Naloxone methiodide

Base Information

• Chemical Name: Naloxone methiodide
• CAS No.: 93302-47-7
• Molecular Formula: C₂₀H₂₄NO₄*I
• Molecular Weight: 469.319
• European Community (EC) Number: 635-648-9
• ChEMBL ID: CHEMBL1514361
• Mol file: 93302-47-7.mol

Synonyms:aloxone methylbromide;methyl naloxonium chloride;Methylnaloxone;methylnaloxonium;methylnaloxonium bromide;methylnaloxonium bromide, (5alpha)-isomer;methylnaloxonium chloride;methylnaloxonium iodide;methylnaloxonium iodide, (5alpha)-isomer;methylnaloxonium sulfate (1:1), (5alpha)-isomer;methylnaloxonium, methyl sulfate, (5alpha)-isomer;N-Methylnaloxone;N-Methylnaloxone Bromide;Naloxone MB;naloxone methiodide;Naloxone Methobromide;naloxone methoiodide;naloxone methyl bromide;naloxone methyl iodide;ORG 10908;ORG-10908

Chemical Property of Naloxone methiodide

Chemical Property:

• PSA: 69.59000
• LogP: 2.84120
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 469.07501
• Heavy Atom Count: 26
• Complexity: 637

Purity/Quality:

97% ^*data from raw suppliers

Naloxone methiodide ≥98% (HPLC), solid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1(CCC23C4C(=O)CCC2(C1CC5=C3C(=C(C=C5)O)O4)O)CC=C.[I-]
• Isomeric SMILES: C[N+]1(CC[C@]23[C@@H]4C(=O)CC[C@]2([C@H]1CC5=C3C(=C(C=C5)O)O4)O)CC=C.[I-]
• Uses: Naloxone methiodide has been used as inhibitor of opioid receptor in fish and mice. Naloxone methiodide has been used to block opioid neurotransmission.

Technology Process of Naloxone methiodide

There total 1 articles about Naloxone methiodide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

Naloxone (465-65-6) + methyl iodide (74-88-4) → N-methylnaloxonium iodide (93302-47-7)

Guidance literature:

In acetone; at 70 ℃; for 88h;

DOI:10.1039/P29860000735

upstream raw materials:

Naloxone

methyl iodide

Refernces

Discovery of a Potent, Peripherally Selective trans-3,4-Dimethyl-4-(3-hydroxyphenyl)piperidine Opioid Antagonist for the Treatment of Gastrointestinal Motility Disorders

10.1021/jm00041a003

The study focuses on the development of a peripherally selective opioid antagonist for treating gastrointestinal (GI) motility disorders. The researchers conducted structure-activity relationship (SAR) studies on N-substituted-trans-3,4-dimethyl-4-(3-hydroxyphenyl)piperidines to identify a potent antagonist with high affinity for opioid receptors and selectivity for peripheral receptors. The compound 3 (LY246736) was discovered, which has high affinity for opioid receptors (Ki = 0.77, 40, and 4.4 nM for μ, κ, and δ receptors, respectively), is a potent μ receptor antagonist following parenteral and oral administration, and distributes selectively to peripheral receptors. This makes compound 3 suitable for clinical investigation of μ opioid receptor involvement in GI motility disorders. The study involved various chemicals, including the parent compound 2, the quaternary opioid antagonist naloxone methiodide (1), and the synthesized compounds 3, 10, 11, 12, 13, 14, and 15. The synthesis process and the roles of these chemicals in achieving the desired antagonist properties are detailed in the study.