intoxicant.wiki2catechol4school
Compound

U-50488

Also called A1LWX

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Overview

U-50488 is a drug which acts as a highly selective κ-opioid agonist, but without any μ-opioid antagonist effects. It has analgesic, diuretic and antitussive effects, and reverses the memory impairment produced by anticholinergic drugs. U-50488 was one of the first selective kappa agonists invented and research on its derivatives has led to the development of a large family of related compounds. This compound has never received FDA approval and there are no reported human cases in the literature involving an U-50488 overdose.[1–6] WP

Chemistry

Formula
C19H26Cl2N2O PC
CAS number
67198-13-4 PC
Molar mass (g/mol)
369.3 PC
IUPAC name (computed by PubChem)
2-(3,4-dichlorophenyl)-N-methyl-N-[(1R,2R)-2-pyrrolidin-1-ylcyclohexyl]acetamide PC
SMILES
CN([C@@H]1CCCC[C@H]1N2CCCC2)C(=O)CC3=CC(=C(C=C3)Cl)Cl PC
InChIKey
VQLPLYSROCPWFF-QZTJIDSGSA-N PC
PubChem CID
3036289

Harm reduction information

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Sources

  1. Journal / agency Von Voigtlander PF, Lewis RA. U-50,488, a selective kappa opioid agonist: comparison to other reputed kappa agonists. Progress in Neuro-Psychopharmacology & Biological Psychiatry. 1982. doi:10.1016/S0278-5846(82)80130-9 · PMID 6298890
  2. Journal / agency Kamei J. Role of opioidergic and serotonergic mechanisms in cough and antitussives. Pulmonary Pharmacology. 1996. doi:10.1006/pulp.1996.0046 · PMID 9232674
  3. Journal / agency Hiramatsu M, Kameyama T. Roles of kappa-opioid receptor agonists in learning and memory impairment in animal models. Methods and Findings in Experimental and Clinical Pharmacology. September 1998. doi:10.1358/mf.1998.20.7.485724 · PMID 9819804
  4. Journal / agency Szmuszkovicz J. Progress in Drug Research. 1999. doi:10.1007/978-3-0348-8730-4_4 · PMID 10396128
  5. Journal / agency Szmuszkovicz J. U-50,488 and the kappa receptor. Part II: 1991-1998. Progress in Drug Research. Fortschritte der Arzneimittelforschung. Progres des Recherches Pharmaceutiques. 1999. PMID 10616295
  6. Journal / agency Amin ZM, Rambaran KA, Fleming SW, Cho K, Chacko L, Alzghari SK. Addressing Hazards from Unscheduled Novel Psychoactive Substances as Research Chemicals: The Case of U-50488. Cureus. December 2017. doi:10.7759/cureus.1914 · PMID 29441248 · PMC5800751

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