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U105

Sigma-Aldrich

U-62066

solid

Synonym(s):

(±)-(5α,7α,8β)-3,4-Dichloro-N-methyl-N-[7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]benzeneacetamide mesylate salt, Spiradoline mesylate salt

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25 MG
$150.00
100 MG
$450.00

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25 MG
$150.00
100 MG
$450.00

About This Item

Linear Formula:
C22H30Cl2N2O2 · CH3SO3H
CAS Number:
87151-85-7
Molecular Weight:
521.50
MDL number:
MFCD00153876
UNSPSC Code:
12352200
PubChem Substance ID:
24278071
NACRES:
NA.77

$150.00

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form

solid

color

white

solubility

H2O: 14 mg/mL
methanol: insoluble

storage temp.

2-8°C

SMILES string

CS(O)(=O)=O.CN([C@H]1CC[C@@]2(CCCO2)C[C@@H]1N3CCCC3)C(=O)Cc4ccc(Cl)c(Cl)c4

InChI

1S/C22H30Cl2N2O2.CH4O3S/c1-25(21(27)14-16-5-6-17(23)18(24)13-16)19-7-9-22(8-4-12-28-22)15-20(19)26-10-2-3-11-26;1-5(2,3)4/h5-6,13,19-20H,2-4,7-12,14-15H2,1H3;1H3,(H,2,3,4)/t19-,20-,22-;/m0./s1

InChI key

FHEZDPDAYTVKKG-JLBKCEDKSA-N

Gene Information

human ... OPRK1(4986)

Biochem/physiol Actions

U-62066, also known as spiradoline, is a highly selective κ opioid receptor agonist. It exhibits analgesic and diuretic effects.[1] Antitussive property of U-62066 is observed in rats.[2]

Preparation Note

U-62066 is soluble in water at 14 mg/ml, but is insoluble in methanol.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
028H4691V

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M-L G Wadenberg
CNS drug reviews, 9(2), 187-198 (2003-07-09)
The selective kappa-opioid receptor agonist spiradoline mesylate (U62,066E), an arylacetamide, was synthesized with the intention of creating an analgesic that, while still retaining its analgesic properties, would be devoid of the, mainly mu receptor mediated, side effects such as physical
A M Peiró et al.
Pharmacological research, 64(1), 80-84 (2011-03-23)
How can we treat patients with reduced morphine doses without loosing the pain killing effect or morphine antinociceptive effects (MAE)? To address this question, we hypothesized that serotonin (5-HT2) receptor antagonism could enhance MAE mediated by kappa-opioid receptors. We pretreated
Daniela Braida et al.
British journal of pharmacology, 157(5), 844-853 (2009-05-09)
Drugs targeting brain kappa-opioid receptors produce profound alterations in mood. In the present study we investigated the possible anxiolytic- and antidepressant-like effects of the kappa-opioid receptor agonist salvinorin A, the main active ingredient of Salvia divinorum, in rats and mice.
X Wang et al.
Neuroscience, 129(1), 235-241 (2004-10-19)
Both enkephalin and dynorphin containing fibers are in close proximity to neurons in the nucleus ambiguus, including cardiac vagal neurons. Microinjection of Delta and kappa agonists into the nucleus ambiguus have been shown to evoke decreases in heart rate. Yet
U-47700 and Its Analogs: Non-Fentanyl Synthetic Opioids Impacting the Recreational Drug Market.
Baumann, et al.
Brain sciences, 10 (2020)
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