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C3974

Ciglitizone

≥98% (HPLC)

Synonym(s):

(±)-5-[4-(1-Methylcyclohexylmethoxy)benzyl]thiazolidine-2,4-dione, Ciglitazone

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About This Item

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
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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)

Application

Ciglitizone has been used as a proliferator-activated receptor γ (PPARγ) agonist:
  • to study its effects on cell proliferation in human melanocytes
  • to study its effects on pigmentation and migration of human melanocytes

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

Biochem/physiol Actions

Ciglitizone belongs to the class of thiazolidinediones and is a peroxisome proliferator-activated receptor γ (PPARγ) agonist. 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.

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.

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)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ8935
MKCJ5211
MKBT4779V
MKBR9118V
099K1370V

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Articles

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Global Trade Item Number

SKUGTIN
C3974-5MG04061832954158