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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:
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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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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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)
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)
Simon N Katner et al.
Behavioural brain research, 365, 7-16 (2019-02-26)
Alcohol use disorders (AUDs) cause serious problems in society and few effective treatments are available. Caenorhabditis elegans (C. elegans) is an excellent invertebrate model to study the neurobiological basis of human behavior with a conserved, fully tractable genome, and a
Caenorhabditis elegans as a model system to identify therapeutics for alcohol use disorders
Katner SN, et al.
Behavioural Brain Research, 365, 7-16 (2019)
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