U103

U-69593

selective κ opioid receptor agonist, solid

• Synonym(e): (+)-(5α,7α,8β)-N-Methyl-N-[7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]-benzeneacetamide, U69593
• Empirische Formel (Hill-System): C₂₂H₃₂N₂O₂
• CAS-Nummer: 96744-75-1
• Molekulargewicht: 356.50
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278769
• NACRES: NA.77
• MDL number: MFCD05664586
• Form: solid

Eigenschaften

• Produktname: U-69593, solid
• form: solid
• Quality Segment: 100
• 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)

Beschreibung

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 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-cyclodextrin (10 mg/ml), 0.1 M HCl (>40 mg/ml), and ethanol (>40 mg/ml). However, it is insoluble in 0.1 M NaOH and water.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• PSA (Persönliche Schutzausrüstung): Eyeshields, Gloves, type N95 (US)