intoxicant.wiki2catechol4school
Compound

U-69,593

Original Wikipedia articleen.wikipedia.org/wiki/U-69,593 revision used (24 October 2026)

Why a "revision used" link? Anyone can edit Wikipedia at any time, so the article you open today may not say what it said when we read it. This link opens the exact version we read on 24 October 2026, frozen as it was. It is the only way to check that every quote on this page matches its source word for word. Newer versions may correct or change things. When we re-check this page against a newer version, the edit log records it. How we cite

Overview

U-69,593 is a drug which acts as a potent and selective κ₁-opioid receptor agonist. In animal studies it has been shown to produce antinociception, anti-inflammation, anxiolysis (at low doses), respiratory depression, and diuresis, while having little effect on gastrointestinal motility. It also inhibits the peripheral, though not central secretion of oxytocin and vasopressin in rats.[1–12] WP

Chemistry

Formula
C22H32N2O2 PC
CAS number
96744-75-1 PC
Molar mass (g/mol)
356.5 PC
IUPAC name (computed by PubChem)
N-methyl-2-phenyl-N-[(5R,7S,8S)-7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl]acetamide PC
SMILES
CN([C@H]1CC[C@@]2(CCCO2)C[C@@H]1N3CCCC3)C(=O)CC4=CC=CC=C4 PC
InChIKey
PGZRDDYTKFZSFR-ONTIZHBOSA-N PC
PubChem CID
105104

Harm reduction information

No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.

Awaiting sourceChecked against PsychonautWiki and TripSit as each pull runs. This box is replaced as soon as a source has data.

User reports

Erowid erowid.org

Listings
Awaiting sourceExperience Vault listing and report categories.
Top stories
Awaiting sourceShort summaries of the most-read reports, each linked, saying only what the report says.

Bluelight bluelight.org

Listings
Awaiting sourceTrip report threads and this substance's discussion forum.
Top stories
Awaiting sourceShort summaries of the most-read reports, each linked, saying only what the report says.

Reddit reddit.com

Listings
Awaiting sourceTrip report posts and the relevant subreddits.
Top stories
Awaiting sourceShort summaries of the most-read reports, each linked, saying only what the report says.

Pop culture

No references added yet.

Add a reference

Registered users can add songs, films, books, shows, games and art about this substance. Link a source that names the substance, such as the work's Wikipedia article, a review or an interview, not only the work itself. Entries are voted on and moderated like every other value on this page.

Opens when accounts launch.

Sources

  1. Journal / agency La Regina A, Petrillo P, Sbacchi M, Tavani A. Interaction of U-69,593 with mu-, alpha- and kappa-opioid binding sites and its analgesic and intestinal effects in rats. Life Sciences. 1988. doi:10.1016/0024-3205(88)90638-8 · PMID 2826959
  2. Journal / agency Frey HH. Effect of mu- and kappa-opioid agonists on the electroconvulsive seizure threshold in mice and antagonism by naloxone and MR 2266. Pharmacology & Toxicology. March 1988. doi:10.1111/j.1600-0773.1988.tb01863.x · PMID 2836842
  3. Journal / agency Zukin RS, Eghbali M, Olive D, Unterwald EM, Tempel A. Characterization and visualization of rat and guinea pig brain kappa opioid receptors: evidence for kappa 1 and kappa 2 opioid receptors. Proceedings of the National Academy of Sciences of the United States of America. June 1988. doi:10.1073/pnas.85.11.4061 · PMID 2836869 · PMC280361
  4. Journal / agency Millan MJ, Członkowski A, Lipkowski A, Herz A. Kappa-opioid receptor-mediated antinociception in the rat. II. Supraspinal in addition to spinal sites of action. The Journal of Pharmacology and Experimental Therapeutics. October 1989. doi:10.1016/S0022-3565(25)20726-1 · PMID 2571723
  5. Journal / agency France CP, Medzihradsky F, Woods JH. Comparison of kappa opioids in rhesus monkeys: behavioral effects and receptor binding affinities. The Journal of Pharmacology and Experimental Therapeutics. January 1994. doi:10.1016/S0022-3565(25)38497-1 · PMID 8301589
  6. Journal / agency Binder W, Machelska H, Mousa S, etal. Analgesic and antiinflammatory effects of two novel kappa-opioid peptides. Anesthesiology. June 2001. doi:10.1097/00000542-200106000-00018 · PMID 11465595
  7. Journal / agency Privette TH, Terrian DM. Kappa opioid agonists produce anxiolytic-like behavior on the elevated plus-maze. Psychopharmacology. April 1995. doi:10.1007/BF02245945 · PMID 7568631
  8. Journal / agency Wall PM, Messier C. U-69,593 microinjection in the infralimbic cortex reduces anxiety and enhances spontaneous alternation memory in mice. Brain Research. February 2000. doi:10.1016/S0006-8993(99)01990-3 · PMID 10677636
  9. Journal / agency Wall PM, Messier C. Concurrent modulation of anxiety and memory. Behavioural Brain Research. May 2000. doi:10.1016/S0166-4328(99)00177-1 · PMID 10762693
  10. Journal / agency Soulard CD, Guerif S, Payne A, Dahl SG. Differential effects of fedotozine compared to other kappa agonists on diuresis in rats. The Journal of Pharmacology and Experimental Therapeutics. December 1996. doi:10.1016/S0022-3565(25)21298-8 · PMID 8968362
  11. Journal / agency Van de Heijning BJ, Koekkoek-Van den Herik I, Van Wimersma Greidanus TB. The opioid receptor subtypes mu and kappa, but not delta, are involved in the control of the vasopressin and oxytocin release in the rat. European Journal of Pharmacology. December 1991. doi:10.1016/0014-2999(91)90170-U · PMID 1665795
  12. Journal / agency Melis MR, Stancampiano R, Gessa GL, Argiolas A. Prevention by morphine of apomorphine- and oxytocin-induced penile erection and yawning: site of action in the brain. Neuropsychopharmacology. January 1992. PMID 1315136

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.