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L-733,060
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    L-733,060

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    L-733,060
    L-733,060.svg
    Clinical data
    ATC code
    • None
    Identifiers
    • (2S,3S)-3-{[3,5-bis(Trifluoromethyl)benzyl]oxy}-2-phenylpiperidine
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    ChEMBL
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C20H19F6NO
    Molar mass 403.368 g·mol−1
    3D model (JSmol)
    • c1ccc(cc1)[C@H]2[C@H](CCCN2)OCc3cc(cc(c3)C(F)(F)F)C(F)(F)F
    • InChI=1S/C20H19F6NO/c21-19(22,23)15-9-13(10-16(11-15)20(24,25)26)12-28-17-7-4-8-27-18(17)14-5-2-1-3-6-14/h1-3,5-6,9-11,17-18,27H,4,7-8,12H2/t17-,18-/m0/s1 ☒N
    • Key:FCDRFVCGMLUYPG-ROUUACIJSA-N ☒N
     ☒NcheckY (what is this?)  (verify)

    L-733,060 is a drug developed by Merck which acts as an orally active, non-peptide, selective antagonist for the NK1 receptor, binding with a Ki of 0.08 nM. Only one enantiomer is active which has made it the subject of several asymmetric synthesis efforts.

    L-733,060 has antidepressant and anxiolytic effects in animal studies, and reduces both the dopamine release and neurotoxicity produced by methamphetamine and cocaine. It shows anti-inflammatory and anti-hepatotoxic effects in animals, and counteracts the development of hyperalgesia following nerve injury. It also has anticancer effects in a variety of in vitro models.

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