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Merck
CN

U105

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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About This Item

Linear Formula:
C22H30Cl2N2O2 · CH3SO3H
CAS Number:
87151-85-7
Molecular Weight:
521.50
NACRES:
NA.77
PubChem Substance ID:
24278071
UNSPSC Code:
12352200
MDL number:
MFCD00153876
Form:
solid
Quality level:
200

Key Documents

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Product Name

U-62066, solid

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

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 key

FHEZDPDAYTVKKG-JLBKCEDKSA-N

form

solid

color

white

solubility

H2O: 14 mg/mL
methanol: insoluble

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... OPRK1(4986)

Related Categories

Biochem/physiol Actions

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

Preparation Note

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
028H4691V

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U-47700 and Its Analogs: Non-Fentanyl Synthetic Opioids Impacting the Recreational Drug Market.
Baumann, et al.
Brain sciences, 10 (2020)
M F Piercey et al.
The Journal of pharmacology and experimental therapeutics, 251(1), 267-271 (1989-10-01)
Administered i.p. to mice, the selective kappa receptor agonists U-50488H and spiradoline (U-62066) were more potent on the tail-flick than on the hot-plate analgesic assay. Both were more potent after i.s. rather than i.c. administration, a result consistent with earlier
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
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.
Diana T McCloskey et al.
American journal of physiology. Heart and circulatory physiology, 294(1), H205-H212 (2007-10-30)
Increased signaling by G(i)-coupled receptors has been implicated in dilated cardiomyopathy. To investigate the mechanisms, we used transgenic mice that develop dilated cardiomyopathy after conditional expression of a cardiac-targeted G(i)-coupled receptor (Ro1). Activation of G(i) signaling by the Ro1 agonist
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