402616-26-6

Basic information

• Product Name: (S) FTY720 PHOSPHATE
• Synonyms: (S) FTY720 PHOSPHATE;(S)-FTY720-;2-(S)-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol Mono(dihydrogen phosphate) Ester;(S)-FTY720-P;FTY720 (S)-Phosphate;(2S)-2-Amino-2-[2-(4-octylphenyl)ethyl]-1-(dihydrogen phosphate)-1,3-propanediol)
• CAS NO: 402616-26-6
• Molecular Formula: C₁₉H₃₄NO₅P
• Molecular Weight: 387.454
• Product Categories: All Inhibitors;Inhibitors;Metabolites & Impurities
• Mol File: 402616-26-6.mol

Chemical Properties

• Melting Point: 184-186°C
• Boiling Point: 584.237°C at 760 mmHg
• Flash Point: 307.136°C
• Appearance: white to beige/
• Density: 1.173g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: -20°C Freezer
• Solubility: DMSO: soluble0.3mg/mL, clear (warmed)
• PKA: 1.73±0.10(Predicted)
• CAS DataBase Reference: (S) FTY720 PHOSPHATE(CAS DataBase Reference)
• NIST Chemistry Reference: (S) FTY720 PHOSPHATE(402616-26-6)
• EPA Substance Registry System: (S) FTY720 PHOSPHATE(402616-26-6)

Safety Data

• Hazardous Substances Data: 402616-26-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S) FTY720 PHOSPHATE is used as an immunomodulatory agent for the treatment of autoimmune diseases, such as experimental autoimmune encephalomyelitis. It functions by inhibiting T cell infiltration, which helps ameliorate the symptoms and progression of the disease.
Used in Neurological Applications:
In the field of neurology, (S) FTY720 PHOSPHATE is used as a therapeutic agent for the management of multiple sclerosis and other demyelinating diseases of the central nervous system. Its ability to modulate immune cell functions makes it a promising candidate for treating these conditions.
Used in Immunological Research:
(S) FTY720 PHOSPHATE is also utilized in immunological research as a tool to study the role of sphingosine 1-phosphate receptors in immune cell signaling and trafficking. This helps researchers better understand the underlying mechanisms of immune responses and develop new therapeutic strategies for various diseases.

InChI:InChI=1/C19H34NO5P/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-25-26(22,23)24/h9-12,21H,2-8,13-16,20H2,1H3,(H2,22,23,24)/t19-/m0/s1

Upstream product

• 847672-61-1 (R/S)-4-hydroxymethyl-4-[2-(4-octylphenyl)ethyl]oxazolidin-2-one 
• 876391-67-2 ((E)-4-Oct-1-enyl)-benzaldehyde 
• 876391-74-1 (2R)-2-(oxiranyl)-4-(4'-octylphenyl)butan-1-ol 
• 876391-75-2 {(R)-4-[2-(4-Octyl-phenyl)-ethyl]-2-trichloromethyl-4,5-dihydro-oxazol-4-yl}-methanol 
• 249289-10-9 N-(1-hydroxy-2-(hydroxymethyl)-4-(4-octylphenyl) butan-2-yl) acetamide 
• 13423-48-8 triphenylheptylphosphonium bromide 
• 876391-69-4 2-methylene-4-(4'-octylphenyl)butan-1-ol 
• 876391-68-3 2-methylene-4-(4'-octylphenyl)butanal 
• 162359-55-9 fingolimod 
• 863225-35-8 (S)-4-[2-(4-octylphenyl)ethyl]-4-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)oxazolidin-2-one 
• 847672-62-2 (R/S)-4-[2-(4-octylphenyl)ethyl]-4-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)oxazolidin-2-one 
• 183129-84-2 4-(4'-n-octylphenyl)butan-1-ol 

Relevant articles and documents

Enantioselective synthesis of the phosphate esters of the immunosuppressive lipid FTY720

The enantiomers of FTY720-phosphate (3) were synthesized via 2-methylene-4-(4-octylphenyl)butan-1-ol (7), 2,3-epoxy alcohol 8, and Δ2-oxazoline 10. These compounds have potential use in the treatment of autoimmune diseases and prevention of kid

Novel immunomodulator FTY720 is phosphorylated in rats and humans to form a single stereoisomer. Identification, chemical proof, and biological characterization of the biologically active species and its enantiomer

In vivo phosphorylation of FTY720 (1) in rats and humans resulted exclusively in the biologically active (S)-configured enantiomer, which was proven by an ex vivo o-phthaldialdehyde derivatization protocol especially elaborated for phosphates of 1. Starting from the prochiral amino alcohol 1, racemic and enantiomerically pure phosphates of 1 were synthesized. Pure enantiomers were obtained after purification of a partially protected key intermediate on an enantioselective support. The absolute stereochemistry was determined by X-ray diffraction.

Asymmetric synthesis and biological evaluation of the enantiomeric isomers of the immunosuppressive FTY720-phosphate

A practical asymmetric synthesis of both enantiomers of the immunosuppressive FTY720-phosphate (2) was accomplished, and the enantiomers were pharmacologically evaluated. Several lipases showed considerable activity and enantioselectivity for O-acylation

Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720

The novel immunosuppressive agent FTY720 (1) is phosphorylated in vivo in a variety of species yielding an active metabolite that is an agonist of four of the five known G-protein-coupled sphingosine-1-phosphate (S1P) receptors. A synthesis amenable to pr