From Wikipedia, the free encyclopedia
WMS-2539
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Names
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Preferred IUPAC name
(2S,4S)-2-[(4S)-2,2-Diphenyl-1,3-dioxolan-4-yl]-4-fluoropiperidine
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Identifiers
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ChEMBL
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ChemSpider
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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
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C1CN[C@@H](C[C@H]1F)[C@H]2COC(O2)(C3=CC=CC=C3)C4=CC=CC=C4
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Properties
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C20H22FNO2
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Molar mass
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327.399 g·mol−1
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Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
WMS-2539 is a fluorinated derivative of
dexoxadrol and a potent uncompetitive
NMDA receptor antagonist.
[1]
References
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^ 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.