(±)-U-50488 hydrochloride

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Cat.No. 0495 - (±)-U-50488 hydrochloride | C19H26Cl2N2O.HCl | CAS No. 67197-96-0
Description: Selective κ agonist
Chemical Name: trans-(±)-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide hydrochloride
Purity: ≥99% (HPLC)
Datasheet
Citations (7)
Reviews (1)
Literature

Biological Activity

Selective κ-opioid agonist. At higher concentrations blocks Na+ channels.

(-)-enantiomer and (+)-enantiomer also available.

Technical Data

M. Wt 405.79
Formula C19H26Cl2N2O.HCl
Storage Desiccate at RT
Purity ≥99% (HPLC)
CAS Number 67197-96-0
PubChem ID 90479733
InChI Key SKWPJQQGGZWRSK-PXOXCKTNSA-N
Smiles O=C(CC3=CC(Cl)=C(Cl)C=C3)N([C@H]1[C@H](N2CCCC2)CCCC1)C.O=C(CC6=CC(Cl)=C(Cl)C=C6)N([C@@H]4[C@@H](N5CCCC5)CCCC4)C.Cl.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 10.14 25

Preparing Stock Solutions

The following data is based on the product molecular weight 405.79. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.25 mM 9.86 mL 49.29 mL 98.57 mL
1.25 mM 1.97 mL 9.86 mL 19.71 mL
2.5 mM 0.99 mL 4.93 mL 9.86 mL
12.5 mM 0.2 mL 0.99 mL 1.97 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Pao-Luh Tao et al (1994) U-50,488 blocks the development of mor. tolerance and dependence at a very low dose in guinea pigs. Eur.J.Pharmacol. 256 281 PMID: 8045272

Suarez-Roca and Maixner (1993) Activation of kappa opioid receptors by U-50488H and mor. enhances the release of substance P from rat trigeminal nucleus slices. J.Pharmacol.Exp.Ther. 264 648 PMID: 7679733

Pugsley et al (1992) Cardiovascular actions of the κ-agonist, U-50-488H, in the absence and presence of opioid receptor blockade. Br.J.Pharmacol. 105 521 PMID: 1320979

Su et al (1998) Blockade of the development of mor. tolerance by U-50,488, an AVP antagonist or MK 801 in the rat hippocampal slice. Br.J.Pharmacol. 123 625 PMID: 9517380


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Keywords: (±)-U-50488 hydrochloride, (±)-U-50488 hydrochloride supplier, selective, agonists, κ-opioid, kappa-opioid, KOP, Receptors, OP2, Kappa, Opioid, 0495, Tocris Bioscience

7 Citations for (±)-U-50488 hydrochloride

Citations are publications that use Tocris products. Selected citations for (±)-U-50488 hydrochloride include:

Zhou et al (2013) Development of functionally selective, small molecule agonists at kappa opioid receptors. J Biol Chem 288 36703 PMID: 24187130

Kharmate et al (2013) Inhibition of tumor promoting signals by activation of SSTR2 and opioid receptors in human breast cancer cells. Cancer Cell Int 13 93 PMID: 24059654

Grachev et al (2012) GPR54-dependent stimulation of luteinizing hormone secretion by neurokinin B in prepubertal rats. Pain 7 e44344 PMID: 23028524

Dziedowiec et al (2018) sMu opioid receptor agonist DAMGO produces place conditioning, abstinence-induced withdrawal, and naltrexone-dependent locomotor activation in planarians. Neuroscience 386 214 PMID: 29958944

Liu (2018) In vivo brain GPCR signaling elucidated by phosphoproteomics. Science 360 eaao4927 PMID: 29930108

Marchant et al (2010) Medial dorsal hypothalamus mediates the inhibition of reward seeking after extinction. J Neurosci 30 14102 PMID: 20962231

Polter (2017) Constitutive activation of kappa opioid receptors at ventral tegmental area inhibitory synapsesfollowing acute stress Elife 6 e23785 PMID: 28402252


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Reviews for (±)-U-50488 hydrochloride

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Behavioral effects of kappa agonists.
By Matthew Banks on 01/05/2018
Assay Type: In Vivo
Species: Rat

To evaluate the behavioral effects of unbiased and biased kappa agonists in animals

soluble in water up to 5.6 mg/mL

review image

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