Troglitazone

Troglitazone
Clinical data
Trade names	Rezulin, Resulin, Romozin, Noscal
Routes of; administration	By mouth (tablets)
ATC code	A10BG01 (WHO) ;
Legal status
Legal status	Production and promotion ceased;
Pharmacokinetic data
Elimination half-life	16–34 hours
Identifiers
	IUPAC name (RS)-5-(4-[(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]benzyl)thiazolidine-2,4-dione;
CAS Number	97322-87-7 ;
PubChem CID	5591;
IUPHAR/BPS	2693;
DrugBank	DB00197 ;
ChemSpider	5389 ;
UNII	I66ZZ0ZN0E;
KEGG	D00395 ;
ChEBI	CHEBI:9753 ;
ChEMBL	ChEMBL408 ;
CompTox Dashboard (EPA)	DTXSID8023719 ;
Chemical and physical data
Formula	C24H27NO5S
Molar mass	441.54 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	184 to 186 °C (363 to 367 °F)
	SMILES O=C1NC(=O)SC1Cc4ccc(OCC3(Oc2c(c(c(O)c(c2CC3)C)C)C)C)cc4;
	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) ; Key:GXPHKUHSUJUWKP-UHFFFAOYSA-N ;
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Troglitazone is an antidiabetic and anti-inflammatory drug, and a member of the drug class of the thiazolidinediones. It was prescribed for people with diabetes mellitus type 2.

It was patented in 1983 and approved for medical use in 1997. It was subsequently withdrawn.

Clinical data

Trade names	Rezulin, Resulin, Romozin, Noscal
Routes of administration	By mouth (tablets)
ATC code	A10BG01 (WHO)
Legal status
Legal status	Production and promotion ceased
Pharmacokinetic data
Elimination half-life	16–34 hours
Identifiers
IUPAC name (RS)-5-(4-[(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]benzyl)thiazolidine-2,4-dione
CAS Number	97322-87-7^N
PubChem CID	5591
IUPHAR/BPS	2693
DrugBank	DB00197^Y
ChemSpider	5389^Y
UNII	I66ZZ0ZN0E
KEGG	D00395^Y
ChEBI	CHEBI:9753^Y
ChEMBL	ChEMBL408^Y
CompTox Dashboard (EPA)	DTXSID8023719
Chemical and physical data
Formula	C₂₄H₂₇NO₅S
Molar mass	441.54 g·mol⁻¹
3D model (JSmol)	Interactive image
Melting point	184 to 186 °C (363 to 367 °F)
SMILES O=C1NC(=O)SC1Cc4ccc(OCC3(Oc2c(c(c(O)c(c2CC3)C)C)C)C)cc4
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)^Y Key:GXPHKUHSUJUWKP-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)