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    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
    Fingolimod Hydrochloride
    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 Weight 343.9 g/mol
    Molecular Formula C19H34ClNO2
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count12
    Exact Mass343.2278070 g/mol
    Monoisotopic Mass343.2278070 g/mol
    Topological Polar Surface Area66.5 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity258
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameGilenya
    PubMed HealthFingolimod (By mouth)
    Drug ClassesImmune Modulator
    Drug LabelFingolimod 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 IngredientFingolimod
    Dosage FormCapsule
    RouteOral
    Strength0.5mg
    Market StatusPrescription
    CompanyNovartis

    2 of 2  
    Drug NameGilenya
    PubMed HealthFingolimod (By mouth)
    Drug ClassesImmune Modulator
    Drug LabelFingolimod 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 IngredientFingolimod
    Dosage FormCapsule
    RouteOral
    Strength0.5mg
    Market StatusPrescription
    CompanyNovartis

    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).

    or

    - 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

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    15-Jan-2021
    01-Aug-2024
    KGS
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