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Merck

N7758

Naloxone hydrochloride dihydrate

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

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About This Item

Fórmula empírica (notación de Hill):
C19H21NO4 · HCl · 2H2O
Número CAS:
51481-60-8
Peso molecular:
399.87
NACRES:
NA.77
PubChem Substance ID:
24278050
UNSPSC Code:
12352200
MDL number:
MFCD00150901
Beilstein/REAXYS Number:
6260807

Nombre del producto

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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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

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

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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Certificados de análisis (COA)

Lot/Batch Number
0000486132
0000486134
0000486134
0000486132
0000467017

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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
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)
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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Product Information Sheet - N7758

Product Information Sheet

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