Cyclazocine

Summary

Cyclazocine is a mixed opioid agonist/antagonist related to dezocine, pentazocine and phenazocine. This family of opioid drugs is called the benzomorphans or benzazocines.[1] It is a KOR agonist and MOR partial agonist, and also has high affinity for the DOR.[2]

Cyclazocine
Clinical data
Routes of
administration
Oral
ATC code
  • none
Identifiers
  • 3-(Cyclopropylmethyl)-6,11-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocin-8-ol
    or
    2-Cyclopropylmethyl-2'-hydroxy-5,9-dimethyl-6,7-benzomorphan
CAS Number
  • 3572-80-3 ☒N
PubChem CID
  • 19143
IUPHAR/BPS
  • 1604
ChemSpider
  • 18063 checkY
UNII
  • J5W1B1159C
KEGG
  • D03618 checkY
ChEMBL
  • ChEMBL56585 ☒N
CompTox Dashboard (EPA)
  • DTXSID9022863 Edit this at Wikidata
ECHA InfoCard100.020.627 Edit this at Wikidata
Chemical and physical data
FormulaC18H25NO
Molar mass271.404 g·mol−1
3D model (JSmol)
  • Interactive image
  • Oc1ccc4c(c1)C2(C(C(N(CC2)CC3CC3)C4)C)C
  • InChI=1S/C18H25NO/c1-12-17-9-14-5-6-15(20)10-16(14)18(12,2)7-8-19(17)11-13-3-4-13/h5-6,10,12-13,17,20H,3-4,7-9,11H2,1-2H3 checkY
  • Key:YQYVFVRQLZMJKJ-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Use edit

Research into the use of cyclazocine for the treatment of bipolar patients with depression was undertaken by Fink and colleagues (1970). It showed that 8 out of 10 patients experienced moderate improvement.

Research during the 1960s and 1970s into the possible use of cyclazocine for management of pain, and later for assisting treatment of narcotic addiction was severely hampered by the drug's psychotomimetic, dysphoric, and hallucinatory effects.[3] The dysphoric/anxiety inducing effects of the drug correlate with increasing dosage and would likely reduce the risk of abuse in the same manner as other opioids which preferentially act on the KOR versus the DOR and MOR, although the side-effect threshold is often lower than the lowest effective dose.

See also edit

References edit

  1. ^ Archer S, Glick SD, Bidlack JM (November 1996). "Cyclazocine revisited". Neurochemical Research. 21 (11): 1369–1373. doi:10.1007/BF02532378. PMID 8947927. S2CID 680860.
  2. ^ Bidlack JM, Cohen DJ, McLaughlin JP, Lou R, Ye Y, Wentland MP (July 2002). "8-Carboxamidocyclazocine: a long-acting, novel benzomorphan". The Journal of Pharmacology and Experimental Therapeutics. 302 (1): 374–380. doi:10.1124/jpet.302.1.374. PMID 12065740. S2CID 15864569.
  3. ^ Freedman AM, Fink M, Sharoff R, Zaks A (October 1967). "Cyclazocine and methadone in narcotic addiction". JAMA. 202 (3): 191–194. doi:10.1001/jama.1967.03130160065011. PMID 6072354.