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850649-61-5

850649-61-5 Structure

850649-61-5 Structure
IdentificationBack Directory
[Name]

ALOGLIPTIN(ALOGLIPTINE, ALOGLIPTINA)
[CAS]

850649-61-5
[EINECS(EC#)]

821-899-3
[Molecular Formula]

C18H21N5O2
[MDL Number]

MFCD09833196
[MOL File]

850649-61-5.mol
[Molecular Weight]

339.397
Chemical PropertiesBack Directory
[Boiling point ]

519.2±60.0 °C(Predicted)
[density ]

1.342
[Fp ]

267.8℃
[pka]

9.89±0.20(Predicted)
Safety DataBack Directory
[Safety Statements ]

24/25
[RIDADR ]

3077
[HS Code ]

29335990
Hazard InformationBack Directory
[Description]

Alogliptin is a dipeptidyl-peptidase IV (DPP-4) inhibitor that was approved in Japan in 2010 for treatment of type 2 diabetes, a disease in which insulin resistance and β-cell dysfunction lead to hyperglycemia. As islet function is lost, the severity of insulin resistance increases. The introduction of DPP-4 inhibitors has brought a novel class of insulinotropic agents for the treatment options available to type 2 diabetic patients. The therapeutic potential of glucagon-like peptide 1 (GLP-1), an incretin peptide, for the treatment of type 2 diabetes was realized in the 1990s. The insulinotropic effects of GLP-1 depend closely on glucose concentrations providing the possibility of glucose normalization without the risk of hypoglycemia. GLP-1 has other non-insulinotropic physiological actions that are advantageous. It suppresses glucagon secretion from a cells and slows gastric emptying, which contributes to satiety and to a slower passage and reabsorption of carbohydrates. GLP-1 also contributes to satiety via a central mechanism as a neurotransmitter with effects on the hypothalamus.
[Chemical Properties]

White Solid
[Originator]

Syrrx Inc. (now Takeda San Diego) (Japan)
[Uses]

Alogliptin is an oral antihyperglycemic agent that is a selective inhibitor of the enzyme dipeptidyl peptidase-4 (DPP-4). Antidiabetic agent.
[Definition]

ChEBI: A piperidine that is 3-methyl-2,4-dioxo-3,4-dihydropyrimidine carrying additional 2-cyanobenzyl and 3-aminopiperidin-1-yl groups at positions 1 and 2 respectively (the R-enantiomer). Used in the form of its benzoate salt for treatment of t pe 2 diabetes.
[Brand name]

Nesina
[Enzyme inhibitor]

This orally available DPP-IV inhibitor (FW = 339.39 g/mol; CAS 850649- 62-6), also known as 2- ({6-[ (3R) -3-aminopiperidin-1-yl]-3-methyl-2,4- dioxo-3,4-dihydropyrimidin-1 (2H) -yl}methyl) benzonitrile and by its trade name Nesina? targets dipeptidyl peptidase IV, or DPP-4, thereby retarding the inactivation of incretin hormones GLP-1 (glucagon-like peptide-1) and GIP (glucose-dependent insulinotropic peptide), both of which play a role in regulating blood glucose levels. Alogliptin inhibition is competitive, Ki = 24 nM. In 2013, alogliptin received FDA approval for the treatment of type II diabetes mellitus. DPP-4 inhibitors have become widely accepted in clinical practice because of their low risk of hypoglycemia, favorable adverse-effect profile, and once-daily dosing. The only reported side-effect is mild hypoglycemia, suggesting that some individuals may benefit from a slightly lower dose. Other DPP-4 inhibitors include sitagliptin phosphate (Januvia?) and saxagliptin (Onglyza?). DPP-4 inhibition has been associated with enhanced β-cell survival and neogenesis in streptozotocin-treated diabetic rats (See also Streptozotocin). Significantly, the addition of alogliptin resulted in clinically significant reductions in HbA1c (typically from 1.4 to 1%), without increased incidence of hypoglycemia, in type 2 diabetes patients who are inadequately controlled by glyburide monotherapy.
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