Tìm theo
Troglitazone
Thuốc Gốc
Small Molecule
CAS: 97322-87-7
ATC: A10BG01
ĐG : Murfreesboro Pharmaceutical Nursing Supply , http://www.unitdosesupply.com
CTHH: C24H27NO5S
PTK: 441.54
Troglitazone was withdrawn in 2000 due to risk of hepatotoxicity. It was superseded by pioglitazone and rosiglitazone.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C24H27NO5S
Phân tử khối
441.54
Monoisotopic mass
441.160993669
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)
InChI Key
InChIKey=GXPHKUHSUJUWKP-UHFFFAOYSA-N
IUPAC Name
5-({4-[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl)methoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione
Traditional IUPAC Name
troglitazone
SMILES
CC1=C(C)C2=C(CCC(C)(COC3=CC=C(CC4SC(=O)NC4=O)C=C3)O2)C(C)=C1O
Độ tan chảy
184-186 °C
Độ hòa tan
1.21e-03 g/l
logP
3.6
logS
-5.6
pKa (strongest acidic)
6.61
pKa (Strongest Basic)
-4.6
PSA
84.86 Å2
Refractivity
120.99 m3·mol-1
Polarizability
47.08 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
5
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
4
Bioavailability
1
Ghose Filter
true
Dược Lực Học : Troglitazone is an oral antihyperglycemic agent which acts primarily by decreasing insulin resistance. Troglitazone is used in the management of type II diabetes (noninsulin-dependent diabetes mellitus (NIDDM) also known as adult-onset diabetes). It improves sensitivity to insulin in muscle and adipose tissue and inhibits hepatic gluconeogenesis. Troglitazone is not chemically or functionally related to either the sulfonylureas, the biguanides, or the g-glucosidase inhibitors. Troglitazone may be used concomitantly with a sulfonylurea or insulin to improve glycemic control.
Cơ Chế Tác Dụng : Troglitazone was withdrawn in 2000 due to risk of hepatotoxicity. It was superseded by pioglitazone and rosiglitazone. Troglitazone is a thiazolidinedione antidiabetic agent that lowers blood glucose by improving target cell response to insulin. It has a unique mechanism of action that is dependent on the presence of insulin for activity. Troglitazone decreases hepatic glucose output and increases insulin dependent glucose disposal in skeletal muscle. Its mechanism of action is thought to involve binding to nuclear receptors (PPAR) that regulate the transcription of a number of insulin responsive genes critical for the control of glucose and lipid metabolism. Troglitazone is a ligand to both PPARα and PPARγ, with a highter affinity for PPARγ. The drug also contains an α-tocopheroyl moiety, potentially giving it vitamin E-like activity. Troglitazone has been shown to reduce inflammation, and is associated with a decrase in nuclear factor kappa-B (NF-κB) and a concomitant increase in its inhibitor (IκB). NF-κB is an important cellular transcription regulator for the immune response. Unlike sulfonylureas, troglitazone is not an insulin secretagogue.
Dược Động Học :
▧ Absorption :
Absorbed rapidly. Food increases the extent of absorption by 30% to 85%.
▧ Protein binding :
> 99% (primarily to serum albumin)
▧ Metabolism :
A sulfate conjugate metabolite (Metabolite 1) and a quinone metabolite (Metabolite 3) have been detected in the plasma of healthy males. A glucuronide conjugate (Metabolite 2) has been detected in the urine and also in negligible amounts in the plasma. In healthy volunteers and in patients with type 2 diabetes, the steady-state concentration of Metabolite 1 is six to seven times that of troglitazone and Metabolite 3. In in vivo drug interaction studies, troglitazone has been shown to induce cytochrome P450 CYP3A4 at clinically relevant doses.
▧ Half Life :
16-34 hours
Chỉ Định : For the treatment of Type II diabetes mellitus. It is used alone or in combination with a sulfonylurea, metformin, or insulin as an adjunct to diet and exercise.
Tương Tác Thuốc :
Liều Lượng & Cách Dùng : Tablet - Oral
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Noscal
  • Công ty :
    Sản phẩm biệt dược : Resulin
  • Công ty :
    Sản phẩm biệt dược : Rezulin
  • Công ty :
    Sản phẩm biệt dược : Romozin
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00197
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5591
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46504655
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00395
ChemSpider
http://www.chemspider.com/Chemical-Structure.5389.html
PharmGKB
http://www.pharmgkb.org/drug/PA451799
Wikipedia
http://en.wikipedia.org/wiki/Troglitazone
RxList
http://www.rxlist.com/cgi/generic/troglitazone.htm
Drugs.com
http://www.drugs.com/mtm/troglitazone.html
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