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U111 Sigma-Aldrich

(−)-trans-(1S,2S)-U-50488 hydrochloride hydrate

solid, ≥98% (HPLC)

Synonym: trans-(1S,2S)-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide hydrochloride hydrate

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   solid
optical activity   [α]22/D -39.0 to -32.0°, c = 0.5 in methanol(lit.)
storage condition   desiccated
color   white
solubility   H2O: 13 mg/mL
storage temp.   2-8°C
SMILES string   O.Cl.CN([C@H]1CCCC[C@@H]1N2CCCC2)C(=O)Cc3ccc(Cl)c(Cl)c3
InChI   1S/C19H26Cl2N2O.ClH.H2O/c1-22(19(24)13-14-8-9-15(20)16(21)12-14)17-6-2-3-7-18(17)23-10-4-5-11-23;;/h8-9,12,17-18H,2-7,10-11,13H2,1H3;1H;1H2/t17-,18-;;/m0../s1
InChI key   UWPRPWMHQDPOFR-MPGISEFESA-N
Gene Information   human ... OPRK1(4986)

Description

Application

(−)-trans-(1S,2S)-U-50488 hydrochloride hydrate (U-50488) has been used as a κ-opioid receptor (KOR) agonist has been used to study its effect on the increase of tidal volumes in adult red-eared slider turtles (Trachemys scripta).

Packaging

5, 25, 100 mg in glass bottle

Biochem/physiol Actions

Potent κ opioid receptor agonist; more potent enantiomer of (±)-trans-U-50488.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Preparation Note

(−)-trans-(1S,2S)-U-50488 hydrochloride hydrate is soluble in water at 13 mg/ml.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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