Lomitapide Mesylate

Synopsis, Chemistry

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Also known as: 202914-84-9, Bms 201038-04, Lomitapide (mesylate), Aegr-733 mesylate, Bms-201038-04, Lomitapide mesilate

Molecular Formula

C₄₀H₄₁F₆N₃O₅S

Molecular Weight

789.8 g/mol

InChI Key

QKVKOFVWUHNEBX-UHFFFAOYSA-N

FDA UNII

X4S83CP54E

Lomitapide Mesylate is a methanesulfonic acid form of lomitapide, a small molecule inhibitor of microsomal triglyceride transfer protein.

1 2D Structure

Lomitapide Mesylate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

methanesulfonic acid;N-(2,2,2-trifluoroethyl)-9-[4-[4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]piperidin-1-yl]butyl]fluorene-9-carboxamide

2.1.2 InChI

InChI=1S/C39H37F6N3O2.CH4O3S/c40-38(41,42)25-46-36(50)37(33-13-5-3-10-30(33)31-11-4-6-14-34(31)37)21-7-8-22-48-23-19-28(20-24-48)47-35(49)32-12-2-1-9-29(32)26-15-17-27(18-16-26)39(43,44)45;1-5(2,3)4/h1-6,9-18,28H,7-8,19-25H2,(H,46,50)(H,47,49);1H3,(H,2,3,4)

2.1.3 InChI Key

QKVKOFVWUHNEBX-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CS(=O)(=O)O.C1CN(CCC1NC(=O)C2=CC=CC=C2C3=CC=C(C=C3)C(F)(F)F)CCCCC4(C5=CC=CC=C5C6=CC=CC=C64)C(=O)NCC(F)(F)F

2.2 Other Identifiers

2.2.1 UNII

X4S83CP54E

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 202914-84-9

2. Bms 201038-04

3. Lomitapide (mesylate)

4. Aegr-733 Mesylate

5. Bms-201038-04

6. Lomitapide Mesilate

7. Lomitapide Mesylate [usan]

8. Aegr-733 Mesilate

9. X4s83cp54e

10. Chebi:72299

11. 202914-84-9 (mesylate)

12. N-(2,2,2-trifluoroethyl)-9-(4-(4-(4'-(trifluoromethyl)biphenyl-2-ylcarboxamido)piperidin-1-yl)butyl)-9h-fluorene-9-carboxamide Methanesulfonate

13. Lomitapide Mesilate (jan)

14. Lomitapide Mesylate (usan)

15. N-(2,2,2-trifluoroethyl)-9-(4-(4-(4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxamido)piperidin-1-yl)butyl)-9h-fluorene-9-carboxamide Methanesulfonate

16. Lomitapide Mesilate [jan]

17. 9h-fluorene-9-carboxamide, N-(2,2,2-trifluoroethyl)-9-(4-(4-(((4'-(trifluoromethyl)(1,1'-biphenyl)-2-yl)carbonyl)amino)-1-piperidinyl)butyl)-, Methanesulfonate

18. Methanesulfonic Acid;n-(2,2,2-trifluoroethyl)-9-[4-[4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]piperidin-1-yl]butyl]fluorene-9-carboxamide

19. Unii-x4s83cp54e

20. Juxtapid (tn)

21. N-(2,2,2-trifluoroethyl)-9-(4-(4-(((4'-(trifluoromethyl)biphenyl-2-yl)carbonyl)amino)piperidin-1-yl)butyl)-9h-fluorene-9-carboxamide Methanesulfonate

22. N-(2,2,2-trifluoroethyl)-9-{4-(4-({(4'-(trifluoromethyl)biphenyl-2-yl)carbonyl}amino)piperidin-1-yl)butyl}-9h-fluorene-9-carboxamide Methanesulfonate

23. N-(2,2,2-trifluoroethyl)-9-{4-[4-({[4'-(trifluoromethyl)biphenyl-2-yl]carbonyl}amino)piperidin-1-yl]butyl}-9h-fluorene-9-carboxamide Methanesulfonate

