L-687,384 is a sigma receptor agonist, selective for the σ1 subtype,[1] as well as an NMDA antagonist.[2]

L-687,384
Clinical data
ATC code
  • none
Identifiers
  • 1'-benzylspiro[2,3-dihydro-1H-naphthalene-4,4'-piperidine]
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H25N
Molar mass291.438 g·mol−1
3D model (JSmol)
  • c3ccccc3CN2CCC1(CC2)CCCc4c1cccc4
  • InChI=1S/C21H25N/c1-2-7-18(8-3-1)17-22-15-13-21(14-16-22)12-6-10-19-9-4-5-11-20(19)21/h1-5,7-9,11H,6,10,12-17H2 ☒N
  • Key:MLDCBJPLHBPJET-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

See also

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Spipethiane[3]

References

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  1. ^ Bergeron R, Debonnel G (February 1997). "Effects of low and high doses of selective sigma ligands: further evidence suggesting the existence of different subtypes of sigma receptors". Psychopharmacology. 129 (3): 215–24. doi:10.1007/s002130050183. PMID 9084059. S2CID 24537111.
  2. ^ McLarnon J, Sawyer D, Church J (June 1994). "The actions of L-687,384, a sigma receptor ligand, on NMDA-induced currents in cultured rat hippocampal pyramidal neurons". Neuroscience Letters. 174 (2): 181–4. doi:10.1016/0304-3940(94)90016-7. PMID 7526288. S2CID 10876486.
  3. ^ Quaglia W, Giannella M, Piergentili A, Pigini M, Brasili L, Di Toro R, Rossetti L, Spampinato S, Melchiorre C. 1'-Benzyl-3,4-dihydrospiro[2H-1- benzothiopyran-2,4'-piperidine] (spipethiane), a potent and highly selective sigma1 ligand. J Med Chem. 1998 May 7;41(10):1557-60. doi: 10.1021/jm970740r. PMID 9572880.