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Submit Review(±)-U-50488 hydrochloride
Description: Selective κ agonist
Chemical Name: trans-(±)-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide hydrochloride
Purity: ≥99% (HPLC)
Biological Activity for (±)-U-50488 hydrochloride
(±)-U-50488 hydrochloride is a selective κ-opioid agonist. At higher concentrations blocks Na+ channels.
(-)-enantiomer and (+)-enantiomer also available.
Technical Data for (±)-U-50488 hydrochloride
| M. Wt | 405.79 |
| Formula | C19H26Cl2N2O.HCl |
| Storage | Store 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 for (±)-U-50488 hydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 10.14 | 25 |
Preparing Stock Solutions for (±)-U-50488 hydrochloride
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 for (±)-U-50488 hydrochloride
References for (±)-U-50488 hydrochloride
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
If you know of a relevant reference for (±)-U-50488 hydrochloride, please let us know.
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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
9 Citations for (±)-U-50488 hydrochloride
Citations are publications that use Tocris products. Selected citations for (±)-U-50488 hydrochloride include:
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
Grachev et al (2012) GPR54-dependent stimulation of luteinizing hormone secretion by neurokinin B in prepubertal rats. Pain 7 e44344 PMID: 23028524
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
Polter (2017) Constitutive activation of kappa opioid receptors at ventral tegmental area inhibitory synapsesfollowing acute stress Elife 6 e23785 PMID: 28402252
Li et al (2019) Kappa opioid receptor agonists improve postoperative cognitive dysfunction in rats via the JAK2/STAT3 signaling pathway. Int J Mol Med PMID: 31545485
Marchant et al (2010) Medial dorsal hypothalamus mediates the inhibition of reward seeking after extinction. J Neurosci 30 14102 PMID: 20962231
Pirino et al (2020) Kappa-opioid receptor-dependent changes in dopamine and anxiety-like or approach-avoidance behavior occur differentially across the nucleus accumbens shell rostro-caudal axis Neuropharmacology 181 108341 PMID: 33011200
Do you know of a great paper that uses (±)-U-50488 hydrochloride from Tocris? Please let us know.
Reviews for (±)-U-50488 hydrochloride
Average Rating: 5 (Based on 4 Reviews.)
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Beta arrestin recruitment.
By
Anonymous on 06/15/2021
Assay Type: In Vitro
Species: Human
Dose response curve of beta arrestin recruitment (Presto_Tango assay)
JNK-dependent rescue of LTPGABA by acute norBNI.
By
Anonymous on 03/18/2020
Assay Type: In Vivo
Species: Rat
Cell Line/Tissue: brain
U50488 (5 mg/kg) injection
Great product.
By
Anonymous on 03/05/2020
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: CHO
Successfully induced ERK1/2 phosphorylation in CHO cells expressing KOR.
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
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