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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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