Mirdametinib

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Also known as: 391210-10-9, Pd0325901, Pd 0325901, Pd-0325901, Mirdametinib, (r)-n-(2,3-dihydroxypropoxy)-3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)benzamide

Molecular Formula

C₁₆H₁₄F₃IN₂O₄

Molecular Weight

482.19 g/mol

InChI Key

SUDAHWBOROXANE-SECBINFHSA-N

FDA UNII

86K0J5AK6M

Mirdametinib is an orally bioavailable, synthetic organic molecule targeting mitogen-activated protein kinase kinase (MAPK/ERK kinase or MEK) with potential antineoplastic activity. Upon administration, mirdametinib selectively binds to and inhibits MEK, which may result in the inhibition of the phosphorylation and activation of MAPK/ERK and the inhibition of tumor cell proliferation. The dual specific threonine/tyrosine kinase MEK is a key component of the RAS/RAF/MEK/ERK signaling pathway that is frequently activated in human tumors.

1 2D Structure

Mirdametinib

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[(2R)-2,3-dihydroxypropoxy]-3,4-difluoro-2-(2-fluoro-4-iodoanilino)benzamide

2.1.2 InChI

InChI=1S/C16H14F3IN2O4/c17-11-3-2-10(16(25)22-26-7-9(24)6-23)15(14(11)19)21-13-4-1-8(20)5-12(13)18/h1-5,9,21,23-24H,6-7H2,(H,22,25)/t9-/m1/s1

2.1.3 InChI Key

SUDAHWBOROXANE-SECBINFHSA-N

2.1.4 Canonical SMILES

C1=CC(=C(C=C1I)F)NC2=C(C=CC(=C2F)F)C(=O)NOCC(CO)O

2.1.5 Isomeric SMILES

C1=CC(=C(C=C1I)F)NC2=C(C=CC(=C2F)F)C(=O)NOC[C@@H](CO)O

2.2 Other Identifiers

2.2.1 UNII

86K0J5AK6M

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Mirdametinib

2. Pd 0325901

3. Pd 325901

4. Pd-0325901

5. Pd-325901

6. Pd0325901

7. Pd325901

2.3.2 Depositor-Supplied Synonyms

1. 391210-10-9

2. Pd0325901

3. Pd 0325901

4. Pd-0325901

5. Mirdametinib

6. (r)-n-(2,3-dihydroxypropoxy)-3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)benzamide

7. Pd-325901

8. (r)-n-(2,3-dihydroxypropoxy)-3,4-difluoro-2-(2-fluoro-4-iodophenylamino)benzamide

9. Pd 325901

10. Mirdametinib [usan]

11. Pd325901

12. 86k0j5ak6m

13. Chembl507361

14. Chebi:88249

15. Pd 901

16. N-{[(2r)-2,3-dihydroxypropyl]oxy}-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide

17. Mirdametinib (usan)

18. Ncgc00189075-01

19. Pd 03525901

20. N-((r)-2,3-dihydroxy-propoxy)-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzamide

21. N-[((r)-2,3-dihydroxypropyl)oxy]-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide

22. N-[(2r)-2,3-dihydroxypropoxy]-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]-benzamide

23. 391209-97-5

24. Unii-86k0j5ak6m

25. N-[(r)-2,3-dihydroxy-propoxy]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzamide

26. 4bm

27. N-(((r)-2,3-dihydroxypropyl)oxy)-3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)benzamide

28. N-((2r)-2,3-dihydroxypropoxy)-3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)-benzamide

29. Mirdametinib [inn]

30. Dsstox_cid_24024

31. Dsstox_rid_80100

32. Dsstox_gsid_44024

33. Mirdametinib [who-dd]

34. Pd0325901(mirdametinib)

35. Schembl172904

36. Gtpl7935

37. Dtxsid0044024

38. Ex-a102

39. Bcpp000126

40. Bdbm104963

41. Hms3648a14

42. Amy36437

43. Zinc3938683

44. Tox21_113364

45. Mfcd09909925

46. Nsc755770

47. Nsc800840

48. S1036

49. Who 11299

50. Akos015855518

51. Bcp9001057

52. Ccg-221316

53. Cs-0062

54. Db07101

55. Ex-8602

56. Nsc-755770

57. Nsc-800840

58. Ncgc00381744-09

59. Hy-10254

60. Us8575391, Q

61. Bb 0261791

62. Cas-391210-10-9

63. Sw218101-2

64. D11675

65. Pd-0325901,pd325901

66. Pd 0325901, >=98% (hplc)

67. Pd0325901 (pd325901)

68. Sr-01000946344

69. J-502503

70. Sr-01000946344-1

71. Brd-k49865102-001-01-9

72. Q27088255

73. Insolution Mek1/2 Inhibitor Iii, Pd0325901 - Cas 391210-10-9

74. Benzamide,n-[(2r)-2,3-dihydroxypropoxy]-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]-

75. N-((r)-2,3-dihydroxy[propoxy)-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzamide

76. N-(2,3-dihydroxypropoxy)-3,4-difluoro-2-(2-fluoro-4-iodophenylamino)benzamide

77. N-[(2r)-2,3-dihydroxypropoxy]-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]- Benzamide

78. N-[(2r)-2,3-dihydroxypropoxy]-3,4-difluoro-2[(2-fluoro-4-iodophenyl)amino]-benzamide

79. (-)-n-(((r)-2,3-dihydroxypropyl)oxy)-3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)benzamide

80. N-(((r)-2,3-dihydroxypropyl)oxy)-3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)benzamide N-((2r)-2,3-dihydroxypropoxy)-3,4-difluoro-2-(2-fluoro-4-iodoanilino)benzamide

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₄F₃IN₂O₄
Molecular Weight	482.19 g/mol
XLogP3	3
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	7
Exact Mass	481.99504 g/mol
Monoisotopic Mass	481.99504 g/mol
Topological Polar Surface Area	90.8 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	465
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1