An immune modulator and a prodrug form of FTY720 phosphate
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Active Metabolite(s)
10006408FTY720 (S)-Phosphate 10008639FTY720 Phosphate
Alternative(s)
11975Fingolimod
Labeled Version(s)
25037Fingolimod-d4
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Fingolimod (hydrochloride)

Item No. 10006292

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol, monohydrochloride
CAS Number
162359-56-0
Synonyms
  • FTY720
Molecular Formula
C19H33NO2 • HCl
Formula Weight
343.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.2 mg/ml
SMILES
CCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1.Cl
InChi Code
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
InChi Key
SWZTYAVBMYWFGS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    50 mg

    $83

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    100 mg

    $158

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    250 mg

    $290

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    1 g

    $578

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    Product Description

    Fingolimod is an immune modulator, a prodrug form of the sphingosine-1-phosphate (S1P) receptor agonist FTY720 phosphate (Item No. 10008639), and a derivative of myriocin (Item No. 63150).1 It is converted by sphingosine kinase (SPHK) to FTY720 phosphate, which then acts as an agonist of S1P receptor 1 (S1P1), S1P3, S1P4, and S1P5, subsequently acting as a functional antagonist by inducing receptor internalization.1,2,3 Fingolimod (1 mg/kg) decreases the number of circulating lymphocytes in mice.4 It increases skin allograft survival in rats when administered at doses ranging from 0.3 to 3 mg/kg.5 Fingolimod (0.3 mg/kg) prevents disease development in a rat model of experimental autoimmune encephalomyelitis (EAE).1 It also inhibits S1P lyase when used at concentrations ranging from 0.3 to 30 µM.4 Formulations containing fingolimod have been used in the treatment of multiple sclerosis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brinkmann, V., Davis, M.D., Heise, C.E., et al. The immune modulator FTY720 targets sphingosine 1-phosphate receptors. The Journal of Biological Chemisty 277(24), 21453-21457 (2002).

    2. Forrest, M., Sun, S.Y., Hajdu, R., et al. Immune cell regulation and cardiovascular effects of sphingosine 1-phosphate receptor agonists in rodents are mediated via distinct receptor subtypes. J. Pharmacol. Exp. Ther. 309(2), 758-768 (2004).

    3. Brinkmann, V., Billich, A., Baumruker, T., et al. Fingolimod (FTY720): Discovery and development of an oral drug to treat multiple sclerosis. Nat. Rev. Drug Discov. 9(11), 883-897 (2010).

    4. Bandhuvula, P., Tam, Y.Y., Oskouian, B., et al. The immune modulator FTY720 inhibits sphingosine-1-phosphate lyase activity. The Journal of Biological Chemisty 280(40), 33697-33700 (2005).

    5. Shimizu, H., Takahashi, M., Kaneko, T., et al. KRP-203, a novel synthetic immunosuppressant, prolongs graft survival and attenuates chronic rejection in rat skin and heart allografts. Circulation 111(2), 222-229 (2005).

    Product Citations

    Salas-Perdomo, A., Miró-Mur, F., Gallizioli, M., et al. Role of the S1P pathway and inhibition by fingolimod in preventing hemorrhagic transformation after stroke. Sci. Rep. 9(1), 8309 (2019).

    Smith, M.A., Plyler, E.S., Dengler-Crish, C.M., et al. Nodes of ranvier in glaucoma. Neuroscience 15(390), 104-118 (2018).