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U106

Sigma-Aldrich

(−)-cis-(1S,2R)-U-50488 tartrate

solid

Synonym(s):

(−)-(1S,2R)-cis-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide tartrate

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About This Item

Empirical Formula (Hill Notation):
C19H26Cl2N2O · C4H6O6
CAS Number:
121843-48-9
Molecular Weight:
519.42
MDL number:
MFCD00153875
UNSPSC Code:
12352200
PubChem Substance ID:
24278550

form

solid

color

white

solubility

ethanol: soluble

storage temp.

2-8°C

SMILES string

OC(C(O)C(O)=O)C(O)=O.CN([C@H]1CCCC[C@H]1N2CCCC2)C(=O)Cc3ccc(Cl)c(Cl)c3

InChI

1S/C19H26Cl2N2O.C4H6O6/c1-22(19(24)13-14-8-9-15(20)16(21)12-14)17-6-2-3-7-18(17)23-10-4-5-11-23;5-1(3(7)8)2(6)4(9)10/h8-9,12,17-18H,2-7,10-11,13H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t17-,18+;/m0./s1

InChI key

DMBKHRMAGYYBJM-CJRXIRLBSA-N

Gene Information

human ... OPRS1(10280)

Biochem/physiol Actions

Potent σ receptor ligand.

Preparation Note

(-)-cis-(1S,2R)-U-50488 tartrate is soluble in ethanol.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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A A Spasov et al.
Eksperimental'naia i klinicheskaia farmakologiia, 74(8), 45-47 (2012-01-12)
A new model is proposed for in vitro testing the efficiency of new chemical substances with kappa-opioid receptor agonist ligand properties.
Amber D Shaffer et al.
Neuroscience letters, 534, 150-154 (2012-12-04)
Previous research has suggested that early-in-life (EIL) exposure to bladder inflammation impairs the function of endogenous opioid inhibitory system(s) and may contribute to the development of chronic bladder pain. This study examined how acute adult and/or prior EIL exposure to
Yu-Wei Chen et al.
Alcohol (Fayetteville, N.Y.), 47(1), 31-38 (2012-12-04)
The opioid system is known to enhance motivated behaviors, including ethanol drinking and food ingestion, by acting in various reward-related brain regions, such as the nucleus accumbens, ventral tegmental area and medial hypothalamus. There is indirect evidence, however, suggesting that
Bassil Hassan et al.
Regional anesthesia and pain medicine, 38(1), 21-27 (2012-12-12)
κ-Opioid receptor (κ-OR) activation is known to play a role in analgesia and central sedation. The purpose of the present study was to examine the effect of the κ-OR agonist, U-50488 (an arylacetamide), on Ca channel currents and the signaling
Thiago M Cunha et al.
Molecular pain, 8, 10-10 (2012-02-10)
In addition to their central effects, opioids cause peripheral analgesia. There is evidence showing that peripheral activation of kappa opioid receptors (KORs) inhibits inflammatory pain. Moreover, peripheral μ-opioid receptor (MOR) activation are able to direct block PGE(2)-induced ongoing hyperalgesia However
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