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{{drugbox {{drugbox
| UNII_Ref = {{fdacite|correct|FDA}}
| Verifiedfields = changed
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = 6IO4IG518S | UNII = 6IO4IG518S
| verifiedrevid = 400126983 | verifiedrevid = 437151797
| IUPAC_name = (2''S'',6''R'',11''R'')-3-(cyclopropylmethyl)-8-hydroxy-6,11-dimethyl-3,4,5,6-tetrahydro-2,6-methano-3-benzazocin-1(2''H'')-one | IUPAC_name = (2''S'',6''R'',11''R'')-3-(cyclopropylmethyl)-8-hydroxy-6,11-dimethyl-3,4,5,6-tetrahydro-2,6-methano-3-benzazocin-1(2''H'')-one
| image = Ketazocine.svg | image = Ketazocine.svg
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2316328 | ChemSpiderID = 2316328
| KEGG_Ref = {{keggcite|changed|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D04649 | KEGG = D04649
| C = 18 | H = 23 | N = 1 | O = 2 | C = 18 | H = 23 | N = 1 | O = 2

Revision as of 22:28, 9 August 2011

Pharmaceutical compound
Ketazocine
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • ?
Identifiers
IUPAC name
  • (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
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H23NO2
Molar mass285.38 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C2c1c(cc(O)cc1)3((2N(CC3)CC4CC4)C)C
InChI
  • 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
  • Key:HQBZLVPZOGIAIQ-SDDDUWNISA-N
  (verify)

Ketazocine (INN), also known as ketocyclazocine, is a benzomorphan derivative used in opioid receptor research. Ketocyclazocine is an exogenous opioid that binds to the kappa opioid receptor.

Activation of this receptor causes a decrease in pain sensations and increased sleepiness but can also cause psychological symptoms such as feelings of unease, paranoia, and hallucinations. It also causes an increase in urine production because it inhibits the release of vasopressin. (Vasopressin is an endogenous substance that assists in regulating fluid and electrolyte balance in the body and decreases the amount of water released into the urine.)

Unlike other opioids, substances that only bind to the kappa receptor theoretically do not impair the normal drive to breathe.

See also

References

  1. Leander JD (1982 Sep). "Effects of ketazocine, ethylketazocine and phenazocine on schedule-controlled behavior: antagonism by naloxone". Neuropharmacology. 21 (9): 923–8. PMID 6128693. {{cite journal}}: Check date values in: |year= (help)CS1 maint: year (link)
Opioid receptor modulators
μ-opioid
(MOR)
Agonists
(abridged;
full list)
Antagonists
δ-opioid
(DOR)
Agonists
Antagonists
κ-opioid
(KOR)
Agonists
Antagonists
Nociceptin
(NOP)
Agonists
Antagonists
Others
  • Others: Kyotorphin (met-enkephalin releaser/degradation stabilizer)
Categories: