Troglitazone

CAT: 0804-HY-50935-02Size: 10 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-50935-02Size:10 mg

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Description

Troglitazone is an orally active PPARγ agonist, with EC50s of 550 nM and 780 nM for human and murine PPARγ receptor, respectively. Troglitazone has anticancer activity, prevents and inhibits the development of type 2 diabetes.

CAS Number

97322-87-7

Product Name Alternative

CS-045

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Apoptosis; Autophagy; Ferroptosis; PPAR

Type

Reference compound

Related Pathways

Apoptosis; Autophagy; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor

Applications

Cancer-programmed cell death

Field of Research

Cancer; Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/troglitazone.html

Purity

99.78

Solubility

DMSO : 125 mg/mL (ultrasonic)

Smiles

O=C(SC1CC(C=C2)=CC=C2OCC3(C)OC(C(CC3)=C4C)=C(C)C(C)=C4O)NC1=O

Molecular Formula

C24H27NO5S

Molecular Weight

441.54

Precautions

H302, H315, H319, H335

References & Citations

[1]Willson TM, et al. The PPARs: from orphan receptors to drug discovery. J Med Chem. 2000 Feb 24;43 (4) :527-50.|[2]Fujita M, et al. In vitro and in vivo cytotoxicity of troglitazone in pancreatic cancer. J Exp Clin Cancer Res. 2017 Jul 3;36 (1) :91.|[3]Nazim UM, et al. PPARγ activation by troglitazone enhances human lung cancer cells to TRAIL-induced apoptosis via autophagy flux. Oncotarget. 2017 Apr 18;8 (16) :26819-26831.|[4]Knowler WC, et al. Prevention of type 2 diabetes with troglitazone in the Diabetes Prevention Program. Diabetes. 2005 Apr;54 (4) :1150-6.

Shipping Conditions

Blue Ice

Storage Conditions

-20°C, 3 years (Powder)

Scientific Category

Reference compound1

Clinical Information

Launched

Isoform

PPARγ

Chemical Information

Troglitazone

Troglitazone is a member of chromanes and a thiazolidinone. It has a role as a ferroptosis inhibitor, an antioxidant, a hypoglycemic agent, an antineoplastic agent, a vasodilator agent, an anticonvulsant, an anticoagulant, a platelet aggregation inhibitor and an EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor.

CAS Number	97322-87-7
PubChem CID	5591
IUPAC Name	5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromen-2-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
Molecular Formula	C24H27NO5S
Molecular Weight	441.5
XLogP	5.1
Topological Polar Surface Area	110
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Heavy Atom Count	31
Formal Charge	0
Complexity	681

SMILES

CC1=C(C2=C(CCC(O2)(C)COC3=CC=C(C=C3)CC4C(=O)NC(=O)S4)C(=C1O)C)C

InChI

InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)

InChIKey

GXPHKUHSUJUWKP-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 97322-87-7

CID: 5591

Formula: C24H27NO5S

MW: 441.5

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	441.5
XLogP3	5.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Exact Mass	441.16099414
Monoisotopic Mass	441.16099414
Topological Polar Surface Area	110 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	681
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
T3170-01	Troglitazone

Troglitazone

Chemical Information

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