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Ketazocine

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
Ketazocine
Clinical data
Routes of
administration
Oral
ATC code
  • none
Identifiers
  • (2S,6R,11R)-3-(cyclopropylmethyl)-8-hydroxy-6,11-dimethyl-3,4,5,6-tetrahydro-2,6-methano-3-benzazocin-1(2H)-one
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC18H23NO2
Molar mass285.387 g·mol−1
3D model (JSmol)
  • O=C2c1c(cc(O)cc1)[C@]3([C@H]([C@@H]2N(CC3)CC4CC4)C)C
  • InChI=1S/C18H23NO2/c1-11-16-17(21)14-6-5-13(20)9-15(14)18(11,2)7-8-19(16)10-12-3-4-12/h5-6,9,11-12,16,20H,3-4,7-8,10H2,1-2H3/t11-,16-,18+/m0/s1 checkY
  • Key:HQBZLVPZOGIAIQ-SDDDUWNISA-N checkY
  (verify)

Ketazocine (INN), also known asketocyclazocine, is abenzomorphan derivative used inopioid receptor research. Ketazocine, for which the receptor is named, is anexogenous opioid that binds to theκ opioid receptor.[1]

Activation of this receptor is known to cause sleepiness, a decrease in pain sensation and (potentially)dysphoria,paranoia, andhallucinations. It also causes an increase in urine production because it inhibits the release ofvasopressin.

Unlike other opioids, substances that only bind to the κ receptor theoretically do not depress therespiratory system.

The crystal structure of ketazocine was determined in 1983.[2]

See also

[edit]

References

[edit]
  1. ^Leander JD (September 1982). "Effects of ketazocine, ethylketazocine and phenazocine on schedule-controlled behavior: antagonism by naloxone".Neuropharmacology.21 (9):923–8.doi:10.1016/0028-3908(82)90085-5.PMID 6128693.S2CID 38692038.
  2. ^Verlinde CL, De Ranter CJ (1983). "(1S, 5R, 9R)-2-Cyclopropylmethyl-2'-hydroxy-5, 9-dimethyl-8-oxo-6, 7-benzomorphan hydrochloride monohydrate (ketazocine), C18H23NO2. HCl. H2O".Acta Crystallogr. C.39 (12):1703–1706.Bibcode:1983AcCrC..39.1703V.doi:10.1107/S0108270183009828.
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