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Fingolimod Hydrochloride

Fingolimod Hydrochloride

Synopsis, Chemistry

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Also known as: 162359-56-0, Fty720, Fingolimod hcl, Gilenia, Gilenya, Fty 720

Molecular Formula

C₁₉H₃₄ClNO₂

Molecular Weight

343.9 g/mol

InChI Key

SWZTYAVBMYWFGS-UHFFFAOYSA-N

FDA UNII

G926EC510T

A sphingosine-derivative and IMMUNOSUPPRESSIVE AGENT that blocks the migration and homing of LYMPHOCYTES to the CENTRAL NERVOUS SYSTEM through its action on SPHINGOSINE 1-PHOSPHATE RECEPTORS. It is used in the treatment of MULTIPLE SCLEROSIS.

1 2D Structure

Fingolimod Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol;hydrochloride

2.1.2 InChI

InChI=1S/C19H33NO2.ClH/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-22;/h9-12,21-22H,2-8,13-16,20H2,1H3;1H

2.1.3 InChI Key

SWZTYAVBMYWFGS-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCCCCCCC1=CC=C(C=C1)CCC(CO)(CO)N.Cl

2.2 Other Identifiers

2.2.1 UNII

G926EC510T

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-amino-2-(2-(4-octylphenyl)ethyl)-1,3-propanediol Hydrochloride

