Fingolimod Hydrochloride
Grundinformationen
- CAS
162359-56-0- Standard-SMILES
CCCCCCCCc1ccc(CCC(N)(CO)CO)cc1.Cl- InChIKey
SWZTYAVBMYWFGS-UHFFFAOYSA-N- Summenformel
- C19H34ClNO2
- Durchschnittliche Molmasse
- 343,9 g/mol
- Monoisotopische Masse
- 343,22780701
Überblick
Fingolimod hydrochloride is the hydrochloride salt of 2-amino-2-[2-(4-octylphenyl) ethyl]-1,3-propanediol (fingolimod). It has a role as an immunosuppressive agent, a prodrug and a sphingosine-1-phosphate receptor agonist. It contains a fingolimod(1+).
Namen und Bezeichner
- Bevorzugter Name
- Fingolimod Hydrochloride
- IUPAC
- 2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol;hydrochloride
- Englischer Name
- Fingolimod hydrochloride
- Summenformel
- C19H34ClNO2
- Molmasse
- 343.93
Namen und Synonyme
Fingolimod hydrochloride162359-56-0Fingolimod HClFTY720GileniaFty 720Fingolimod hydrochloridFTY720 hydrochlorideFingolimod (as hydrochloride)FTY-720 HYDROCHLORIDECHEBI:631122-Amino-2-(2-(4-octylphenyl)ethyl)-1,3-propanediol hydrochloride
Weitere Namen anzeigen
GilenyaFinFTY720 . HClFingolimod HCFingoliMod FTY120limod hydrochloride
2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol hydrochlorideG926EC510TDTXSID001673641,3-Propanediol, 2-amino-2-(2-(4-octylphenyl)ethyl)-, hydrochloride1,3-Propanediol, 2-amino-2-[2-(4-octylphenyl)ethyl]-, hydrochloride2-amino-2-(2-(4-octylphenyl)ethyl)propane-1,3-diol hydrochloride2-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol hydrochlorideRefChem:57691
Datenbank-Bezeichner
- CAS
162359-56-0- PubChem CID
- 107969
- DTXSID
DTXSID00167364- ChEMBL
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 66,5 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 12
- Schwere Atome
- 23
- Formalladung
- 0
- Komplexität
- 258
Experimentelle und physikochemische Eigenschaften
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physikochemische Eigenschaften
- Schmelzpunkt
- 102 · 102-107°C
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 10 mg/mL, · water: soluble10mg/mL, clear
- Aggregatzustand
- powder
- Farbe
- white to beige
- Biologische Quelle
- synthetic
- Wasserlöslichkeit
- 10 mg/mL, · water: 10mg/mL, clear
- Merck
- 14 · 14,4083
- Stabilität
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
- 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
- InChIKey
- SWZTYAVBMYWFGS-UHFFFAOYSA-N
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 0.9% (1 of 109) of reports.
Warning
H315 (83.5%): Causes skin irritation [Warning Skin corrosion/irritation]
P203, P260, P261, P263, P264, P264+P265, P270, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 109 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Irrit. 2 (83.5%)
Toxikologische Informationen
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Fingolimod hydrochloride
vMost-DILI-concern
8
Warnings & precautions
DOI:10.1016/j.drudis.2016.02.015
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29221990
- RTECS-Nr.
- TY3130000
- risk_code
- 36/37/38-52/53
- Toxizität
- LD50 orally in rats: 300-600 mg/kg (Troncoso)
- hazard_code
- Xi
- safety_code
- 26-61
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
FINGOLIMOD HCL
Sphingosine 1-Phosphate Receptor Modulators [MoA]; Sphingosine 1-phosphate Receptor Modulator [EPC]
FINGOLIMOD HYDROCHLORIDE
Sphingosine 1-phosphate Receptor Modulator [EPC]; Sphingosine 1-Phosphate Receptor Modulators [MoA]
MeSH Pharmacological Classification
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.
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.
Anwendungen
BeschreibungApproved by the U.S. FDA in September 2010, fingolimod (also referred to as FTY720) is the first approved oral therapy for the relapsing-remitting form ofmultiple sclerosis (RRMS). Because of fingolimod’s structural resemblance to sphingosine, a metabolite of sphingolipids that constitutes the cell membrane of all eukaryotic cells, it was hypothesized that fingolimod may be affecting sphingolipid metabolism in cells. A series of elegant in vitro and in vivo studies confirmed that fingolimod is converted to (S)-fingolimod phosphate primarily by sphingosine kinase- 2 and that (S)-fingolimod phosphate mediates multiple biological processes by binding to novel GPCR’s referred to as sphingosine-1-phosphate (S1P) receptors. S1P receptors are divided into five subtypes, S1P1–5, which have varying tissue and cellular distribution. S1P1–3 receptors are ubiquitously expressed in the immune, cardiovascular, and central nervous systems, S1P4 is restricted to the hematopoietic system, and S1P5 is mostly localized in the white matter of CNS. S1P1–3 receptors play important roles in endothelial barrier function, maintaining vascular tone, regulating heart rate and allowing for lymphocyte egress fromsecondary lymphoid organs. The functional role of S1P4 is unknown,while the S1P5 receptor is thought to be involved in natural killer cell trafficking and oligodendrocyte function.
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