L-733,060

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L-733,060
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Systematic (IUPAC) name
(2S,3S)-3-{[3,5-bis(trifluoromethyl)benzyl]oxy}-2-phenylpiperidine
Identifiers
CAS Number 148700-85-0 YesY
PubChem CID: 132846
ChemSpider 117244 N
ChEMBL CHEMBL27006 N
Chemical data
Formula C20H19F6NO
Molecular mass 403.361 g/mol
  • 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
 NYesY (what is this?)  (verify)

L-733,060 is a drug developed by Merck, Sharpe & Dohme which acts as an orally active, non-peptide, selective antagonist for the NK1 receptor, binding with a Ki of 0.08nM.[1] Only one enantiomer is active which has made it the subject of several asymmetric synthesis efforts.[2][3][4]

L-733,060 has antidepressant[5][6] and anxiolytic effects in animal studies,[7] and reduces both the dopamine release and neurotoxicity produced by methamphetamine and cocaine.[8][9][10][11][12] It shows antiinflammatory and anti-hepatotoxic effects in animals,[13][14] and counteracts the development of hyperalgesia following nerve injury.[15][16] It also has anticancer effects in a variety of in vitro models.[17][18][19]

See also

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References

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