(±)-U-50488 hydrochloride

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

All Tocris products are intended for laboratory research use only.

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 solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.46 mL 12.32 mL 24.64 mL
5 mM 0.49 mL 2.46 mL 4.93 mL
10 mM 0.25 mL 1.23 mL 2.46 mL
50 mM 0.05 mL 0.25 mL 0.49 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Pao-Luh Tao et al (1994) U-50,488 blocks the development of morphine 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 morphine 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 morphine 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, supplier, selective, agonists, κ-opioid, kappa-opioid, KOP, Receptors, OP2, Kappa, Opioid, Receptors, Kappa, Opioid, Receptors, Tocris Bioscience

4 Citations for (±)-U-50488 hydrochloride

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

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

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

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


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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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