β-Funaltrexamine hydrochloride

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Cat.No. 0926 - beta-Funaltrexamine hydrochloride | C25H30N2O6.HCl | CAS No. 72786-10-8
Description: Irreversible and selective μ antagonist
Alternative Names: β-FNA
Chemical Name: (E)-4-[[5α,6β)-17-Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]amino]-4-oxo-2-butenoicacid methyl ester hydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations (7)
Reviews
Literature (5)

Biological Activity

Selective μ opioid receptor antagonist.

Licensing Information

Sold with the permission of the University of Minnesota

Technical Data

M. Wt 490.99
Formula C25H30N2O6.HCl
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 72786-10-8
PubChem ID 44522395
InChI Key BIPHUOBUKMPSQR-NQGXHZAGSA-N
Smiles Cl.[H][C@@]12OC3=C4C(C[C@@]5([H])N(CC6CC6)CC[C@@]14[C@@]5(O)CC[C@H]2NC(=O)\C=C\C(=O)OC)=CC=C3O

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 9.82 20 with gentle warming
DMSO 49.1 100

Preparing Stock Solutions

The following data is based on the product molecular weight 490.99. 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.04 mL 10.18 mL 20.37 mL
5 mM 0.41 mL 2.04 mL 4.07 mL
10 mM 0.2 mL 1.02 mL 2.04 mL
50 mM 0.04 mL 0.2 mL 0.41 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.

Jiang et al (1990) μ Antagonist and κ agonist properties of β-funaltrexamine (β-FNA) in vivo: long lasting spinal analgesia in mice. J.Pharmacol.Exp.Ther. 252 1006 PMID: 2156986

Takemorei et al (1981) The irreversible narcotic antagonist and reversible agonist properties of the fumarate methyl ester derivative of naltr. Eur.J.Pharmacol. 70 445 PMID: 6263637


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7 Citations for β-Funaltrexamine hydrochloride

Citations are publications that use Tocris products. Selected citations for β-Funaltrexamine hydrochloride include:

Crowley et al (2020) Synthetic Studies of Neoclerodane Diterpenes from Salvia divinorum: Design, Synthesis, and Evaluation of Analogues with Improved Potency and G-protein Activation Bias at the μ Opioid Receptor. ACS Chem Neurosci 11 1781 PMID: 32383854

Chen et al (2015) Berberine Improves Intestinal Motility and Visceral Pain in the Mouse Models Mimicking Diarrhea-Predominant Irritable Bowel Syndrome (IBS-D) Symptoms in an Opioid-Receptor Dependent Manner. Neuropsychopharmacology 10 e0145556 PMID: 26700862

Largent-Milnes et al (2010) Spinal or systemic TY005, a peptidic opioid agonist/neurokinin 1 antagonist, attenuates pain with reduced tolerance. Br J Pharmacol 161 986 PMID: 20977451

Phillips et al (2012) Pain-facilitating medullary neurons contribute to opioid-induced respiratory depression. J Neurophysiol 108 2393 PMID: 22956800

Romero-Picó et al (2013) Hypothalamic κ-opioid receptor modulates the orexigenic effect of ghrelin. Circulation 38 1296 PMID: 23348063

Tzeng et al (2011) Myricetin Ameliorates Defective Post-Receptor Ins Signaling via β-Endorphin Signaling in the Skeletal Muscles of Fructose-Fed Rats. Evid Based Complement Alternat Med 2011 150752 PMID: 21785619

Cecchi et al (2008) Differential responses to morphine-induced analgesia in the tail-flick test. Behav Brain Res 194 146 PMID: 18656501


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