Quadazocine

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Quadazocine
Quadazocine structure.svg
Systematic (IUPAC) name
1-cyclopentyl-5-[(1S,9R)-4-hydroxy-1,10,13-trimethyl-10-azatricyclo[7.3.1.02,7]trideca-2,4,6-trien-13-yl]-3-pentanone
Identifiers
CAS Number 69924-29-4
ATC code None
PubChem CID: 115077
ChemSpider 102983
UNII X9BMD58553 YesY
Chemical data
Formula C25H37NO2
Molecular mass 383.567 g/mol
  • O=C(CCC1CCCC1)CCC4([C@@H]3N(CC[C@]4(c2c(ccc(O)c2)C3)C)C)C
  • InChI=1S/C25H37NO2/c1-24-14-15-26(3)23(16-19-9-11-21(28)17-22(19)24)25(24,2)13-12-20(27)10-8-18-6-4-5-7-18/h9,11,17-18,23,28H,4-8,10,12-16H2,1-3H3/t23-,24+,25?/m1/s1
  • Key:LOYWOYCPSWPKFH-CSIQULDISA-N

Quadazocine (WIN-44,441) is an opioid antagonist of the benzomorphan family which is used in scientific research.[1] It acts as a silent antagonist at all three of the major opioid receptors—μ, κ, and δ,[1][2] but with a significant preference in affinity for the μ receptor and the κ2 subtype.[3][4][5] As such, it has been touted as a "κ2-selective" antagonist, though, of course, this is not entirely accurate on account of its similar affinity for the μ receptor.[3][5] As would be expected, quadazocine reverses the effects (e.g., analgesia) of opioid agonists like morphine and fentanyl in animals.[1][6]

See also

References

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  1. ↑ 1.0 1.1 1.2 Lua error in package.lua at line 80: module 'strict' not found.
  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ 3.0 3.1 Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ 5.0 5.1 Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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