Zenazocine

Zenazocine

Systematic (IUPAC) name
1-[(1S,9R)-4-hydroxy-1,10,13-trimethyl-10-azatricyclo[7.3.1.0^2,7]trideca-2,4,6-trien-13-yl]-6-methyl-3-heptanone
Clinical data
Legal status	Non-regulated
Identifiers
CAS Number	74559-85-6
ATC code	None
PubChem	CID 9885108
ChemSpider	8060782
Chemical data
Formula	C23H35NO2
Molar mass	357.530 g/mol
SMILES O=C(CCC(C)C)CCC3([C@@H]2N(CC[C@]3(c1c(ccc(O)c1)C2)C)C)C
InChI InChI=1S/C23H35NO2/c1-16(2)6-8-18(25)10-11-23(4)21-14-17-7-9-19(26)15-20(17)22(23,3)12-13-24(21)5/h7,9,15-16,21,26H,6,8,10-14H2,1-5H3/t21-,22+,23?/m1/s1 Key:JZFZEWWOIOYBTQ-AXWGZAFASA-N

Zenazocine (INN; WIN-42,964) is an opioid analgesic of the benzomorphan family which made it to phase II clinical trials before development was ultimately halted and it was never marketed.^[1][2] It acts as a partial agonist of the μ- and δ-opioid receptors, with less intrinsic activity at the former receptor and more at the latter receptor (hence, it behaves more antagonistically at the former and more agonistically at the latter), and produces antinociceptive effects in animal studies.^[1]

See also

• Tonazocine

References

1. Ward, S. J.; Pierson, A. K.; Michne, W. F. (1985). "Pharmacological profiles of tonazocine (Win 42156) and zenazocine (Win 42964)". Neuropeptides 5 (4–6): 375–378. doi:10.1016/0143-4179(85)90032-0. PMID 2860595.
2. Cotton, R.; James, R. (1985). "Chapter 3. Analgesics, Opioids and Opioid Receptors". In Bailey, D. M. Annual Reports in Medicinal Chemistry 20. Academic Press. pp. 21–30. doi:10.1016/S0065-7743(08)61029-5. ISBN 978-0-12-040520-6.