C3974

Ciglitizone

≥98% (HPLC)

• Synonym(s): (±)-5-[4-(1-Methylcyclohexylmethoxy)benzyl]thiazolidine-2,4-dione, Ciglitazone
• Empirical Formula (Hill Notation): C₁₈H₂₃NO₃S
• CAS Number: 74772-77-3
• Molecular Weight: 333.45
• NACRES: NA.77
• PubChem Substance ID: 24892661
• UNSPSC Code: 12352200
• MDL number: MFCD00865499
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• originator: Takeda
• SMILES string: CC1(CCCCC1)COc2ccc(CC3SC(=O)NC3=O)cc2
• InChI: 1S/C18H23NO3S/c1-18(9-3-2-4-10-18)12-22-14-7-5-13(6-8-14)11-15-16(20)19-17(21)23-15/h5-8,15H,2-4,9-12H2,1H3,(H,19,20,21)
• InChI key: YZFWTZACSRHJQD-UHFFFAOYSA-N
• Gene Information: human ... PPARG(5468) ; mouse ... Pparg(19016)

Description

Application

Ciglitizone has been used as a proliferator-activated receptor γ (PPARγ) agonist:

• to study its effects on cell proliferation in human melanocytes[1]
• to study its effects on pigmentation and migration of human melanocytes[2]

It also may be used to study its effects on cell cycle and apoptosis in monocytic cells[3].

Biochem/physiol Actions

Ciglitizone belongs to the class of thiazolidinediones and is a peroxisome proliferator-activated receptor γ (PPARγ) agonist.[4][5] It exhibits anti-diabetic activity. Ciglitizone has the potential to treat tumor necrosis factor α (TNFα)-related apoptosis-inducing ligand (TRAIL)-refractory high-grade urothelial cancers.[6]

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by Takeda. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)