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Merck
CN

N9412

6β-Naltrexol hydrate

≥96% (HPLC), powder

Synonym(s):

(5α,6β)-17-(Cyclopropylmethyl)-4,5-epoxy-morphinan-3,6,14-triol hydrate

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About This Item

Empirical Formula (Hill Notation):
C20H25NO4 · xH2O
CAS Number:
Molecular Weight:
343.42 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥96% (HPLC)
Form:
powder
Quality level:
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Product Name

6β-Naltrexol hydrate, ≥96% (HPLC), powder

InChI

1S/C20H25NO4.H2O/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11;/h3-4,11,14-15,18,22-24H,1-2,5-10H2;1H2/t14-,15-,18+,19+,20-;/m1./s1

SMILES string

[H]O[H].O[C@@H]1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5O[C@@H]1[C@]2(CCN3CC6CC6)c45

InChI key

VHGGWFVHXKTOPK-CDHBEYIESA-N

assay

≥96% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white

solubility

DMSO: ~12 mg/mL
H2O: insoluble

storage temp.

2-8°C

Quality Level

Biochem/physiol Actions

Neutral antagonist of the μ-opioid receptor. A reduction of withdrawal effects associated with neutral μ-opioid receptor antagonists may offer advantages in treating opioid overdose and addiction.

Features and Benefits

This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
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Kirsten M Raehal et al.
The Journal of pharmacology and experimental therapeutics, 313(3), 1150-1162 (2005-02-18)
The mu-opioid receptor displays basal signaling activity, which seems to be enhanced by exposure to opioid agonists. This study assesses the in vivo pharmacology of the putative "neutral" antagonist 6beta-naltrexol in comparison to other ligands with varying efficacy, such as
Robyn St Laurent et al.
Neuron, 106(4), 624-636 (2020-03-20)
The ventral tegmental area (VTA) is a major target of addictive drugs and receives multiple GABAergic projections originating outside the VTA. We describe differences in synaptic plasticity and behavior when optogenetically driving two opiate-sensitive GABAergic inputs to the VTA, the rostromedial

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