Netoglitazone

Netoglitazone
Clinical data
ATC code	None;
Identifiers
	IUPAC name 5-[(6-[(2-Fluorophenyl)methoxy]naphthalen-2-yl)methyl]-1,3-thiazolidine-2,4-dione;
CAS Number	161600-01-7 ;
PubChem CID	204109;
IUPHAR/BPS	2707;
DrugBank	DB09199;
ChemSpider	176806 ;
UNII	QOV2JZ647A;
KEGG	D05150 ;
CompTox Dashboard (EPA)	DTXSID5043712 ;
ECHA InfoCard	100.233.314
Chemical and physical data
Formula	C21H16FNO3S
Molar mass	381.42 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1=CC=C(C(=C1)COC2=CC3=C(C=C2)C=C(C=C3)CC4C(=O)NC(=O)S4)F;
	InChI InChI=1S/C21H16FNO3S/c22-18-4-2-1-3-16(18)12-26-17-8-7-14-9-13(5-6-15(14)11-17)10-19-20(24)23-21(25)27-19/h1-9,11,19H,10,12H2,(H,23,24,25) ; Key:PKWDZWYVIHVNKS-UHFFFAOYSA-N ;
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Netoglitazone (also called MCC-555) is a hypoglycemic agent belonging to the thiazolidinedione group.^[1] Netoglitazone is more than 50 times more powerful in decreasing blood glucose levels in type two diabetes than rosiglitazone, but is ten times less potent that rosiglitazone in adipogenesis. It is not used medically.

References

↑ Lazarenko OP, Rzonca SO, Suva LJ, Lecka-Czernik B (January 2006). "Netoglitazone is a PPAR-gamma ligand with selective effects on bone and fat". Bone. 38 (1): 74–84. doi:10.1016/j.bone.2005.07.008. PMC 1850100. PMID 16137931.

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[1] Lazarenko OP, Rzonca SO, Suva LJ, Lecka-Czernik B (January 2006). "Netoglitazone is a PPAR-gamma ligand with selective effects on bone and fat". Bone. 38 (1): 74–84. doi:10.1016/j.bone.2005.07.008. PMC 1850100. PMID 16137931.

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v t e PPARTooltip Peroxisome proliferator-activated receptor modulators
PPARαTooltip Peroxisome proliferator-activated receptor alpha	Agonists: 15-HETE 15-HpETE Aleglitazar Aluminium clofibrate Arachidonic acid Bezafibrate Chiglitazar Clofibrate CP-775146 Daidzein DHEA (prasterone) (in rodents) Elafibranor Etomoxir Fenofibrate Genistein Gemfibrozil GW-7647 Lanifibranor Leukotriene B₄ LG-101506 LG-100754 Lobeglitazone Muraglitazar Oleylethanolamide Palmitoylethanolamide Pemafibrate Perfluorononanoic acid Perfluorooctanoic acid Pioglitazone Saroglitazar Sodelglitazar Tesaglitazar Tetradecylthioacetic acid Troglitazone WY-14643 Antagonists: GW-6471 MK-886
PPARδTooltip Peroxisome proliferator-activated receptor delta	Agonists: 15-HETE 15-HpETE Arachidonic acid Bezafibrate Bocidelpar Daidzein Elafibranor Fonadelpar Genistein GW-0742 GW-501516 L-165,041 Lanifibranor LG-101506 Seladelpar Sodelglitazar Tetradecylthioacetic acid Tianeptine Estianeptine Antagonists: FH-535 GSK-0660 GSK-3787
PPARγTooltip Peroxisome proliferator-activated receptor gamma	Agonists: 5-Oxo-ETE 5-Oxo-15-hydroxy-ETE 15-Deoxy-Δ^12,14-prostaglandin J₂ 15-HETE 15-HpETE Aleglitazar Arachidonic acid Balaglitazone Berberine Bezafibrate Cannabidiol Cevoglitazar Chiglitazar Ciglitazone Daidzein Darglitazone Edaglitazone Efatutazone EHP-102 (VCE-003.2) Englitazone Etalocib Farglitazar Genistein GW-1929 Ibuprofen Imiglitazar Indeglitazar Lanifibranor LG-100268 LG-100754 LG-101506 Lobeglitazone Muraglitazar (muroglitazar) nTZDpa Naveglitazar Netoglitazone Oxeglitazar Peliglitazar Pemaglitazar Perfluorononanoic acid Pioglitazone Prostaglandin J₂ Ragaglitazar Reglitazar Rivoglitazone Rosiglitazone RS5444 Saroglitazar Sipoglitazar Sodelglitazar Telmisartan Tesaglitazar Tianeptine Estianeptine Troglitazone SPPARMsTooltip Selective PPARγ modulator: BADGE EPI-001 INT-131 MK-0533 S26948 Antagonists: FH-535 GW-9662 SR-202 T-0070907 Unknown: SR-1664
Non-selective	Agonists: Ciprofibrate Clinofibrate Clofibride Englitazone Etofibrate Farglitazar Netoglitazone Ronifibrate Rivoglitazone Simfibrate
See also Receptor/signaling modulators