ALOGLIPTIN(ALOGLIPTINE, ALOGLIPTINA)

ALOGLIPTIN(ALOGLIPTINE, ALOGLIPTINA) Basic information
Product Name:ALOGLIPTIN(ALOGLIPTINE, ALOGLIPTINA)
Synonyms:Alogliptin(free base);Benzonitrile, 2-[[6-[(3R)-3-aMino-1-piperidinyl]-3,4-dihydro-3-Methyl-2,4-dioxo-1(2H)-pyriMidinyl]Methyl]-;(R)-2-[6-(3-aMino-piperidin-1-yl)-3-Methyl-2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)Methyl]-benzonitrile;Alogliptin Benzoate API;Alogliptin 2-[[6-[(3R)-3-Amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]benzonitrile;ALOGLIPTIN(ALOGLIPTINE, ALOGLIPTINA);Unii-jhc049lo86;2-[[6-[(3R)-3-Amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]benzonitrile
CAS:850649-61-5
MF:C18H21N5O2
MW:339.39
EINECS:821-899-3
Product Categories:Inhibitor;Intermediates & Fine Chemicals;Pharmaceuticals;intermediat;Inhibitors;Amines;Aromatics;Chiral Reagents;Heterocycles
Mol File:850649-61-5.mol
ALOGLIPTIN(ALOGLIPTINE, ALOGLIPTINA) Structure
ALOGLIPTIN(ALOGLIPTINE, ALOGLIPTINA) Chemical Properties
Melting point 127 - 129°C
Boiling point 519.2±60.0 °C(Predicted)
density 1.342
Fp 267.8℃
storage temp. Refrigerator
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Solid
pka9.89±0.20(Predicted)
color White to Off-White
Safety Information
Safety Statements 24/25
RIDADR 3077
HS Code 29335990
Hazardous Substances Data850649-61-5(Hazardous Substances Data)
MSDS Information
ALOGLIPTIN(ALOGLIPTINE, ALOGLIPTINA) Usage And Synthesis
DescriptionAlogliptin 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 PropertiesWhite Solid
OriginatorSyrrx Inc. (now Takeda San Diego) (Japan)
UsesAlogliptin is an oral antihyperglycemic agent that is a selective inhibitor of the enzyme dipeptidyl peptidase-4 (DPP-4). Antidiabetic agent.
DefinitionChEBI: 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 nameNesina
Clinical UseDipeptidyl peptidase 4 inhibitor:
Treatment of type 2 diabetes in combination with other therapies
targetDPP-4
MetabolismAlogliptin does not undergo extensive metabolism. Two minor metabolites were detected following administration of an oral dose of [14C]-alogliptin, N-demethylated alogliptin, M-I (<1% of the parent compound), and N-acetylated alogliptin, M-II (<6% of the parent compound). M-I is an active metabolite and is a highly selective inhibitor of DPP-4 similar to alogliptin; M-II does not display any inhibitory activity towards DPP-4 or other DPP-related enzymes. In vitro data indicate that CYP2D6 and CYP3A4 contribute to the limited metabolism of alogliptin.
ALOGLIPTIN(ALOGLIPTINE, ALOGLIPTINA) Preparation Products And Raw materials
Alogliptin iMpurity Trelagliptin succinate (S)-Alogliptin Benzoate Salt 2,4(1H,3H)-Pyrimidinedione, 6-methoxy-3-methyl- Erteberel (LY500307) TAK-438 Atazanavir sulfate Benzonitrile, 2-[(tetrahydro-3-Methyl-2,4,6-trioxo-1(2H)-pyriMidinyl)Methyl]- Alogliptin benzoate Alogliptin Related Compound 26 N-BOC-3-Aminopiperidine Alogliptin Related Compound 24 Alogliptin Related Compound 31 Alogliptin Impurity 10 Alogliptin Impurity 16 (R)-2-((6-(3-((3-(2-cyanobenzyl)-1-Methyl-2,6-dioxo-1,2,3,6-tetrahydropyriMidin-4-yl)aMino)piperidin-1-yl)-3-Methyl-2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)Methyl)benzonitrile Alogliptin Impurity B Alogliptin Related Compound 21

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