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U103 Sigma-Aldrich

U-69593

solid

Synonym: (+)-(5α,7α,8β)-N-Methyl-N-[7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]-benzeneacetamide, U69593

  • CAS Number 96744-75-1

  • Empirical Formula (Hill Notation) C22H32N2O2

  • Molecular Weight 356.50

  •  MDL number MFCD05664586

  •  PubChem Substance ID 24278769

  •  NACRES NA.77

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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
form   solid
optical activity   [α]/D +7.8°, c = 0.825 in methanol(lit.)
color   white
solubility   45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 10 mg/mL
  0.1 M HCl: >40 mg/mL
  ethanol: >40 mg/mL
  0.1 M NaOH: insoluble
  H2O: insoluble
storage temp.   2-8°C
SMILES string   CN([C@H]1CC[C@@]2(CCCO2)C[C@@H]1N3CCCC3)C(=O)Cc4ccccc4
InChI   1S/C22H32N2O2/c1-23(21(25)16-18-8-3-2-4-9-18)19-10-12-22(11-7-15-26-22)17-20(19)24-13-5-6-14-24/h2-4,8-9,19-20H,5-7,10-17H2,1H3/t19-,20-,22-/m0/s1
InChI key   PGZRDDYTKFZSFR-ONTIZHBOSA-N
Gene Information   human ... OPRD1(4985), OPRK1(4986), OPRM1(4988)
mouse ... Oprk1(18387)
rat ... Oprd1(24613), Oprk1(29335), Oprm1(25601)

Description

Packaging

25 mg in poly bottle

5 mg in glass bottle

Biochem/physiol Actions

U-69593 is a selective κ opioid receptor agonist. U-69593 is known to inhibit cocaine sensitization in meso-limbic dopamine neurons by normalizing basal overflow of dopamine.

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.

This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

U-69593 is soluble in 45% (w/v) aq 2-hydroxypropyl-β-cyclode

Legal Information

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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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