Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Oxa-noribogaine

From Wikipedia, the free encyclopedia

Pharmaceutical compound
Oxa-noribogaine
Clinical data
Other namesOxanoribogaine
Drug classAtypicalκ-opioid receptorpartial agonist
Identifiers
  • (1R,15S,17S)-17-ethyl-3-oxa-13-azapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-7-ol
PubChemCID
Chemical and physical data
FormulaC19H23NO2
Molar mass297.398 g·mol−1
3D model (JSmol)
  • CC[C@H]1C[C@H]2C[C@@H]3C1N(C2)CCC4=C3OC5=C4C=C(C=C5)O
  • InChI=InChI=1S/C19H23NO2/c1-2-12-7-11-8-16-18(12)20(10-11)6-5-14-15-9-13(21)3-4-17(15)22-19(14)16/h3-4,9,11-12,16,18,21H,2,5-8,10H2,1H3/t11-,12-,16+,18?/m0/s1
  • Key:FZMCHQSKCBWMJA-UPHWXITMSA-N

Oxa-noribogaine is an atypicalκ-opioid receptoragonist of the "oxa-iboga" family and asyntheticbenzofurananalogue ofnoribogaine.[1][2][3] Although it still binds tohERG with similar avidity as noribogaine, it appears to be devoid of theproarrhythmicside effects of noribogaine.[1][3]

The drug hasanalgesic effects as apotent atypical κ-opioid receptorpartial agonist and, opposed to typical κ-opioid receptoragonists, is characterized by the absence ofpro-depressant effects.[1][3] It induces a robust κ-opioid receptor-dependent increase inGDNF protein levels in theventral tegmental area andmedial prefrontal cortex.[1][3] After a single dose or short-term treatment, oxa-noribogaine induces long-lasting suppression ofopioiddrug-seeking behavior in rodentrelapsemodels.[1][3] It also counteracts persistentopioid-induced hyperalgesia.[3]

Oxa-noribogaine was first described in the literature in 2015,[4] and was then further described in 2024.[1][5][2][3]

See also

[edit]

References

[edit]
  1. ^abcdefLiu-Chen LY, Huang P (2025)."KOR agonists for the treatment and/or prevention of opioid use disorder and cocaine use disorder".Pharmacology Biochemistry and Behavior.254 174056.doi:10.1016/j.pbb.2025.174056.PMID 40588011. Retrieved31 July 2025.
  2. ^abObeng S, McMahon LR, Ofori E (February 2025). "Patent review of novel compounds targeting opioid use disorder (2018-2024)".Expert Opinion on Therapeutic Patents.35 (2):165–180.doi:10.1080/13543776.2024.2446230.PMID 39816001.
  3. ^abcdefgHavel V, Kruegel AC, Bechand B, McIntosh S, Stallings L, Hodges A, et al. (2024)."Oxa-Iboga alkaloids lack cardiac risk and disrupt opioid use in animal models".Nature Communications.15 (1) 8118.Bibcode:2024NatCo..15.8118H.doi:10.1038/s41467-024-51856-y.PMC 11415492.PMID 39304653.
  4. ^Kruegel AC (2015).Chemical and Biological Explorations of Novel Opioid Receptor Modulators (PhD thesis). Columbia University.doi:10.7916/D8V1242F.
  5. ^Hughes AJ, Hamelink CR, Townsend SD (5 September 2024)."Disrupting Substance Use Disorder: The Chemistry of Iboga Alkaloids".European Journal of Organic Chemistry e202400432.doi:10.1002/ejoc.202400432.ISSN 1434-193X.
μ-opioid
(MOR)
Agonists
(abridged;
full list)
Antagonists
δ-opioid
(DOR)
Agonists
Antagonists
κ-opioid
(KOR)
Agonists
Antagonists
Nociceptin
(NOP)
Agonists
Antagonists
Others
Tryptamines
4-Hydroxytryptamines
andesters/ethers
5-Hydroxy- and
5-methoxytryptamines
N-Acetyltryptamines
α-Alkyltryptamines
Cyclized tryptamines
Isotryptamines
Related compounds
Stub icon

Thispsychoactive drug-related article is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Oxa-noribogaine&oldid=1322837665"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp