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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

Empirical Formula (Hill Notation):
C19H21NO4 · HCl · 2H2O
CAS Number:
Molecular Weight:
399.87
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
6260807
Assay:
≥98% (TLC and titration)
Form:
powder
Quality level:
Technical Service
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Product Name

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

Quality Level

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

Gene Information

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.

Disclaimer

Light sensitive.


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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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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Related Content

Product Information Sheet


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
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)
Opiate withdrawal-induced place aversion lasts for up to 16 weeks
Stinus L, et al.
Psychopharmacology, 149(2), 115-120 (2000)