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N3136

Sigma-Aldrich

Naltrexone hydrochloride

≥99% (HPLC), powder, opioid receptor antagonist

Synonym(s):

Naltrexone HCl

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About This Item

Empirical Formula (Hill Notation):
C20H23NO4 · HCl
CAS Number:
16676-29-2
Molecular Weight:
377.86
Beilstein/REAXYS Number:
3580333
EC Number:
240-723-0
MDL number:
MFCD00069324
UNSPSC Code:
12352200
PubChem Substance ID:
24278051
NACRES:
NA.77

product name

Naltrexone hydrochloride,

form

powder

Quality Level

100

originator

Novartis

storage temp.

2-8°C

SMILES string

Cl.Oc1ccc2C[C@H]3N(CC[C@@]45[C@@H](Oc1c24)C(=O)CC[C@@]35O)CC6CC6

InChI

1S/C20H23NO4.ClH/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;/h3-4,11,15,18,22,24H,1-2,5-10H2;1H/t15-,18+,19+,20-;/m1./s1

InChI key

RHBRMCOKKKZVRY-ITLPAZOVSA-N

Gene Information

human ... OPRD1(4985) , OPRK1(4986) , OPRM1(4988) , OPRS1(10280)

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Application

Naltrexone hydrochloride has been used:
  • as an opioid antagonist, to analyse its effect on ethanol preference using Caenorhabditis elegans as a model
  • to determine its effectiveness in reducing the preference for substance of abuse (SOA) like nicotine and cocaine using Caenorhabditis elegans as a model
  • in the preparation of combinatorial drug, PXT3003 for treating Charcot-Marie-Tooth disease 1A (CMT1A) transgenic rat model Pmp22

Biochem/physiol Actions

Competitive antagonist for μ, κ, δ, and σ-opioid receptors; has greater oral efficacy and longer duration of action than naloxone.

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.
This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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USP

USP

1453526

Naltrexone Related Compound A

vibrant-m

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Sigma-Aldrich

O001

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Naloxone United States Pharmacopeia (USP) Reference Standard

USP

1453005

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Sigma-Aldrich

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Sigma-Aldrich

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Caenorhabditis elegans show preference for stimulants and potential as a model organism for medications screening
Engleman EA, et al.
Frontiers in Physiology, 9, 7-16 (2018)
Caenorhabditis elegans as a model system to identify therapeutics for alcohol use disorders
Katner SN, et al.
Behavioural Brain Research, 365, 7-16 (2019)
P Bienkowski et al.
European journal of pharmacology, 374(3), 321-327 (1999-07-28)
It has been repeatedly reported that endogenous opioid pathways play an important role in ethanol drinking behaviour. In line with these findings, a non-selective opioid receptor antagonist, naltrexone, seems to reduce relapse rates in detoxified alcoholics. The aim of the
Raquel Moreno-Vicente et al.
Journal of pharmaceutical and biomedical analysis, 114, 105-112 (2015-06-04)
A bioanalytical method using high-performance liquid chromatography-tandem mass spectrometry (LC-MS/MS) was developed and validated for simultaneous quantification of heroin, its main metabolites and naloxone. In addition, naltrexone was detected qualitatively. This method was used to analyse human plasma samples from
Early short-term PXT3003 combinational therapy delays disease onset in a transgenic rat model of Charcot-Marie-Tooth disease 1A (CMT1A)
Prukop T, et al.
Testing, 14(1), e0209752-e0209752 (2019)
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