Naltrindole hydrochloride

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Cat.No. 0740 - Naltrindole hydrochloride | C26H26N2O3.HCl | CAS No. 111469-81-9
Description: Selective non-peptide δ antagonist
Chemical Name: 17-(Cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3,14-dihydroxy-6,7-2',3'-indolomorphinan hydrochloride
Purity: ≥99% (HPLC)
Datasheet
Citations (20)
Reviews
Literature

Biological Activity

Highly selective non-peptide δ opioid antagonist, showing 223- and 346-fold greater activity at δ than at μ and κ opioid receptors.

Licensing Information

Sold with the permission of the University of Minnesota.

Compound Libraries

Naltrindole hydrochloride is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 450.96
Formula C26H26N2O3.HCl
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 111469-81-9
PubChem ID 16760573
InChI Key KNJKRQXCFJCQHC-XXCZMEBESA-N
Smiles O[C@@]24[C@]3([C@@H]7C(N6)=C(C5=C6C=CC=C5)C4)C1=C(O7)C(O)=CC=C1CC2N(CC8CC8)CC3.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 11.27 25
DMSO 45.1 100

Preparing Stock Solutions

The following data is based on the product molecular weight 450.96. 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 2.22 mL 11.09 mL 22.17 mL
5 mM 0.44 mL 2.22 mL 4.43 mL
10 mM 0.22 mL 1.11 mL 2.22 mL
50 mM 0.04 mL 0.22 mL 0.44 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.

Ossipov et al (1994) Naltrindole, an opioid δ antagonist, blocks the enhancement of morphine-antinociception induced by a CCKB antagonist in the rat. Neurosci. Lett. 181 9 PMID: 7898778

Portoghese et al (1990) Design of peptidomimetic δ opioid receptor antagonists using the message-address concept. J.Med.Chem. 33 1714 PMID: 2160538

Shippenberg and Heidbreder (1995) The δ-opioid receptor antagonist naltrindole prevents sensitization to the conditioned rewarding effects of cocaine. Eur.J.Pharmacol. 280 55 PMID: 7498254


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Keywords: Naltrindole hydrochloride, Naltrindole hydrochloride supplier, δ-opioid, delta-opioid, selective, non-peptide, antagonists, DOP, Receptors, OP1, Delta, Opioid, 0740, Tocris Bioscience

20 Citations for Naltrindole hydrochloride

Citations are publications that use Tocris products. Selected citations for Naltrindole hydrochloride include:

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

Leal et al (2013) Peripheral δ-opioid receptors attenuate the exercise pressor reflex. Br J Pharmacol 305 H1246 PMID: 23934854

Beaudry et al (2011) Activation of spinal mu- and δ-opioid receptors potently inhibits substance P release induced by peripheral noxious stimuli. Neuropsychopharmacology 31 13068 PMID: 21917790

Laurent et al (2014) δ-opioid and dopaminergic processes in accumbens shell modulate the cholinergic control of predictive learning and choice. J Neurosci 34 1358 PMID: 24453326

Burbassi et al (2010) Alterations of CXCR4 function in μ-opioid receptor-deficient glia. Eur J Neurosci 32 1278 PMID: 20880358

Sánchez-Blázquez et al (2010) Mu-opioid receptors transiently activate the Akt-nNOS pathway to produce sustained potentiation of PKC-mediated NMDAR-CaMKII signaling. PLoS One 5 e11278 PMID: 20585660

García-Fuster et al (2007) Effects of opiate drugs on Fas-associated protein with death domain (FADD) and effector caspases in the rat brain: regulation by the ERK1/2 MAP kinase pathway. Br J Pharmacol 32 399 PMID: 16482086

Xu et al (2016) Cytoprotection against Hypoxic and/or MPP? Injury: Effect of δ-Opioid Receptor Activation on Caspase 3. Int J Mol Sci 17 PMID: 27517901

Morse et al (2013) Label-free integrative pharmacology on-target of opioid ligands at the opioid receptor family. BMC Pharmacol Toxicol 14 17 PMID: 23497702

Choi et al (2010) Roles of opioid receptor subtype in the spinal antinociception of selective cyclooxygenase 2 inhibitor. Korean J Pain 23 236 PMID: 21217886

Gross et al (2010) Evidence for a role of opioids in epoxyeicosatrienoic acid-induced cardioprotection in rat hearts. Am J Physiol Heart Circ Physiol 298 H2201 PMID: 20400686

Bigliardi et al (2015) Activation of the δ-opioid receptor promotes cutaneous wound healing by affecting keratinocyte intercellular adhesion and migration. PLoS One 172 501 PMID: 24628261

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. J Neurosci 10 e0145556 PMID: 26700862

Schuster et al (2015) Ligand requirements for involvement of PKCη in synergistic analgesic interactions between spinal μ and δ opioid receptors. J Biomed Sci 172 642 PMID: 24827408

Yi et al (2015) Low-frequency electroacupuncture suppresses focal epilepsy and improves epilepsy-induced sleep disruptions. Diabetes 22 49 PMID: 26150021

van Cleef et al (2013) Identification of a new dengue virus inhibitor that targets the viral NS4B protein and restricts genomic RNA replication. Antiviral Res. 99 165 PMID: 23735301

Wang et al (2010) Coexpression of delta- and mu-opioid receptors in nociceptive sensory neurons. Proc Natl Acad Sci U S A 107 13117 PMID: 20615975

Neumann et al (2015) The δ-opioid receptor affects epidermal homeostasis via ERK-dependent inhibition of transcription factor POU2F3. J Invest Dermatol 135 471 PMID: 25178105

Morse et al (2011) Ligand-directed functional selectivity at the mu opioid receptor revealed by label-free integrative pharmacology on-target. PLoS One 6 e25643 PMID: 22003401

Cheng et al (2009) Endogenous opiates in the nucleus tractus solitarius mediate electroacupuncture-induced sleep activities in rats. Neuropsychopharmacology 2011 159209 PMID: 19729491


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