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    Alogliptin benzoate (SYR-322)
    Alogliptin benzoate (SYR-322)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V2553
    CAS #: 850649-62-6Purity ≥98%

    Description: Alogliptin benzoate (SYR-322 benzoate) is a novel, potent, orally bioavailable, and selective inhibitor of DPP-4 (serine protease dipeptidyl peptidase IV) with IC50 value of 2.6 nM, it exhibits greater than 10,000-fold selectivity for DPP-4 over the closely related DPP-8 and DPP-9. It is an anti-diabetic drug marketed in Japan since 2010; and in 2013, the FDA approved the drug in three formulations: as a stand-alone with the brand-name Nesina, combined with metformin using the name Kazano, and when combined with pioglitazone as Oseni. Like other medications for the treatment of Type 2 diabetes, alogliptin does not decrease the risk of heart attack and stroke. Alogliptin and other gliptins are commonly used in combination with metformin in patients whose diabetes cannot adequately be controlled with metformin alone. 

    References: J Med Chem. 2007 May 17;50(10):2297-300; Life Sci. 2009 Jul 17;85(3-4):122-6.

    Related CAS#: 850649-61-5 (free base); 850649-62-6 (benzoate); 1246817-18-4 [Alogliptin (13CD3]

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    • 香港大学
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    Molecular Weight (MW)461.51
    FormulaC25H27N5O4              
    CAS No.850649-62-6 (benzoate);
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: >10 mM
    Water: N/A
    Ethanol: N/A
    SMILES Code O=C(C=C(N1C[C@H](N)CCC1)N(C2=O)CC3=C(C#N)C=CC=C3)N2C.O=C(O)C4=CC=CC=C4
    SynonymsSYR-322 benzoate; SYR322; SYR 322; Alogliptin benzoate; Brand name: Nesina, Kazano, Oseni 

    Chemical Name: (R)-2-((6-(3-aminopiperidin-1-yl)-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile benzoate

    InChi Key: KEJICOXJTRHYAK-XFULWGLBSA-N

    InChi Code: InChI=1S/C18H21N5O2.C7H6O2/c1-21-17(24)9-16(22-8-4-7-15(20)12-22)23(18(21)25)11-14-6-3-2-5-13(14)10-19;8-7(9)6-4-2-1-3-5-6/h2-3,5-6,9,15H,4,7-8,11-12,20H2,1H3;1-5H,(H,8,9)/t15-;/m1./s1

    SMILES Code: O=C(O)C1=CC=CC=C1.N#CC2=CC=CC=C2CN(C(N3C)=O)C(N4C[C@H](N)CCC4)=CC3=O           


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    In Vitro

    In vitro activity: Alogliptin (also known as SYR-322) is a novel, potent, orally bioavailable, and selective inhibitor of DPP-4 (serine protease dipeptidyl peptidase IV) with IC50 value of 2.6 nM, it exhibits greater than 10,000-fold selectivity for DPP-4 over the closely related DPP-8 and DPP-9. It is an anti-diabetic drug marketed in Japan since 2010; and in 2013, the FDA approved the drug in three formulations: as a stand-alone with the brand-name Nesina, combined with metformin using the name Kazano, and when combined with pioglitazone as Oseni. Like other medications for the treatment of Type 2 diabetes, alogliptin does not decrease the risk of heart attack and stroke. Alogliptin and other gliptins are commonly used in combination with metformin in patients whose diabetes cannot adequately be controlled with metformin alone.


    Kinase Assay: Alogliptin benzoate(SYR 322) is a potent, selective inhibitor of DPP-4 with IC50 of<10 nM, exhibits greater than 10,000-fold selectivity over DPP-8 and DPP-9.

    In VivoAlogliptin(SYR-322) produces dose-dependent improvements in glucose tolerance and increases plasma insulin levels in female Wistar fatty rats. Acute administration of alogliptin results in a significant decrease in plasma DPP-4 activity, and increases plasma active GLP-1. Alogliptin improves glucose tolerance at a dose of 0.3 mg/kg and higher, with a dose-dependent increase in plasma IRI, suggesting that improved glucose tolerance results from the ability of alogliptin to enhance insulin secretion.
    Animal modelThe N-STZ-1.5 rats
    Formulation & DosageDissolved in 0.5% methylcellulose; 0.1, 0.3, 1 or 3 mg/kg; p.o. administration
    ReferencesJ Med Chem. 2007 May 17;50(10):2297-300; Life Sci. 2009 Jul 17;85(3-4):122-6


    These protocols are for reference only. InvivoChem does not independently validate these methods.

     

    Alogliptin benzoate

     

    Alogliptin benzoate

     
    Alogliptin benzoate
    J Med Chem. 2007 May 17;50(10):2297-300.

    Effect of alogliptin on plasma DPP-IV activity (A) and plasma active GLP-1 ...

    Life Sci. 2009 Jul 17;85(3-4):122-6.

    Effects of alogliptin on plasma glucose (A), plasma IRI (B) baseline ...

    Life Sci. 2009 Jul 17;85(3-4):122-6.
     

    Effects of alogliptin on plasma glucose (A), baseline (0 min) adjusted ...

    Life Sci. 2009 Jul 17;85(3-4):122-6.


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