESFXJTBS
  • C1CN[C@@H](C[C@H]1F)[C@H]2COC(O2)(C3=CC=CC=C3)C4=CC=CC=C4
Properties
C20H22FNO2
Molar mass 327.399 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

WMS-2539 is a fluorinated derivative of dexoxadrol and a potent uncompetitive NMDA receptor antagonist.[1]

References

[edit]
  1. ^ Banerjee, A.; Schepmann, D.; Köhler, J.; Würthwein, E. U.; Wünsch, B. (2010). "Synthesis and SAR studies of chiral non-racemic dexoxadrol analogues as uncompetitive NMDA receptor antagonists". Bioorganic & Medicinal Chemistry. 18 (22): 7855–7867. doi:10.1016/j.bmc.2010.09.047. PMID 20965735.