2. Fingolimod

3. Fty 720

4. Fty-720

5. Fty720

6. Gilenia

7. Gilenya

2.3.2 Depositor-Supplied Synonyms

1. 162359-56-0

2. Fty720

3. Fingolimod Hcl

4. Gilenia

5. Gilenya

6. Fty 720

7. Fty-720

8. Fingolimod (hydrochloride)

9. Fingolimod (fty720) Hcl

10. 2-amino-2-(4-octylphenethyl)propane-1,3-diol Hydrochloride

11. Fingolimod, Hcl

12. Fty720 Hydrochloride

13. Fingolimod Hydrochloride [usan]

14. 2-amino-2-(2-(4-octylphenyl)ethyl)-1,3-propanediol Hydrochloride

15. Fty720 Free Base

16. Chebi:63112

17. Fingolimod Hydrochlorid

18. 2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol;hydrochloride

19. Fingolimod (as Hydrochloride)

20. Fty-720 Hydrochloride

21. 2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol Hydrochloride

22. G926ec510t

23. Mfcd00939512

24. 2-amino-2-(2-(4-octylphenyl)ethyl)propane-1,3-diol Hydrochloride

25. Gilenya (tn)

26. 1,3-propanediol, 2-amino-2-(2-(4-octylphenyl)ethyl)-, Hydrochloride

27. 1,3-propanediol, 2-amino-2-[2-(4-octylphenyl)ethyl]-, Hydrochloride

28. 2-amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol, Hydrochloride

29. Fty-720a

30. Fingolimod (fty720)

31. Imusera

32. Unii-g926ec510t

33. 2-amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol Hydrochloride

34. Fty720,fingolimod

35. Fingolimodhydrochloride

36. Fin;limod Hydrochloride

37. Fty720 - Fingolimod

38. Fingolimod Hclfty-720

39. Epitope Id:156573

40. Schembl81362

41. Mls006010179

42. Chembl544665

43. Fingolimod Hydrochloride- Bio-x

44. Dtxsid00167364

45. Ex-a960

46. Tdi-132

47. Bcpp000225

48. Bcp01808

49. 2-amino-2-[2-(4-octyl-phenyl)-ethyl]-propane-1,3-diol Hcl

50. Fingolimod Hydrochloride (jan/usan)

51. Fingolimod Hydrochloride [mi]

52. S5002

53. Fingolimod Hydrochloride [jan]

54. Akos005145784

55. Ac-1929

56. Am84549

57. Bcp9000705

58. Ccg-265016

59. Cs-0114

60. Ks-1172

61. Fingolimod Hydrochloride [usp-rs]

62. Fingolimod Hydrochloride [who-dd]

63. Bf164458

64. Hy-12005

65. Smr004701287

66. Sy057854

67. Db-014816

68. A8548

69. F1018

70. Ft-0643569

71. Sw219384-1

72. Ec-000.2314

73. Fingolimod Hydrochloride [orange Book]

74. A25158

75. D04187

76. Fingolimod Hydrochloride [ep Monograph]

77. Fingolimod Hydrochloride [usp Monograph]

78. 359f560

79. Sr-01000942237

80. Q-101363

81. Sr-01000942237-2

82. Q27132395

83. 2-(4-octylphenethyl)-2-aminopropane-1,3-diol Hydrochloride

84. 2-amino-2-[2-(4-octylphenyl) Ethyl]-1,3-propanediol Hydrochloride

85. 2-amino-2-[2-(4-octylphenyl)-ethyl]-1,3-propanediol Hydrochloride

86. [1-hydroxy-2-(hydroxymethyl)-4-(4-octylphenyl)butan-2-yl]azanium;chloride

87. 2-amino-2-[2-(4-n-octylphenyl)ethyl]propane-1,3-diol Hydrochloride

88. 2-amino-2-[2-(4-octyl-phenyl)-ethyl]-propane -1,3-diol Hydrochloride

89. 2-amino-2-[2-(4-octyl-phenyl)-ethyl]-propane-1,3-diol Hydrochloride

90. 1,3-propanediol, 2-amino-2-[2-(4-octylphenyl)ethyl]-, Hydrochloride (1:1)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₃₄ClNO₂
Molecular Weight	343.9 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	12
Exact Mass	343.2278070 g/mol
Monoisotopic Mass	343.2278070 g/mol
Topological Polar Surface Area	66.5 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	258
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	Gilenya
PubMed Health	Fingolimod (By mouth)
Drug Classes	Immune Modulator
Drug Label	Fingolimod is a sphingosine 1-phosphate receptor modulator.Chemically, fingolimod is 2-amino-2-[2-(4-octylphenyl)ethyl]propan-1,3-diol hydrochloride. Its structure is shown below: Fingolimod hydrochloride is a white to practically white powder that i...
Active Ingredient	Fingolimod
Dosage Form	Capsule
Route	Oral
Strength	0.5mg
Market Status	Prescription
Company	Novartis

2 of 2
Drug Name	Gilenya
PubMed Health	Fingolimod (By mouth)
Drug Classes	Immune Modulator
Drug Label	Fingolimod is a sphingosine 1-phosphate receptor modulator.Chemically, fingolimod is 2-amino-2-[2-(4-octylphenyl)ethyl]propan-1,3-diol hydrochloride. Its structure is shown below: Fingolimod hydrochloride is a white to practically white powder that i...
Active Ingredient	Fingolimod
Dosage Form	Capsule
Route	Oral
Strength	0.5mg
Market Status	Prescription
Company	Novartis

4.2 Drug Indication

Gilenya is indicated as single disease modifying therapy in highly active relapsing remitting multiple sclerosis for the following groups of adult patients and paediatric patients aged 10 years and older:

- Patients with highly active disease despite a full and adequate course of treatment with at least one disease modifying therapy (for exceptions and information about washout periods see sections 4. 4 and 5. 1).

- Patients with rapidly evolving severe relapsing remitting multiple sclerosis defined by 2 or more disabling relapses in one year, and with 1 or more Gadolinium enhancing lesions on brain MRI or a significant increase in T2 lesion load as compared to a previous recent MRI.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Sphingosine 1 Phosphate Receptor Modulators

Agents that affect the function of G-protein coupled SPHINGOSINE 1-PHOSPHATE RECEPTORS. Their binding to the receptors blocks lymphocyte migration and are often used as IMMUNOSUPPRESSANTS. (See all compounds classified as Sphingosine 1 Phosphate Receptor Modulators.)

Immunosuppressive Agents

Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging. (See all compounds classified as Immunosuppressive Agents.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Sphingosine 1-phosphate Receptor Modulator [EPC]; Sphingosine 1-Phosphate Receptor Modulators [MoA]

5.3 ATC Code

L04AA27