CAS 940-69-2

Lipoamide

Description:

Lipoamide, also known as lipoic acid amide, is a biochemical compound characterized by its role as a cofactor in various enzymatic reactions, particularly in the metabolism of carbohydrates and fatty acids. It is a derivative of lipoic acid, featuring an amide functional group that enhances its solubility and reactivity. Lipoamide is known for its antioxidant properties, helping to neutralize free radicals and protect cells from oxidative stress. It plays a crucial role in the pyruvate dehydrogenase and alpha-ketoglutarate dehydrogenase complexes, facilitating the conversion of pyruvate to acetyl-CoA and the decarboxylation of alpha-ketoglutarate, respectively. The compound is typically found in the mitochondria of cells and is essential for energy production. Additionally, lipoamide can participate in redox reactions, undergoing reversible oxidation and reduction, which is vital for its function in metabolic pathways. Its CAS number, 940-69-2, identifies it uniquely in chemical databases, aiding in research and application in biochemistry and pharmacology.

Formula: C₈H₁₅NOS₂

InChI: InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)

InChI key: InChIKey=FCCDDURTIIUXBY-UHFFFAOYSA-N

SMILES: C(CCCC(N)=O)C1CCSS1

Synonyms:

• (+/-)-Alpha-Lipoamide
• (±)-1,2-Dithiolane-3-pentanamide
• (±)-1,2-Dithiolane-3-valeramide
• (±)-Thioctic acid amide
• 1,2-Dithiolane-3-valeramide~DL-6,8-Dithiooctanoic acid amide~alpha-Lipoic acid amide
• 5-(1,2-Dithiolan-3-Yl)Valeramide
• 5-(1,2-Dithiolan-3-yl)pentanamide
• 5-[(3R)-1,2-dithiolan-3-yl]pentanamide
• <span class="text-smallcaps">D</smallcap><smallcap>L</span>-α-Lipoic acid amide
• <span class="text-smallcaps">DL</span>-6,8-Thioctamide
• <span class="text-smallcaps">DL</span>-Lipoamide
• Bis-(1-phenyltetrazole-5-yl)-disulfide
• Lipamide
• Lipoacin
• Lipoamid
• Lipoamide
• Lipoicin
• NSC 90787
• N~6~-[5-(1,2-dithiolan-3-yl)pentanoyl]lysine
• Pathoclon
• Thioami
• Thioctamid
• Thioctamide
• Thioctic amide
• Thiotomin
• Ticolin
• Vitamin N
• α-Lipamide

Dl-5-(1,2-dithiolan-3-yl)valeramide

CAS: 940-69-2

Formula: C₈H₁₅NOS₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 205.3408

Ref: IN-DA003M2Z

Thioctamide

CAS: 940-69-2

Formula: C₈H₁₅NOS₂

Molecular weight: 205.34

Ref: 7W-GP0563

5-(1,2-Dithiolan-3-Yl)Pentanamide

CAS: 940-69-2

5-(1,2-Dithiolan-3-Yl)Pentanamide

Purity: 98%

Molecular weight: 205.34g/mol

Ref: 54-OR1011692

Thioctic Acid Impurity 19

CAS: 940-69-2

Formula: C₈H₁₅NOS₂

Molecular weight: 205.33

Ref: 4Z-T-8824

Thioctamide

CAS: 940-69-2

Thioctamide is a drug that belongs to the class of drugs called sulfonylureas. It is an anti-diabetic drug that has been used for the treatment of insulin-resistant type II diabetes. Thioctamide binds to mitochondrial dehydrogenases and lipoamidases, inhibiting mitochondrial functions and energy metabolism. This leads to a decrease in cellular ATP levels, which can be measured by electrochemical impedance spectroscopy (EIS). The effects of thioctamide on cells can also be determined by examining the response of cells to different concentrations of thioctamide using a cell viability assay. This drug has been shown to inhibit the growth of HL60 cells, with IC50 values ranging from 2.6 µM to 6.4 µM depending on concentration. Thioctamide inhibits the expression of toll-like receptor 4 (TLR4) and integrin receptor β1 in HL60 cells, which may be due to its ability to act

Formula: C₈H₁₅NOS₂

Purity: Min. 95 Area-%

Color and Shape: Slightly Yellow Powder

Molecular weight: 205.34 g/mol

Ref: 3D-FT40952

5-(1,2-Dithiolan-3-yl)pentanamide

CAS: 940-69-2

Formula: C₈H₁₅NOS₂

Purity: 98%

Molecular weight: 205.33

Ref: 10-F241825

(±)-a-Lipoamide

Controlled Product

CAS: 940-69-2

Applications (±)-α-Lipoamide may be used in treatment of insulin resistance by stimulating mitochondrial biogenesis. When used in combination with Alprostadil, it has shown to have a good therapeutic effect on early diabetic nephropathy.
References Shen, W., et al.: MCBU, 31, 93 (2012); Li, Z., et al.: Chongqing Yixue, 40, 2514 (2011);

Formula: C₈H₁₅NOS₂

Color and Shape: Neat

Molecular weight: 205.34

Ref: TR-L468710

Thioctic Acid Impurity 19

CAS: 940-69-2

Formula: C₈H₁₅NOS₂

Molecular weight: 205.33

Ref: ST-EA-CP-T110057