102185-28-4

Usage

Uses

Used in Pharmaceutical Industry:
4-AMINOPHENYLPHOSPHORYLCHOLINE is used as a pharmaceutical compound for its potential role in the development of new drugs and therapies. Its unique chemical structure allows it to interact with specific biological targets, making it a promising candidate for the treatment of various diseases and conditions.
Used in Chemical Research:
In the field of chemical research, 4-AMINOPHENYLPHOSPHORYLCHOLINE serves as an important compound for studying the properties and interactions of phosphocholine derivatives. This knowledge can be applied to the development of new materials, catalysts, and other chemical products with specific functions and applications.
Used in Analytical Chemistry:
4-AMINOPHENYLPHOSPHORYLCHOLINE is used as a reference material in analytical chemistry for the calibration and validation of analytical instruments and methods. Its distinct chemical properties make it an ideal candidate for ensuring the accuracy and reliability of chemical measurements and analyses.
Used in Material Science:
In the field of material science, 4-AMINOPHENYLPHOSPHORYLCHOLINE can be used as a component in the development of advanced materials with specific properties, such as improved conductivity, enhanced stability, or tailored reactivity. Its unique chemical structure can contribute to the creation of novel materials with a wide range of applications in various industries.

InChI:InChI=1/C11H19N2O4P/c1-13(2,3)8-9-16-18(14,15)17-11-6-4-10(12)5-7-11/h4-7H,8-9,12H2,1-3H3

Synthetic route

p-nitrophenyl phosphorylcholine (21064-69-7) → p-aminophenylphosphorylcholine (102185-28-4)

Conditions	Yield
With ammonium formate; palladium on activated charcoal In methanol for 0.0166667h;

1-dichlorophosphoryloxy-4-nitro-benzene (777-52-6) → p-aminophenylphosphorylcholine (102185-28-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) quinoline; 2.) IWT<*>TMD-8 ion exchange resin / 1.) acetonitrile, 0 deg C, 5 h; 2.) acetonitrile-pyridine-water 2: ammonium formate / 10percent Pd/C / methanol / 0.02 h View Scheme

choline iodide (17773-10-3) → p-aminophenylphosphorylcholine (102185-28-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) quinoline; 2.) IWT<*>TMD-8 ion exchange resin / 1.) acetonitrile, 0 deg C, 5 h; 2.) acetonitrile-pyridine-water 2: ammonium formate / 10percent Pd/C / methanol / 0.02 h View Scheme

4-(bromomethyl)benzo-15-crown-5 (74046-55-2) + p-aminophenylphosphorylcholine (102185-28-4) → 4-<(p-aminophenyl)phosphocholine> methyl benzo-15-crown-5

Conditions	Yield
With sodium hydrogencarbonate In methanol; butan-1-ol at 45℃; for 48h;	43 mg

p-aminophenylphosphorylcholine (102185-28-4) → p-diazophenylphosphorylcholine

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 0 - 20℃;

Upstream product

• 17773-10-3 choline iodide 
• 21064-69-7 p-nitrophenyl phosphorylcholine 
• 777-52-6 1-dichlorophosphoryloxy-4-nitro-benzene 

Downstream Products

• 61114-50-9 p-diazophenylphosphorylcholine 

Relevant academic research and scientific papers

Facile reduction in the synthesis of phosphorylcholine affinity columns

Reduction of p-nitrophenylphosphorylcholine to the amine utilizing ammonium formate and 10% Pd/C in methanol, followed by in situ generation of the diazonium salt resulted in the synthesis of p-diazophenylphosphorylcholine. This reaction was simpler than the usual approach utilizing hydrogen gas for the reduction to p-aminophenylphosphorylcholine. The diazonium salt then successfully reacted with the amino acid tyrosine, which had been previously attached to an agarose bead. Alternatively the diazonium salt was coupled to BSA and the resulting conjugate used to coat ELISA plates. Selective PC-binding antibodies recognized the antigen, and bound specifically to both the column and plates.