Dequalinium chloride

Base Information

• Chemical Name: Dequalinium chloride
• CAS No.: 522-51-0
• Molecular Formula: C30H40Cl2N4
• Molecular Weight: 527.58
• Hs Code.: 2933499090
• European Community (EC) Number: 208-330-9
• UNII: XYS8INN1I6
• DSSTox Substance ID: DTXSID3045144
• Wikipedia: Dequalinium
• NCI Thesaurus Code: C77046
• Pharos Ligand ID: FGXPF95WVFV4
• ChEMBL ID: CHEMBL121663
• Mol file: 522-51-0.mol

Synonyms:1,1'-Decamethylenebis[4-aminoquinaldiniumchloride] (6CI,7CI);Quinaldinium, 1,1'-decamethylenebis[4-amino-, dichloride(8CI);Quinolinium, 1,1'-(1,10-decanediyl)bis[4-amino-2-methyl-, dichloride(9CI);BADQ 10;Decamethylenebis[4-aminoquinaldinium chloride];Decamine (pharmaceutical);Decatylen;Dekamiln;Dequacets;Dequadin;Dequafungen;Dequavagyn;Dequavet;Eriosept;Fluomycin N;Ivazil;Optipect;Phylletten;Rumilet;Sentril;

Chemical Property of Dequalinium chloride

Chemical Property:

• Melting Point: ≥300 °C(lit.)
• PSA: 59.80000
• LogP: 1.34060
• Storage Temp.: 2-8°C
• Solubility.: Slightly soluble in water and in ethanol (96 per cent).
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 526.2630027
• Heavy Atom Count: 36
• Complexity: 532

Purity/Quality:

98% ^*data from raw suppliers

Dequalinium chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=[N+](C2=CC=CC=C2C(=C1)N)CCCCCCCCCC[N+]3=C(C=C(C4=CC=CC=C43)N)C.[Cl-].[Cl-]
• Recent ClinicalTrials: Comparison of Dequalinium Chloride (Fluomizin) vs Oral Metronidazole for the Treatment of Bacterial Vaginosis
• Recent EU Clinical Trials: Comparative study of the efficacy and safety of vaginally applied Dequalinium Chloride (10 mg) and orally applied Metronidazole (2 x 500 mg) in the treatment of bacterial vaginosis
• Description: MitoBloCK-12 (522-51-0) attenuates mitochondrial protein import (4-10 μM). Discovered in a screen of FDA-approved drugs. Blocks translocation of a mutant form of alanine: glyoxylate aminotransferase (AGT) to the mitochondria and restores AGT trafficking to peroxisomes.1?Also reduces oxalate accumulation and thus has potential to treat patients with primary hyperoxaluria 1 who possess mutations in AGT.1?Also displays antimicrobial activity2, inhibits apamin-sensitive K+?channels3?and induces apoptosis by inhibiting XIAP4.
• Uses: Bacteriostat, antiseptic. antiinfectant, antineoplastic Dequalinium Chloride is a quaternary ammonium cation and the active ingredient in various medications including antiseptic and anti-malarial agents.
• Therapeutic Function: Antiseptic, Antifungal

Technology Process of Dequalinium chloride

There total 3 articles about Dequalinium chloride 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: 89.0%

Dequalinium iodide → dequalinium chloride (522-51-0)

Guidance literature:

Dequalinium iodide; With hydrogenchloride; In water; at 60 - 80 ℃; for 1h; Industrial scale;

With dihydrogen peroxide; In water; at 50 ℃; for 1h; Reagent/catalyst; Temperature; Industrial scale;

Reference yield:

2-methyl-4-(N-(4-methoxy)benzylamine)quinolin → dequalinium chloride (522-51-0)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / 2.5 h / 80 °C

2: sulfolane / 12 h / 80 °C

3: hydrogenchloride / water / 1 h / 100 °C

With hydrogenchloride; trifluoroacetic acid; In sulfolane; water;

Reference yield:

4-chloro-2-methylquinoline (4295-06-1) → dequalinium chloride (522-51-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 2 h / 130 °C

2: trifluoroacetic acid / 2.5 h / 80 °C

3: sulfolane / 12 h / 80 °C

4: hydrogenchloride / water / 1 h / 100 °C

With hydrogenchloride; trifluoroacetic acid; In sulfolane; water;

upstream raw materials:

4-chloro-2-methylquinoline

Refernces

• 1、 -. "Dequalinium and preparation method thereof". Paragraph 0087-0088. . Retrieved 2017/07/06.