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U-69593

U-69593 Struktur
96744-75-1
CAS-Nr.
96744-75-1
Englisch Name:
U-69593
Synonyma:
U-69593;U-69593 SELECTIVE K OPIOID AG;U-69593, kappa1-opioid receptor agonist;N-Methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4,5)dec-8-yl)benzeneacetamide;N-Methyl-N-[(5R,7S,8S)-7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]benzeneacetamide;Benzeneacetamide, N-methyl-N-((5R,7S,8S)-7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-;(5A,7A,8B)-(-)-N-METHYL-(7-(1-PYRROLIDINYL)-1-OXASPIRO (4.5)DEC-8- YL)BENZENEACETAMIDE);U69593, (+)-(5α,7α,8β)-N-Methyl-N-[7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]-benzeneacetamide;(5ALPHA,7ALPHA,8BETA)-(+)-N-METHYL-N-(7-[1-PYRROLIDINYL]-1-OXASPIRO[4.5]DEC-8-YL)-BENZENEACETAMIDE;(+)-(5ALPHA,7ALPHA,8BETA)-N-METHYL-N-[7-(1-PYRROLIDINYL)-1-OXASPIRO[4.5]DEC-8-YL]-BENZENEACETAMIDE
CBNumber:
CB0432261
Summenformel:
C22H32N2O2
Molgewicht:
356.5
MOL-Datei:
96744-75-1.mol

U-69593 Eigenschaften

Schmelzpunkt:
120-123℃
Siedepunkt:
518.7±50.0 °C(Predicted)
Dichte
1.13
RTECS-Nr.
CY1490060
storage temp. 
2-8°C
L?slichkeit
H2O: 14 mg/mL
Aggregatzustand
solid
pka
9.15±0.20(Predicted)
Farbe
white
Optische Aktivit?t
[α]/D +7.8°, c = 0.825 in methanol(lit.)
Wasserl?slichkeit
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 10mg/mL
0.1 M HCl: >40mg/mL
ethanol: >40mg/mL
0.1 M NaOH: insoluble
H2O: insoluble

Sicherheit

WGK Germany  3

U-69593 Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden

U-69593 is a selective κ-opioid receptor agonist. A safe opioid analgesic.

Definition

ChEBI: U69593 is a monocarboxylic acid amide obtained by formal condensation between the carboxy group of phenylacetic acid and the secodary amino group of (5R,7S,8S)-N-methyl-7-(pyrrolidin-1-yl)-1-oxaspiro[4.5]decan-8-amine. It has a role as a kappa-opioid receptor agonist, an anti-inflammatory agent and a diuretic. It is an oxaspiro compound, a N-alkylpyrrolidine, an organic heterobicyclic compound and a monocarboxylic acid amide.

Biologische Funktion

U-69593 is a single enantiomer with very high selectivity for the kappa receptor in vitro (mu/kappa ratio = 484). It was radiolabelled by a catalytic exchange of tritium for the two aromatic chlorine substituents of the precursor. This ligand is commercially available and has been widely used as a radiolabel for the kappa receptor.
in spinal cordslice preparations from the 9-16-day-old rat,U-69593 produced a na-loxone-reversible depression of spontaneous and electrically evoked activityin dorsal horn neurones.

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.

U-69593 Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte

  • U-69593
  • (+)-(5ALPHA,7ALPHA,8BETA)-N-METHYL-N-[7-(1-PYRROLIDINYL)-1-OXASPIRO[4.5]DEC-8-YL]-BENZENEACETAMIDE
  • (5ALPHA,7ALPHA,8BETA)-(+)-N-METHYL-N-(7-[1-PYRROLIDINYL]-1-OXASPIRO[4.5]DEC-8-YL)-BENZENEACETAMIDE
  • U-69593 SELECTIVE K OPIOID AG
  • (5A,7A,8B)-(-)-N-METHYL-(7-(1-PYRROLIDINYL)-1-OXASPIRO (4.5)DEC-8- YL)BENZENEACETAMIDE)
  • Benzeneacetamide, N-methyl-N-((5R,7S,8S)-7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-
  • Benzeneacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-, (5alpha,7alpha,8beta)-(-)-
  • N-Methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4,5)dec-8-yl)benzeneacetamide
  • N-Methyl-N-[(5R,7S,8S)-7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]benzeneacetamide
  • U69593, (+)-(5α,7α,8β)-N-Methyl-N-[7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]-benzeneacetamide
  • U-69593, kappa1-opioid receptor agonist
  • 96744-75-1
  • 6744-75-1
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