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    Anagliptin

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    MARKET PLACE

    PharmaCompass
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    2D Structure
    Also known as: 739366-20-2, Suiny, Sk-0403, Anagliptin [inn], (s)-n-(2-((2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)amino)-2-methylpropyl)-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxamide, Cwp-403
    Molecular Formula
    C19H25N7O2
    Molecular Weight
    383.4  g/mol
    InChI Key
    LDXYBEHACFJIEL-HNNXBMFYSA-N
    FDA UNII
    K726J96838
    Anagliptin is an orally available, potent, selective inhibitor of dipeptidyl peptidase 4 (DPP-4), with hypoglycemic activity. Compared to vildagliptin, anagliptin caused longer lasting inhibition of DPP-4 activity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[2-[[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxamide
    2.1.2 InChI
    InChI=1S/C19H25N7O2/c1-13-7-16-21-9-14(11-26(16)24-13)18(28)22-12-19(2,3)23-10-17(27)25-6-4-5-15(25)8-20/h7,9,11,15,23H,4-6,10,12H2,1-3H3,(H,22,28)/t15-/m0/s1
    2.1.3 InChI Key
    LDXYBEHACFJIEL-HNNXBMFYSA-N
    2.1.4 Canonical SMILES
    CC1=NN2C=C(C=NC2=C1)C(=O)NCC(C)(C)NCC(=O)N3CCCC3C#N
    2.1.5 Isomeric SMILES
    CC1=NN2C=C(C=NC2=C1)C(=O)NCC(C)(C)NCC(=O)N3CCC[C@H]3C#N
    2.2 Other Identifiers
    2.2.1 UNII
    K726J96838
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (s)-n-(2-((2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)amino)-2-methylpropyl)-2-methylpyrazolo(1,5-a)pyrimidine-6-carboxamide

    2. Anagliptin Hydrochloride

    3. N-(2-((2-((2s)-2-cyanopyrrolidin-1-yl)-2-oxoethyl)amino)-2-methylpropyl)-2-methyl Pyrazolo(1,5-a)pyrimidine-6-carboxamide Hydrochloride

    2.3.2 Depositor-Supplied Synonyms

    1. 739366-20-2

    2. Suiny

    3. Sk-0403

    4. Anagliptin [inn]

    5. (s)-n-(2-((2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)amino)-2-methylpropyl)-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxamide

    6. Cwp-403

    7. N-[2-[[2-[(2s)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxamide

    8. Chembl1929396

    9. Pyrazolo(1,5-a)pyrimidine-6-carboxamide, N-(2-((2-((2s)-2-cyano-1-pyrrolidinyl)-2-oxoethyl)amino)-2-methylpropyl)-2-methyl-

    10. K726j96838

    11. Chembl1929387

    12. Unii-k726j96838

    13. N-(2-((2-((2s)-2-cyanopyrrolidin-1-yl)-2-oxoethyl)amino)-2-methylpropyl)-2-methylpyrazolo(1,5-a)pyrimidine-6-carboxamide

    14. N-[2-({2-[(2s)-2-cyanopyrrolidin-1-yl]-2-oxoethyl}amino)-2-methylpropyl]-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxamide

    15. Anagliptin [mi]

    16. Anagliptin (jan/inn)

    17. Anagliptin [jan]

    18. Anagliptin [who-dd]

    19. Schembl905393

    20. Gtpl11582

    21. Chebi:136043

    22. Dtxsid401045689

    23. Bdbm50359366

    24. Mfcd19443729

    25. S5909

    26. Sk0403

    27. Zinc70647144

    28. Akos027325601

    29. Cs-4510

    30. Db12417

    31. Compound 4a [pmid: 22019046]

    32. Ncgc00484798-01

    33. Hy-14877

    34. D09780

    35. A916481

    36. Q15269682

    2.4 Create Date
    2009-12-22
    3 Chemical and Physical Properties
    Molecular Weight 383.4 g/mol
    Molecular Formula C19H25N7O2
    XLogP30
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count6
    Exact Mass383.20697307 g/mol
    Monoisotopic Mass383.20697307 g/mol
    Topological Polar Surface Area115 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity643
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Dipeptidyl-Peptidase IV Inhibitors

    Compounds that suppress the degradation of INCRETINS by blocking the action of DIPEPTIDYL-PEPTIDASE IV. This helps to correct the defective INSULIN and GLUCAGON secretion characteristic of TYPE 2 DIABETES MELLITUS by stimulating insulin secretion and suppressing glucagon release. (See all compounds classified as Dipeptidyl-Peptidase IV Inhibitors.)