Aleglitazar

Modify Date: 2024-01-02 13:44:26

Aleglitazar Structure
Aleglitazar structure
Common Name Aleglitazar
CAS Number 475479-34-6 Molecular Weight 437.50800
Density 1.29 Boiling Point 665.151ºC at 760 mmHg
Molecular Formula C24H23NO5S Melting Point N/A
MSDS N/A Flash Point 356.071ºC

 Use of Aleglitazar


Aleglitazar(R1439; RO-0728804) is a new dual PPAR-α/γ agonist with IC50 of 2.8 nM/4.6 nM.IC50 Value: 2.8 nM(PPAR-α); 4.6 nM(PPAR-γ)Target: PPARα/γAleglitazar (R1439) is a dual peroxisome proliferator-activated receptor (PPAR) agonist, with affinity to PPARα and PPARγ. Aleglitazar is being developed for the treatment of type II diabetes; It is currently in phase III clinical trials. In preliminary clinical studies, Aleglitazar has been demonstrated to improve hyperglycemia and dyslipidemia in patients with type 2 diabetes mellitus. Aleglitazar has beneficial effects on both lipid and glucose parameters and may have a therapeutic role in modifying cardiovascular risk factors and improving glycemic control in patients with T2DM. Aleglitazar combines the lipid benefits of fibrates and the insulin-sensitizing benefits of thiazolidinediones.

 Names

Name (2S)-2-methoxy-3-[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]-1-benzothiophen-7-yl]propanoic acid
Synonym More Synonyms

 Aleglitazar Biological Activity

Description Aleglitazar(R1439; RO-0728804) is a new dual PPAR-α/γ agonist with IC50 of 2.8 nM/4.6 nM.IC50 Value: 2.8 nM(PPAR-α); 4.6 nM(PPAR-γ)Target: PPARα/γAleglitazar (R1439) is a dual peroxisome proliferator-activated receptor (PPAR) agonist, with affinity to PPARα and PPARγ. Aleglitazar is being developed for the treatment of type II diabetes; It is currently in phase III clinical trials. In preliminary clinical studies, Aleglitazar has been demonstrated to improve hyperglycemia and dyslipidemia in patients with type 2 diabetes mellitus. Aleglitazar has beneficial effects on both lipid and glucose parameters and may have a therapeutic role in modifying cardiovascular risk factors and improving glycemic control in patients with T2DM. Aleglitazar combines the lipid benefits of fibrates and the insulin-sensitizing benefits of thiazolidinediones.
Related Catalog
Target

PPARγ:19 nM (IC50)

PPARα:38 nM (IC50)

References

[1]. Bénardeau A, Verry P, Atzpodien EA, et al. Effects of the dual PPAR-α/γ agonist aleglitazar on glycaemic control and organ protection in the Zucker diabetic fatty rat. Diabetes Obes Metab. 2013 Feb;15(2):164-74.

[2]. Younk LM, Uhl L, Davis SN. Pharmacokinetics, efficacy and safety of aleglitazar for the treatment of type 2 diabetes with high cardiovascular risk. Expert Opin Drug Metab Toxicol. 2011 Jun;7(6):753-63.

[3]. Foley-Comer AJ, Young AM, Russell-Yarde F, et al. Aleglitazar, a balanced PPARα/γ agonist, has no clinically relevant pharmacokinetic interaction with high-dose atorvastatin or rosuvastatin. Expert Opin Investig Drugs. 2011 Jan;20(1):3-12.

[4]. Cavender MA, Lincoff AM. Therapeutic potential of aleglitazar, a new dual PPAR-α/γ agonist: implications for cardiovascular disease in patients with diabetes mellitus. Am J Cardiovasc Drugs. 2010;10(4):209-16.

[5]. Bénardeau A, Benz J, Binggeli A, et al. Aleglitazar, a new, potent, and balanced dual PPARalpha/gamma agonist for the treatment of type II diabetes. Bioorg Med Chem Lett. 2009 May 1;19(9):2468-73.

 Chemical & Physical Properties

Density 1.29
Boiling Point 665.151ºC at 760 mmHg
Molecular Formula C24H23NO5S
Molecular Weight 437.50800
Flash Point 356.071ºC
Exact Mass 437.13000
PSA 110.03000
LogP 5.12830
Index of Refraction 1.627
Storage condition 2-8℃

 Synthetic Route

~99%

Aleglitazar Structure

Aleglitazar

CAS#:475479-34-6

Literature: US2005/70714 A1, ; Page/Page column 10 ;

~72%

Aleglitazar Structure

Aleglitazar

CAS#:475479-34-6

Literature: US2010/249428 A1, ; Page/Page column 10 ;

~%

Aleglitazar Structure

Aleglitazar

CAS#:475479-34-6

Literature: WO2013/181384 A1, ; Paragraph 0069; 0070; 0071; 0072 ;

~%

Aleglitazar Structure

Aleglitazar

CAS#:475479-34-6

Literature: US2003/55265 A1, ;

 Synonyms

UNII-41T4OAG59U
R-1439
Aleglitazar