24. Lojuxta (tn)

25. Lomitapide Monomesylate

26. Lomitapide Methanesulfonate

27. Bms-201038 Mesylate

28. Schembl2731380

29. Chembl2105662

30. Dtxsid60174170

31. Ex-a502

32. Bms-201038ma

33. Glxc-25701

34. Amy38734

35. Bcp10696

36. Cia91484

37. Lomitapide Mesilate [who-dd]

38. Mfcd19443682

39. S7633

40. Akos025149431

41. Ccg-270481

42. Cs-3424

43. Lomitapide Mesylate [orange Book]

44. Ac-33863

45. As-56518

46. Da-33433

47. Hy-14668

48. Ft-0700260

49. D09638

50. J-690260

51. Q27139887

52. 1-(4-{9-[(2,2,2-trifluoroethyl)carbamoyl]-9h-fluoren-9-yl}butyl)-4-({[4'-(trifluoromethyl)biphenyl-2-yl]carbonyl}amino)piperidinium Methanesulfonate

53. 2059395-52-5

54. 9h-fluorene-9-carboxamide, N-(2,2,2-trifluoroethyl)-9-(4-(4-(((4'-(trifluoromethyl)(1,1'-biphenyl)-2-yl)carbonyl)amino)-1-piperidinyl)butyl)-, Methanesulphonate

55. Aegr-733 Mesylate;bms-201038 Mesylate;aegr733 Mesylate;bms201038 Mesylate;aegr 733 Mesylate;bms 201038 Mesylate

56. N-(2,2,2-trifluoroethyl)-9-(4-(4-(((4'-(trifluoromethyl)biphenyl-2-yl)carbonyl)amino)piperidin-1-yl)butyl)-9h-fluorene-9-carboxamide Methanesulphonate

57. N-(2,2,2-trifluoroethyl)-9-[4-(4-{2-[4-(trifluoromethyl)phenyl]benzamido}piperidin-1-yl)butyl]-9h-fluorene-9-carboxamide; Methanesulfonic Acid

2.4 Create Date

2006-10-26

3 Chemical and Physical Properties

Molecular Formula	C₄₀H₄₁F₆N₃O₅S
Molecular Weight	789.8 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	10
Exact Mass	789.26711156 g/mol
Monoisotopic Mass	789.26711156 g/mol
Topological Polar Surface Area	124 Å²
Heavy Atom Count	55
Formal Charge	0
Complexity	1200
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Juxtapid
PubMed Health	Lomitapide (By mouth)
Drug Classes	Antihyperlipidemic
Drug Label	JUXTAPID capsules contain lomitapide mesylate, a synthetic lipid-lowering agent for oral administration.The chemical name of lomitapide mesylate is N-(2,2,2-trifluoroethyl)-9-[4-[4-[[[4'-(trifluoromethyl)[1,1'-biphenyl]-2-yl]carbonyl]amino]-1-pi
Active Ingredient	Lomitapide mesylate
Dosage Form	Capsule
Route	Oral
Strength	eq 5mg base; eq 20mg base; eq 10mg base
Market Status	Prescription
Company	Aegerion

2 of 2
Drug Name	Juxtapid
PubMed Health	Lomitapide (By mouth)
Drug Classes	Antihyperlipidemic
Drug Label	JUXTAPID capsules contain lomitapide mesylate, a synthetic lipid-lowering agent for oral administration.The chemical name of lomitapide mesylate is N-(2,2,2-trifluoroethyl)-9-[4-[4-[[[4'-(trifluoromethyl)[1,1'-biphenyl]-2-yl]carbonyl]amino]-1-pi
Active Ingredient	Lomitapide mesylate
Dosage Form	Capsule
Route	Oral
Strength	eq 5mg base; eq 20mg base; eq 10mg base
Market Status	Prescription
Company	Aegerion

5 Pharmacology and Biochemistry

5.1 FDA Pharmacological Classification

5.1.1 Pharmacological Classes

Microsomal Triglyceride Transfer Protein Inhibitor [EPC]; Microsomal Triglyceride Transfer Protein Inhibitors [MoA]; P-Glycoprotein Inhibitors [MoA]; Cytochrome P450 3A4 Inhibitors [MoA]