Thioctic acid

Base Information Edit

Chemical Name:Thioctic acid
CAS No.:1077-28-7
Deprecated CAS:62-46-4,27779-68-6,27779-68-6
Molecular Formula:C8H14O2S2
Molecular Weight:206.32
Hs Code.:29349990
European Community (EC) Number:214-071-2,200-534-6
NSC Number:758651,90788
UNII:73Y7P0K73Y
DSSTox Substance ID:DTXSID7025508
Nikkaji Number:J38.321J
Wikipedia:Lipoic_acid
Wikidata:Q312229
NCI Thesaurus Code:C61595
RXCUI:6417
ChEMBL ID:CHEMBL33864
Mol file:1077-28-7.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

Suppliers and Price of Thioctic acid

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
racα-LipoicAcid
10g
$ 75.00

TRC
racα-LipoicAcid
5g
$ 70.00

TCI Chemical
DL-alpha-Lipoic Acid >99.0%(T)
5g
$ 64.00

TCI Chemical
DL-alpha-Lipoic Acid >99.0%(T)
25g
$ 196.00

Sigma-Aldrich
(±)-α-Lipoic acid synthetic, ≥99% (titration), powder
50g
$ 503.00

Sigma-Aldrich
(±)-α-Lipoic acid ≥98.0%
25 g
$ 288.00

Sigma-Aldrich
Thioctic acid European Pharmacopoeia (EP) Reference Standard
y0000546
$ 190.00

Sigma-Aldrich
Thioctic acid containing impurity B European Pharmacopoeia (EP) Reference Standard
y0000545
$ 190.00

Sigma-Aldrich
Thioctic acid for system suitability European Pharmacopoeia (EP) Reference Standard
y0000592
$ 190.00

Sigma-Aldrich
Alpha Lipoic Acid United States Pharmacopeia (USP) Reference Standard
500mg
$ 325.00

Total 289 raw suppliers

Chemical Property of Thioctic acid Edit

Chemical Property:

Appearance/Colour:light yellow to yellow powder
Melting Point:60-62 °C
Refractive Index:1.5200 (estimate)
Boiling Point:362.5 °C at 760 mmHg
PKA:4.75±0.10(Predicted)
Flash Point:173 °C
PSA：87.90000
Density:1.218 g/cm³
LogP:2.78510
Storage Temp.:2-8°C
Solubility.:ethanol: 50 mg/mL
Water Solubility.:0.9 g/L (20 ºC)
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%, ^*data from raw suppliers

racα-LipoicAcid ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xn
Hazard Codes:Xn
Statements: 22-20/21/22
Safety Statements: 37/39-26-24/25-36-36/37/39

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CSSC1CCCCC(=O)O
Recent ClinicalTrials:Improving 24-hour Blood Pressure in Obstructive Sleep Apnea
Recent EU Clinical Trials:Sensory Motor Neuropathies of the sciatic nerve: a comparative evaluation of dextrorotatory enantiomer of thioctic acid and acetyl-L-carnitine.
Chemical Properties Thioctic acid is a dithiol eight-carbon molecule with a chiral center which induces its isomerization into two optical enantiomers: (+) thioctic acid, the eutomer and (鈭?) thioctic acid. The production of both two isomers occurs during non-enantioselective chemical (nonbiologic) synthesis.
Antioxidant and Therapeutic Agent Thioctic acid demonstrates strong antioxidant activity by scavenging free radicals, restoring endogenous antioxidant molecules, and chelating metal ions, thereby reducing the production of reactive oxygen species. It is therapeutically attractive for combating oxidative stress underlying various disease processes such as polyneuropathies, diabetes complications, hepatopathies, and hypertension.
Cofactor for Mitochondrial Enzymes Thioctic Acid, particularly the biologically active (+) enantiomer, serves as a cofactor for critical mitochondrial enzymes, including pyruvate dehydrogenase (PDH), branched chain 伪-keto-acid dehydrogenase (KDH), and 伪-ketoglutarate dehydrogenase (KGDH). As a cofactor, Thioctic Acid plays a role in the synthesis and degradation of glycine within mitochondrial complexes. It's amide linkage to lysine residues enables it to facilitate the activity of these enzymes.
Skin Wound Healing and Antibacterial Adhesive Thioctic acid, in combination with tannic acid, forms a supramolecular hydrogel that serves as an adhesive for skin wound healing. The hydrogel exhibits self-healing and injectable properties, as well as antibacterial activity against Methicillin-resistant Staphylococcus aureus, making it suitable for wound healing applications.
Other Uses Uses in Solid-State Batteries: Thioctic acid-functionalized hybrid network electrolyte was designed and synthesized for use in solid-state batteries in some studies.
Endothelioprotective Property: Thioctic acid, in combination with rosuvastatin, demonstrates endothelioprotective effects in models of nitric oxide deficiency-induced endothelial dysfunction.

Technology Process of Thioctic acid

There total 105 articles about Thioctic 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: 70.0%