Lipoic acid

Base Information

• Chemical Name: Lipoic acid
• CAS No.: 1200-22-2
• Deprecated CAS: 57828-26-9
• Molecular Formula: C8H14O2S2
• Molecular Weight: 206.33
• Hs Code.: 29349990
• European Community (EC) Number: 638-752-2
• UNII: VLL71EBS9Z
• DSSTox Substance ID: DTXSID20152651
• Nikkaji Number: J9.331I
• Wikipedia: Lipoic_acid
• Wikidata: Q27887203
• NCI Thesaurus Code: C171728
• Pharos Ligand ID: FWWQC89NSQGD
• Metabolomics Workbench ID: 1887
• ChEMBL ID: CHEMBL134342
• Mol file: 1200-22-2.mol

Synonyms:Acid, alpha-Lipoic;Alpha Lipogamma;alpha Lipoic Acid;Alpha Lipon Stada;alpha Liponaure Heumann;Alpha Liponsaure Sofotec;alpha Liponsaure von ct;Alpha Lippon AL;alpha Vibolex;Alpha-Lipogamma;alpha-Lipoic Acid;Alpha-Lipon Stada;alpha-Liponaure Heumann;Alpha-Liponsaure Sofotec;alpha-Liponsaure von ct;Alpha-Lippon AL;alpha-Vibolex;Alphaflam;AlphaLipogamma;AlphaLipon Stada;alphaLiponaure Heumann;AlphaLiponsaure Sofotec;alphaLiponsaure von ct;AlphaLippon AL;alphaVibolex;Azulipont;biomo lipon;biomo-lipon;biomolipon;duralipon;espa lipon;espa-lipon;espalipon;Fenint;Injekt, Thiogamma;Juthiac;Lipoic Acid;Liponsaure ratiopharm;Liponsaure-ratiopharm;Liponsaureratiopharm;MTW Alphaliponsaure;MTW-Alphaliponsaure;MTWAlphaliponsaure;Neurium;Pleomix Alpha;Pleomix Alpha N;Pleomix-Alpha;Pleomix-Alpha N;PleomixAlpha;PleomixAlpha N;Thioctacid;Thioctacide T;Thioctic Acid;Thiogamma Injekt;Thiogamma oral;Tromlipon;Verla Lipon;Verla-Lipon;VerlaLipon

Chemical Property of Lipoic acid

Chemical Property:

• Appearance/Colour: yellow crystalline solid
• Melting Point: 48-52 °C(lit.)
• Refractive Index: 114 ° (C=1, EtOH)
• Boiling Point: 362.5 °C at 760 mmHg
• PKA: 5.4(at 25℃)
• Flash Point: 173 °C
• PSA: 87.90000
• Density: 1.218 g/cm³
• LogP: 2.78510
• Storage Temp.: -20°C Freezer
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), DMSO
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 206.04352203
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

(R)-alpha-Lipoic Acid 98% ^*data from reagent suppliers

Safty Information:

• Statements: 22-36/38
• Safety Statements: 20-36-26-35

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CSSC1CCCCC(=O)O
• Isomeric SMILES: C1CSS[C@@H]1CCCCC(=O)O
• Recent ClinicalTrials: Lipoic Acid for Progressive Multiple Sclerosis (MS)
• Recent EU Clinical Trials: The effects of lipoic acid on glycaemic control in type 2 diabetes.
• Uses: α-Lipoic acid has been used as a reference standard for the analysis of α-lipoic acid in human plasma by high performance liquid chromatography coupled to electron capture detector (HPLC-ECD), in various food matrices and dietary supplements by HPLC combined with coulometric electrode array detector (CEAD) as well as electrospray ionization mass spectrometer (ESI-MS). It may be used as a reference standard for the determination of α-lipoic acid in human urine by isocratic reversed-phase HPLC and in α-lipoic acid capsules by HPLC with chemiluminescence detection.

Technology Process of Lipoic acid

There total 175 articles about Lipoic acid 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: 99.8%

(S)-6,8-dichlorooctanoic acid ethylester → (R)-1,2-dithiolane-3-pentanoic acid (1200-22-2)

Guidance literature:

(S)-6,8-dichlorooctanoic acid ethylester; With sodium sulfide; sulfur; In water; at 80 ℃; for 2h;

With water; sodium hydroxide; at 80 ℃; for 8h; Temperature;

Reference yield: 96.1%

[ethyl (5R)-5-(1,2-dithiolan-3yl)pentanoate] (104726-74-1) → (R)-1,2-dithiolane-3-pentanoic acid (1200-22-2)

Guidance literature:

With ethanol; water; sodium hydroxide; at 50 ℃; for 2h; Reagent/catalyst; Temperature;

Reference yield: 96.0%

(+)-isopropyl lipoate (97961-65-4) → (R)-1,2-dithiolane-3-pentanoic acid (1200-22-2)

Guidance literature:

With water; potassium carbonate; In methanol; at 22 ℃; for 40h;

DOI:10.1016/S0040-4039(00)98830-0

upstream raw materials:

Thioctic acid

(R)-6,8-dimercaptooctanoic acid

(S)-6,8-dimethylsulfonyloxyoctane-1-carboxylic acid

(+)-isopropyl lipoate

Downstream raw materials:

5-(R)-1ξ-oxo-1λ⁴-[1,2]dithiolan-3-yl-valeric acid

(R)-6,8-dimercaptooctanoic acid

C₂₂H₃₄N₂O₃S₂

(α)-2-(4-(5-(1,2-dithiolan-3-yl)pentanoyl)piperazin-1-yl)ethyl 4-acetoxy-3,5-dimethoxybenzoate

Refernces

Novel anti-Alzheimer phenol-lipoyl hybrids: Synthesis, physico-chemical characterization, and biological evaluation

10.1016/j.ejmech.2019.111880

This study investigates the development of 13 new phenol-lipoyl hybrids (SV1-13) as potential anti-Alzheimer agents. The researchers synthesized these hybrids by combining phenolic acids, such as caffeic and ferulic acids, with lipoic acid using various linkers. The phenolic acids and lipoic acid contribute antioxidant and anti-amyloid properties to the hybrids, which are designed to interact with multiple targets involved in Alzheimer's disease progression. The study evaluates the physico-chemical properties, stability in simulated gastrointestinal fluids and human plasma, and biological activities of these hybrids. The results show that SV5, SV9, and SV10 significantly protect SH-SY5Y cells against Aβ1-42-induced neurotoxicity, with SV9 and SV10 demonstrating remarkable antioxidant properties. However, SV5 exhibits the highest stability in human plasma and the best overall pharmacological profile, making it a promising candidate for further development as a multifunctional anti-Alzheimer agent.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 1200-22-2 (R)-(+)-1,2-Dithiolane-3-pentanoic acid

Send

Send

Metric Ton KG G Pound L ML

Send

Send