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    Chemistry

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    Also known as: 915942-22-2, Neratinib maleate [mi], Neratinib (maleate), 9rm7xy23zs, 915942-22-2 (maleate), (e)-n-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4-(dimethylamino)but-2-enamide maleate
    Molecular Formula
    C34H33ClN6O7
    Molecular Weight
    673.1  g/mol
    InChI Key
    VXZCUHNJXSIJIM-MEBGWEOYSA-N
    FDA UNII
    9RM7XY23ZS
    Neratinib
    Neratinib Maleate is the maleate salt form of neratinib, an orally available, quinazoline-based, irreversible inhibitor of both the receptor tyrosine kinases (RTKs) human epidermal growth factor receptor 2 (HER2; ERBB2) and human epidermal growth factor receptor (EGFR), with potential antineoplastic activity. Upon administration, neratinib targets and covalently binds to the cysteine residue in the ATP-binding pockets of both HER2 and EGFR. This inhibits their activity and results in the inhibition of downstream signal transduction events, induces cell cycle arrest, apoptosis and ultimately decreases cellular proliferation in HER2- and EGFR-expressing tumor cells. EGFR and HER2, RTKs that are mutated or overactivated in many tumor cell types, play key roles in tumor cell proliferation and tumor vascularization.
    1 2D Structure

    Neratinib

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (Z)-but-2-enedioic acid;(E)-N-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-3-cyano-7-ethoxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide
    2.1.2 InChI
    InChI=1S/C30H29ClN6O3.C4H4O4/c1-4-39-28-16-25-23(15-26(28)36-29(38)9-7-13-37(2)3)30(20(17-32)18-34-25)35-21-10-11-27(24(31)14-21)40-19-22-8-5-6-12-33-22;5-3(6)1-2-4(7)8/h5-12,14-16,18H,4,13,19H2,1-3H3,(H,34,35)(H,36,38);1-2H,(H,5,6)(H,7,8)/b9-7+;2-1-
    2.1.3 InChI Key
    VXZCUHNJXSIJIM-MEBGWEOYSA-N
    2.1.4 Canonical SMILES
    CCOC1=C(C=C2C(=C1)N=CC(=C2NC3=CC(=C(C=C3)OCC4=CC=CC=N4)Cl)C#N)NC(=O)C=CCN(C)C.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    CCOC1=C(C=C2C(=C1)N=CC(=C2NC3=CC(=C(C=C3)OCC4=CC=CC=N4)Cl)C#N)NC(=O)/C=C/CN(C)C.C(=C\C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    9RM7XY23ZS
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Hki 272

    2. Hki-272

    3. Hki272

    4. N-(4-(3-chloro-4-(2-pyridinylmethoxy)anilino)-3-cyano-7-ethoxy-6-quinolyl)-4-(dimethylamino)-2-butenamide

    5. Neratinib

    6. Nerlynx

    2.3.2 Depositor-Supplied Synonyms

    1. 915942-22-2

    2. Neratinib Maleate [mi]

    3. Neratinib (maleate)

    4. 9rm7xy23zs

    5. 915942-22-2 (maleate)

    6. (e)-n-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4-(dimethylamino)but-2-enamide Maleate

    7. 2-butenamide, N-(4-((3-chloro-4-(2-pyridinylmethoxy)phenyl)amino)-3-cyano-7-ethoxy-6-quinolinyl)-4-(dimethylamino)-, (2e)-, (2z)-2-butenedioate (1:1)

    8. Hki272

    9. (2e)-n-[4-[[3-chloro-4-[(pyridin-2-yl)methoxy]phenyl]amino]-3-cyano-7-ethoxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide Maleate

    10. Unii-9rm7xy23zs

    11. Hki-272 Maleate

    12. Nerlynx (tn)

    13. Schembl2180998

    14. Chembl3989921

    15. Neratinib Maleate Anhydrous

    16. Dtxsid801027861

    17. Neratinib Maleate [who-dd]

    18. (z)-but-2-enedioic Acid;(e)-n-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-3-cyano-7-ethoxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide

    19. Amy16542

    20. Bcp28677

    21. Hy-32721b

    22. Neratinib Maleate [orange Book]

    23. Bn160240

    24. Ds-19892

    25. Cs-0030935

    26. D10898

    27. D71134

    28. Q27272985

    2.4 Create Date
    2012-11-30
    3 Chemical and Physical Properties
    Molecular Weight 673.1 g/mol
    Molecular Formula C34H33ClN6O7
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count13
    Exact Mass672.2099251 g/mol
    Monoisotopic Mass672.2099251 g/mol
    Topological Polar Surface Area187 Ų
    Heavy Atom Count48
    Formal Charge0
    Complexity1000
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count2
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 1  
    Drug NameNERLYNX
    Active IngredientNERATINIB MALEATE
    CompanyPUMA BIOTECH (Application Number: N208051. Patents: 6288082, 7399865, 7982043, 8518446, 8790708, 9139558, 9211291, 9630946)

    API Reference Price

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    [{"dataSource":"API Export","activeIngredients":"NERATINIB MALEATE","year":"2021","qtr":"Q1","strtotime":1610994600,"product":"NERATINIB MALEATE (SL NO:1536 OF APPENDI X 3B-MEIS)","address":"8-3-167\/D\/16, KALYAN NAGAR - I,VENGAL RAO NAGAR","city":"HYDERABAD, A.P.","supplier":"MSN LABORATORIES","supplierCountry":"INDIA","foreign_port":"AMMAN","customer":"HIKMA PHARMACEUTICALS","customerCountry":"JORDAN","quantity":"0.50","actualQuantity":"0.5","unit":"KGS","unitRateFc":"77695.1","totalValueFC":"39332.6","currency":"USD","unitRateINR":5753320,"date":"19-Jan-2021","totalValueINR":"2876660","totalValueInUsd":"39332.6","indian_port":"HYDERABAD AIR","hs_no":"29337990","bill_no":"7997835","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"JORDAN","selfForZScoreResived":"Pharma Grade","supplierPort":"HYDERABAD AIR","supplierAddress":"8-3-167\/D\/16, KALYAN NAGAR - I,VENGAL RAO NAGAR, HYDERABAD, A.P.","customerAddress":""},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q4","strtotime":1703529000,"product":"NERATINIB MALEATE (TEST LIC. NO. TL\/AZ\/23\/002540) FOR R & DPURPOSE NOT FOR SALE","address":"ZYDUS TOWER, SARKHEJ-GANDHINAGAR,H","city":"AHMEDABAD,GUJARAT","supplier":"TOPHARMAN SHANDONG CO LTD","supplierCountry":"CHINA","foreign_port":"PADANG","customer":"ZYDUS LIFESCIENCES LIMITED","customerCountry":"INDIA","quantity":"1.50","actualQuantity":"1.5","unit":"KGS","unitRateFc":"28000","totalValueFC":"42281","currency":"USD","unitRateINR":"2346400","date":"26-Dec-2023","totalValueINR":"3519600","totalValueInUsd":"42281","indian_port":"Bombay Air","hs_no":"29334900","bill_no":"9414367","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"PADANG","supplierAddress":"BUILDING 1 NO. 388 JIALILUE ROAD ZHANGJIAN, SHANGHAI 201203 Shanghai,, China China","customerAddress":"ZYDUS TOWER, SARKHEJ-GANDHINAGAR,H"}]
    19-Jan-2021
    26-Dec-2023
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