N7758

Naloxone hydrochloride dihydrate

≥98% (TLC and titration), powder

• Empirical Formula (Hill Notation): C₁₉H₂₁NO₄ · HCl · 2H₂O
• CAS Number: 51481-60-8
• Molecular Weight: 399.87
• Beilstein: 6260807
• MDL number: MFCD00150901
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278050
• NACRES: NA.77

Properties

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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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