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Merck

N156

Naltriben methanesulfonate hydrate

≥98% (HPLC), δ2 opioid receptor antagonist, solid

Synonym(s):

NTB hydrate

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About This Item

Empirical Formula (Hill Notation):
C26H25NO4 · CH4O3S · xH2O
CAS Number:
Molecular Weight:
511.59 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
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Product Name

Naltriben methanesulfonate hydrate, ≥98% (HPLC), solid

SMILES string

O.CS(O)(=O)=O.Oc1ccc2C[C@H]3N(CC[C@@]45[C@@H](Oc1c24)c6oc7ccccc7c6C[C@@]35O)CC8CC8

InChI key

VAGWKZSGWSRENH-HIAJFTJMSA-N

InChI

1S/C26H25NO4.CH4O3S.H2O/c28-18-8-7-15-11-20-26(29)12-17-16-3-1-2-4-19(16)30-22(17)24-25(26,21(15)23(18)31-24)9-10-27(20)13-14-5-6-14;1-5(2,3)4;/h1-4,7-8,14,20,24,28-29H,5-6,9-13H2;1H3,(H,2,3,4);1H2/t20-,24+,25+,26-;;/m1../s1

assay

≥98% (HPLC)

form

solid

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

off-white

solubility

DMSO: 14 mg/mL at ~60 °C

storage temp.

−20°C

Quality Level

Related Categories

Application

Naltriben methanesulfonate hydrate has been used in the assessment of parasite growth and evaluation of growth inhibition. It has also been used to understand the action of deltorphin-II in exhibiting its antimalarial effect.

Biochem/physiol Actions

Naltriben methanesulfonate is a highly selective δ2 opioid receptor antagonist. The relative ability of the delta antagonists benzylidenenaltrexone and naltriben to inhibit DPDPE-stimulated [35S]GTPgammaS binding suggests that the opioid receptor is of the delta-2 subtype. Ligand binding assays demonstrates biphasic binding of the antagonist to the single receptor type. [35S]GTPgammaS binding is also stimulated by [D-Ser2,Leu5,Thr6]enkephalin > deltorphin II = DPDPE = etorphine > levallorphan = diprenorphine = nalorphine = naltrindole.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Inhibitory effect of deltorphin-II on development of malaria in Plasmodium berghei-infected mice
Ajitbhai GA, et al.
MalariaWorld journal, 6, 3-3 (2017)
Liliana Matos et al.
Orphanet journal of rare diseases, 9, 180-180 (2014-12-11)
Mutations affecting RNA splicing represent more than 20% of the mutant alleles in Sanfilippo syndrome type C, a rare lysosomal storage disorder that causes severe neurodegeneration. Many of these mutations are localized in the conserved donor or acceptor splice sites
Tae-Jin Kim et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 6(4), 1801290-1801290 (2019-03-05)
The dynamic regulation of signal transduction at plasma membrane microdomains remains poorly understood due to limitations in current experimental approaches. Genetically encoded biosensors based on fluorescent resonance energy transfer (FRET) can provide high spatiotemporal resolution for imaging cell signaling networks.
Michiko Tashiro et al.
The journal of physiological sciences : JPS, 69(1), 97-102 (2018-06-18)
To examine whether TRPM7, a member of the melastatin family of transient receptor potential channels, is a physiological pathway for Mg2+ entry in mammalian cells, we studied the effect of TRPM7 regulators on cytoplasmic free Mg2+ concentration ([Mg2+]i) of rat
Y Miyamoto et al.
The Journal of pharmacology and experimental therapeutics, 264(3), 1141-1145 (1993-03-01)
The possible involvement of delta 2 opioid receptors in the development of morphine dependence was investigated using selective delta 2 receptor antagonists, naltriben (NTB) and naltrindole 5'-isothiocyanate (5'-NTII). The degree of morphine dependence was estimated by the ED50 values of

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