Skip to Content
Merck
All Photos(4)

Documents

N7758

Sigma-Aldrich

Naloxone hydrochloride dihydrate

≥98% (TLC and titration), powder

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C19H21NO4 · HCl · 2H2O
CAS Number:
Molecular Weight:
399.87
Beilstein:
6260807
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (TLC and titration)

form

powder

optical activity

[α]25/D −178.6°, c = 2.5 in H2O(lit.)

color

white to off-white

solubility

ethanol: 3.3 mg/mL
H2O: 50 mg/mL

storage temp.

2-8°C

SMILES string

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

InChI

1S/C19H21NO4.ClH.2H2O/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11;;;/h2-4,14,17,21,23H,1,5-10H2;1H;2*1H2/t14-,17+,18+,19-;;;/m1.../s1

InChI key

TXMZWEASFRBVKY-IOQDSZRYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Naloxone hydrochloride dihydrate has been used in:
  • isotonic saline and injected subcutaneously into experimental rats to study its involvement with withdrawal syndrome in morphine-dependent rats
  • as opioid receptor antagonist to examine the role of the endogenous opioid system in infantile amnesia for contextual fear
  • as a reference neutral antagonist to define the maximum effect (Emax) of the system

Biochem/physiol Actions

Competitive antagonist for μ, κ, δ, and σ opioid receptors; blocks the action of σ-agonists at opioid sites. Naloxone′s antagonistic effect last for about 45 min and thus, requires repeated dosage. It results in critical side effects such as pulmonary edema.

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.

Caution

Light sensitive.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Iris Bachmutsky et al.
eLife, 10 (2021-05-19)
Opioids are perhaps the most effective analgesics in medicine. However, between 1999 and 2018, over 400,000 people in the United States died from opioid overdose. Excessive opioids make breathing lethally slow and shallow, a side-effect called opioid-induced respiratory depression. This
Opiate withdrawal-induced place aversion lasts for up to 16 weeks
Stinus L, et al.
Psychopharmacology, 149(2), 115-120 (2000)
Jee Hyun Kim et al.
Learning & memory (Cold Spring Harbor, N.Y.), 16(3), 161-166 (2009-02-19)
Several recent studies report that neurotransmitters that are critically involved in extinction in adult rats are not important for extinction in young rats. Specifically, pretest injection of the gamma-aminobutryic acid (GABA) receptor inverse agonist FG7142 has no effect on extinction
Pharmacologic Profile of Naloxegol, a Peripherally Acting mu-Opioid Receptor Antagonist, for the Treatment of Opioid-Induced Constipation
Floettmann E, et al.
Journal of Pharmacology and Experimental Therapeutics, 361(2), 280-291 (2017)
Opioid receptors regulate retrieval of infant fear memories: Effects of naloxone on infantile amnesia.
Weber M, et al.
Behavioral Neuroscience, 120(3), 702-702 (2006)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service