Structure via PubChem · Public domain (PubChem)
U-50488
Sign in to saveAlso known as U 50488, U-50488H, U50,488, U-50,488, U 50,488, trans-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]-benzeneacetamide
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.
Chemical data
- Formula
- C19H26Cl2N2O
- Molecular weight
- 369.3 g/mol
- IUPAC name
- 2-(3,4-dichlorophenyl)-N-methyl-N-[(1R,2R)-2-pyrrolidin-1-ylcyclohexyl]acetamide
- SMILES
- CN([C@@H]1CCCC[C@H]1N2CCCC2)C(=O)CC3=CC(=C(C=C3)Cl)Cl
- InChIKey
- VQLPLYSROCPWFF-QZTJIDSGSA-N
- XLogP
- 4.4
- Polar surface area
- 23.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 368.142219
Show 4 more facts
- chemical formula
- C₁₉H₂₆Cl₂N₂O
- canonical SMILES
- CN(C1CCCCC1N2CCCC2)C(=O)CC3=CC(=C(C=C3)Cl)Cl
- isomeric SMILES
- CN([C@@H]1CCCC[C@H]1N2CCCC2)C(=O)CC3=CC(=C(C=C3)Cl)Cl
- Commons category
- U-50488
Sources (2)
via Wikidata · CC0