Alazocine

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Alazocine
Alazocine.svg
Systematic (IUPAC) name
(2R,6R,11R)-6,11-Dimethyl-3-prop-2-en-1-yl-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocin-8-ol
Clinical data
Legal status
  • Uncontrolled
Routes of
administration		 ?
Identifiers
CAS Number 14198-28-8 N
ATC code none
PubChem CID: 3036246
ChemSpider 2300306 YesY
ChEMBL CHEMBL330376 YesY
Chemical data
Formula C17H23NO
Molecular mass 257.37 g/mol
  • C[C@H]1[C@H]2CC3=C([C@@]1(CCN2CC=C)C)C=C(C=C3)O
  • InChI=1S/C17H23NO/c1-4-8-18-9-7-17(3)12(2)16(18)10-13-5-6-14(19)11-15(13)17/h4-6,11-12,16,19H,1,7-10H2,2-3H3/t12-,16+,17+/m0/s1 YesY
  • Key:LGQCVMYAEFTEFN-JCURWCKSSA-N YesY
 NYesY (what is this?)  (verify)

Alazocine ((-)-SKF-10,047), or (-)-N-allylnormetazocine ((-)-ANMC), was the first drug discovered to act as a σ1 receptor agonist (Ki = 24 nM).[1][2][3] It has no significant affinity for the σ2 receptor.[3] Alazocine also acts as a κ-opioid receptor partial agonist (Ki = 0.4 nM; EC50 = 24 nM; Emax = 66%),[4] and to a much lesser extent, as an NMDA receptor antagonist (Ki = 587 nM).[3][5]

See also

References

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