Visomitin

Base Information

• Chemical Name: Visomitin
• CAS No.: 934826-68-3
• Molecular Formula: Br*C₃₆H₄₂O₂P
• Molecular Weight: 617.606
• UNII: 7B14500J3E
• ChEMBL ID: CHEMBL5219130
• Wikidata: Q27896317
• Mol file: 934826-68-3.mol

Synonyms:Visomitin

Chemical Property of Visomitin

Chemical Property:

• Appearance/Colour: Yellow to light brown in ethanol solution (SKQ1, in pure form is a yellow to brown waxy / sticky and highly hydroscopic solid)
• PSA: 47.73000
• LogP: 4.91000
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 616.21058
• Heavy Atom Count: 40
• Complexity: 804

Purity/Quality:

97% ^*data from raw suppliers

Visomitin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)C(=CC1=O)CCCCCCCCCC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)C.[Br-]
• Recent ClinicalTrials: Vehicle-Controlled Study of SkQ1 as Treatment for Dry-eye Syndrome
• Description: SKQ1 (bromide) is a mitochondria-targeted antioxidant that decreases transmembrane potential and production of reactive oxygen species (ROS). SKQ1 prevents neuronal loss and synaptic damage in a rat model of spontaneous Alzheimer’s disease, as well as decreases severity of arthritic lesions in rats. SKQ1 slows development of age-related ocular pathologies in murine, porcine, bovine, and canine model systems. It also prevents acute phenoptosis following rhabdomyolysis, stroke, and myocardial infarction.
• Uses: Visomitin is a mitochondria-targeted antioxidant with the ability to delay some manifestations of aging.

Technology Process of Visomitin

There total 6 articles about Visomitin 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: 35.0%

2,3-dimethyl-1,4-benzoquinone (526-86-3) + (11-carboxyundecyl)triphenylphosphonium bromide (7530-96-3) → 2,3-dimethyl-1,4-benzoquinon-5-decyl-triphenylphosphonium bromide (934826-68-3)

Guidance literature:

With ammonium peroxydisulfate; silver nitrate; In water; acetonitrile; at 80 - 90 ℃; for 12h;

Reference yield:

2,3-dimethyl-5-(10'-bromodecyl)-1,4-benzoquinone (128209-65-4) + triphenylphosphine (603-35-0) → 2,3-dimethyl-1,4-benzoquinon-5-decyl-triphenylphosphonium bromide (934826-68-3)

Guidance literature:

With oxygen;

Reference yield:

2,3-Dimethylphenol (526-75-0) → 2,3-dimethyl-1,4-benzoquinon-5-decyl-triphenylphosphonium bromide (934826-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Jones reagent / diethyl ether / 24 h

2: silver nitrate; ammonium peroxydisulfate / acetonitrile; water / 12 h / 80 - 90 °C

With ammonium peroxydisulfate; Jones reagent; silver nitrate; In diethyl ether; water; acetonitrile;

upstream raw materials:

2,3-dimethyl-5-(10'-bromodecyl)-1,4-benzoquinone

triphenylphosphine

2,3-Dimethylphenol

11-bromoundecanoic acid