CAS 146062-44-4

Hydroxypioglitazone

Description:

Hydroxypioglitazone is a chemical compound that belongs to the class of thiazolidinediones, which are primarily used in the management of type 2 diabetes mellitus. It is a derivative of pioglitazone, functioning as an agonist of the peroxisome proliferator-activated receptor gamma (PPAR-γ), which plays a crucial role in glucose and lipid metabolism. Hydroxypioglitazone exhibits anti-inflammatory and insulin-sensitizing properties, making it beneficial for improving insulin sensitivity and glycemic control. The compound is characterized by its ability to enhance glucose uptake in adipose tissue and muscle, thereby lowering blood sugar levels. Additionally, it may have effects on lipid profiles by reducing triglycerides and increasing high-density lipoprotein (HDL) cholesterol. Hydroxypioglitazone is typically administered orally and may be used in combination with other antidiabetic agents. As with other thiazolidinediones, potential side effects include weight gain, edema, and an increased risk of heart failure, necessitating careful monitoring in patients.

Formula: C₁₉H₂₀N₂O₄S

InChI: InChI=1/C19H20N2O4S/c1-12(22)14-4-5-15(20-11-14)8-9-25-16-6-2-13(3-7-16)10-17-18(23)21-19(24)26-17/h2-7,11-12,17,22H,8-10H2,1H3,(H,21,23,24)

SMILES: CC(c1ccc(CCOc2ccc(cc2)CC2C(=NC(=O)S2)O)nc1)O

Synonyms:

• 5-[[4-[2-[5-(1-Hydroxyethyl)-2-Pyridinyl]Ethoxy] Phenyl]Methyl]-2,4-Thiazolidinedione
• Hydroxy Pioglitazone (M-IV)
• Pioglitazone, hydroxy M-IV
• 5-(4-{2-[5-(1-Hydroxyethyl)Pyridin-2-Yl]Ethoxy}Benzyl)-1,3-Thiazolidine-2,4-Dione

2,4-Thiazolidinedione, 5-[[4-[2-[5-(1-hydroxyethyl)-2-pyridinyl]ethoxy]phenyl]methyl]-

CAS: 146062-44-4

Formula: C₁₉H₂₀N₂O₄S

Color and Shape: Solid

Molecular weight: 372.4381

Ref: IN-DA001DN1

Hydroxy Pioglitazone M-IV

CAS: 146062-44-4

Formula: C₁₉H₂₀N₂O₄S

Color and Shape: White To Off-White Solid

Molecular weight: 372.44

Ref: 4Z-P-101

Leriglitazone

CAS: 146062-44-4

Leriglitazone, pioglitazone's metabolite, is a PPARγ agonist (Ki:1.2μM, EC50:680nM), enhancing transcription and stabilizing AF-2.

Formula: C₁₉H₂₀N₂O₄S

Purity: 98%

Color and Shape: Solid

Molecular weight: 372.44

Ref: TM-T15736

Hydroxy Pioglitazone

CAS: 146062-44-4

Formula: C₁₉H₂₀N₂O₄S

Molecular weight: 372.44

Ref: ST-EA-CP-P7008

Hydroxy Pioglitazone (M-IV)

Controlled Product

CAS: 146062-44-4

Applications A metabolite of Pioglitazone (P471000).
References Tanis, S.P., et al.: J. Med. Chem., 39, 5053 (1999)

Formula: C₁₉H₂₀N₂O₄S

Color and Shape: Neat

Molecular weight: 372.44

Ref: TR-H952075

Hydroxy pioglitazone (M-IV)

CAS: 146062-44-4

Hydroxy pioglitazone (M-IV) is a derivative of the antidiabetic agent pioglitazone. It is a hydroxy derivative that has been shown to inhibit mitochondrial fatty acid synthesis and increase mitochondrial membrane potential. This drug also inhibits the activity of enzymes involved in fatty acid synthesis, including the enzyme acetyl coenzyme A carboxylase, thereby reducing the production of fatty acids. The hydroxy derivative of pioglitazone has been shown to have an improved pharmacokinetic profile when compared with its parent compound.

Formula: C₁₉H₂₀N₂O₄S

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 372.44 g/mol

Ref: 3D-FH24088