N7758

Naloxone hydrochloride dihydrate

Name: Naloxone hydrochloride dihydrate
Brand: SIGMA

≥98% (TLC and titration), μ, κ, δ, and σ opioid receptor antagonist, powder

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About This Item

Formule empirique (notation de Hill) :

C₁₉H₂₁NO₄ · HCl · 2H₂O

Numéro CAS:

51481-60-8

Poids moléculaire :

399.87

NACRES:

NA.77

PubChem Substance ID:

24278050

UNSPSC Code:

12352200

MDL number:

MFCD00150901

Beilstein/REAXYS Number:

6260807

Nom du produit

Naloxone hydrochloride dihydrate, ≥98% (TLC and titration), powder

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

SMILES string

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

InChI key

TXMZWEASFRBVKY-IOQDSZRYSA-N

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

Quality Level

200

Gene Information

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

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Catégories apparentées

Bioactive Small Molecules

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.

Disclaimer

Light sensitive.

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.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number

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Consulter la Bibliothèque de documents

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)

The effect of the mu-opioid receptor antagonist naloxone on extinction of conditioned fear in the developing rat.

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

ß-arrestin 2 germline knockout does not attenuate opioid respiratory depression.

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)

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)

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Contenu apparenté

Product Information Sheet - N7758

Product Information Sheet

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