380894-77-9

Basic information

• Product Name: Phosphonic acid, [[5-(3-fluorophenyl)-2-pyridinyl]Methyl]-, diethyl ester
• Synonyms: Phosphonic acid, [[5-(3-fluorophenyl)-2-pyridinyl]Methyl]-, diethyl ester;[5-(3-fluorophenyl)-pyridin-2-ylMethyl]-phosphonic acid diethyl ester;[[5-(3-Fluorophenyl)-2-Pyridinyl]Methyl]-phosphonic acid Diethyl Ester;[[5-(3-Fluorophenyl)-2-Pyridinyl]Methyl]-phosphonic acid Diethyl Este;vorapaxar intermediate 2;[(5-bromo-2-pyridinyl)methyl]-phosphonic acid diethyl ester;L-PROLINE-(4-4H(N));CB72711592
• CAS NO: 380894-77-9
• Molecular Formula: C₁₆H₁₉FNO₃P
• Molecular Weight: 323.2991242
• EINECS: -0
• Mol File: 380894-77-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 445.2±45.0 °C(Predicted)
• Appearance: /
• Density: 1.191±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 3.44±0.23(Predicted)
• CAS DataBase Reference: Phosphonic acid, [[5-(3-fluorophenyl)-2-pyridinyl]Methyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [[5-(3-fluorophenyl)-2-pyridinyl]Methyl]-, diethyl ester(380894-77-9)
• EPA Substance Registry System: Phosphonic acid, [[5-(3-fluorophenyl)-2-pyridinyl]Methyl]-, diethyl ester(380894-77-9)

Safety Data

• Hazardous Substances Data: 380894-77-9(Hazardous Substances Data)

Usage

Uses

P-?[[5-?(3-?Fluorophenyl)?-?2-?pyridinyl]?methyl]?-phosphonic Acid Diethyl Ester has potential applications in developing protease activated receptor-?1 (PAR1) antagonists

Upstream product

• 768-35-4 3-fluorophenylboronic acid 
• 88139-91-7 (5-bromopyridin-2-yl)methanol 
• 122-52-1 triethyl phosphite 
• 1121-78-4 5-Hydroxy-2-methylpyridine 
• 713143-67-0 5-(3-fluorophenyl)-2-methylpyridine 
• 814-49-3 diethyl chlorophosphate 
• 111770-91-3 (6-methylpyridin-3-yl)trifluoromethanesulfonate 
• 380893-73-2 [(5-bromo-2-pyridinyl)methyl]-phosphonic acid diethyl ester 

Relevant articles and documents

Discovery of Potent Orally Active Protease-Activated Receptor 1 (PAR1) Antagonists Based on Andrographolide

Protease-activated receptor-1 (PAR1), a G-protein-coupled receptor, plays a critical role in thrombin-mediated platelet aggregation. It is regarded as a promising antithrombosis target that is unlikely to result in bleeding. Here, we describe the synthesi

Discovery of octahydroindenes as PAR1 antagonists

Octahydroindene was identified as a novel scaffold for protease activated receptor 1 (PAR1) antagonists. Herein, the 2-position (C2) was explored for structure-activity relationship (SAR) studies. Compounds 14, 19, and 23b showed IC50 values of 1.3, 8.6, and 2.7 nM in a PAR1 radioligand binding assay, respectively, and their inhibitory activities on platelet activation were comparable to that of vorapaxar in a platelet rich plasma (PRP) aggregation assay. This series of compounds showed high potency and no significant cytotoxicity; however, the compounds were metabolically unstable in both human and rat liver microsomes. Current research efforts are focused on optimizing the compounds to improve metabolic stability and physicochemical properties as well as potency.

Synthesis of diethyl{[5-(3-fluorophenyl)-pyridine-2yl]methyl}phosphonate

This application discloses a novel process for the preparation of phosphonate esters useful as intermediates in the preparation of himbacine analogs, themselves useful as thrombin receptor antagonists. The chemistry taught herein can be exemplified by the following scheme: wherein R9 is selected from alkyl, aryl heteroaryl and arylalkyl groups having 1 to 10 carbon atoms, and R11 is selected independently for each occurrence from alkyl, aryl heteroaryl and arylalkyl groups having 1 to 10 carbon atoms and hydrogen, X2 is Cl, Br, or I; X3 is selected from Cl and Br; and PdLn is a supported palladium metal catalyst or a soluble heterogeneous palladium catalyst. The L-derivatizing reagent is a moiety which converts the alcohol functional group of compound 137D to any leaving group which can be displaced by a triorgano-phosphite phosphonating agent.