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    Chemistry

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    Also known as: 1103522-45-7, Act-132577, Aprocitentan [usan], Macitentan metabolite m6, Mzi81hv01p, 5-(4-bromophenyl)-4-[2-(5-bromopyrimidin-2-yl)oxyethoxy]-6-(sulfamoylamino)pyrimidine
    Molecular Formula
    C16H14Br2N6O4S
    Molecular Weight
    546.2  g/mol
    InChI Key
    DKULOVKANLVDEA-UHFFFAOYSA-N
    FDA UNII
    MZI81HV01P
    Aprocitentan
    Aprocitentan is under investigation in clinical trial NCT03541174 (A Research Study to Show the Effect of Aprocitentan in the Treatment of Difficult to Control (Resistant) High Blood Pressure (Hypertension) and Find Out More About Its Safety).
    1 2D Structure

    Aprocitentan

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5-(4-bromophenyl)-4-[2-(5-bromopyrimidin-2-yl)oxyethoxy]-6-(sulfamoylamino)pyrimidine
    2.1.2 InChI
    InChI=1S/C16H14Br2N6O4S/c17-11-3-1-10(2-4-11)13-14(24-29(19,25)26)22-9-23-15(13)27-5-6-28-16-20-7-12(18)8-21-16/h1-4,7-9H,5-6H2,(H2,19,25,26)(H,22,23,24)
    2.1.3 InChI Key
    DKULOVKANLVDEA-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC(=CC=C1C2=C(N=CN=C2OCCOC3=NC=C(C=N3)Br)NS(=O)(=O)N)Br
    2.2 Other Identifiers
    2.2.1 UNII
    MZI81HV01P
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Act-132577

    2. N-(5-(4-bromophenyl)-6-(2-((5-bromo-2-pyrimidinyl)oxy)ethoxy)-4-pyrimidinyl)sulfuric Diamide

    3. Sulfamide, N-(5-(4-bromophenyl)-6-(2-((5-bromo-2-pyrimidinyl)oxy)ethoxy)-4-pyrimidinyl)-

    2.3.2 Depositor-Supplied Synonyms

    1. 1103522-45-7

    2. Act-132577

    3. Aprocitentan [usan]

    4. Macitentan Metabolite M6

    5. Mzi81hv01p

    6. 5-(4-bromophenyl)-4-[2-(5-bromopyrimidin-2-yl)oxyethoxy]-6-(sulfamoylamino)pyrimidine

    7. Chembl2165326

    8. Chebi:76609

    9. N-[5-(4-bromophenyl)-6-{2-[(5-bromopyrimidin-2-yl)oxy]ethoxy}pyrimidin-4-yl]sulfuric Diamide

    10. N-[5-(4-bromophenyl)-6-[2-[(5-bromo-2-pyrimidinyl)oxy]ethoxy]-4-pyrimidinyl]sulfamide

    11. Sulfamide, N-(5-(4-bromophenyl)-6-(2-((5-bromo-2-pyrimidinyl)oxy)ethoxy)-4-pyrimidinyl)-

    12. Despropyl Macitentan

    13. N-despropyl-macitentan

    14. Unii-mzi81hv01p

    15. N-(5-(4-bromophenyl)-6-(2-((5-bromo-2-pyrimidinyl)oxy)ethoxy)-4-pyrimidinyl)sulfamide

    16. N-(5-(4-bromophenyl)-6-(2-((5-bromopyrimidin-2-yl)oxy)ethoxy)pyrimidin-4-yl)sulfuric Diamide

    17. Act 132577

    18. Aprocitentan (usan/inn)

    19. Aprocitentan [inn]

    20. Schembl3646065

    21. Aprocitentan (act-132577)

    22. Gtpl10070

    23. Amy39078

    24. Bcp28125

    25. Ex-a4419

    26. Bdbm50395672

    27. Who 10552

    28. Zinc95553608

    29. Db15059

    30. Ncgc00378592-01

    31. Ac-36529

    32. As-82256

    33. Hy-15895

    34. Db-130379

    35. D11441

    36. D87138

    37. A922313

    38. Q27146161

    39. Act-132577; Act 132577; Act132577

    40. 5-(4-bromophenyl)-4-[2-(5-bromopyrimidin-2-yl)oxyethoxy]-6-(sulfamoylamino)pyrimidine.

    41. N-(5-(4-bromophenyl)-6-(2-((5-bromo-2-pyrimidinyl)oxy)ethoxy)-4-pyrimidinyl)-sulfamide

    42. N-(5-(4-bromophenyl)-6-(2-((5-bromo-2-pyrimidinyl)oxy)ethoxy)-4-pyrimidinyl)sulfuric Diamide

    43. N-(5-(4-bromophenyl)-6-(2-((5-bromopyrimidin-2-yl)oxy)ethoxy)pyrimidin-4-yl)sulfamide

    2.4 Create Date
    2008-12-15
    3 Chemical and Physical Properties
    Molecular Weight 546.2 g/mol
    Molecular Formula C16H14Br2N6O4S
    XLogP32.4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count8
    Exact Mass545.91435 g/mol
    Monoisotopic Mass543.91640 g/mol
    Topological Polar Surface Area151 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity597
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Treatment of hypertension

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