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Usage

Uses

Used in Pharmaceutical Industry:
[1-amino-2-(4-hydroxyphenyl)ethyl]phosphonic acid is used as a therapeutic agent for its ability to chelate metal ions and inhibit enzymes, making it a promising candidate for the development of new drugs.
Used in Agrochemical Industry:
AHPA is used in the production of agrochemicals due to its ability to form stable complexes with metal cations, which can enhance the effectiveness of these products in agriculture.
Used as Antifungal and Antibacterial Agent:
[1-amino-2-(4-hydroxyphenyl)ethyl]phosphonic acid is used as an antifungal and antibacterial agent, leveraging its potential to inhibit the growth of harmful microorganisms and contribute to the development of new treatments for various infections.
Used in Biological Research:
AHPA is used as a research tool to study various biological processes, given its unique chemical structure and properties, which can provide insights into the mechanisms of different cellular functions and interactions.

Upstream product

• 105645-19-0 diethyl (E)-2-(4-hydroxyphenyl)vinylphosphonate 
• 3179-08-6 4-(2-nitrovinyl)phenol 
• 130828-97-6 (2-(4-Methoxy-phenyl)-1-{[1-phenyl-meth-(E)-ylidene]-amino}-ethyl)-phosphonic acid diethyl ester 
• 2746-25-0 p-Methoxybenzyl bromide 
• 104-93-8 p-methylanizole 
• 3353-51-3 2-(4-methoxyphenyl)acetaldehyde oxime 
• 104-01-8 4-Methoxyphenylacetic acid 
• 125402-59-7 1-amino-2-(p-hydroxyphenyl)ethylphosphinic acid 
• 127780-65-8 <1-Amino-2-(4-methoxy)phenyl>ethylphosphonate de diethyle 
• 137619-23-9 O,O-diethyl-1-oximato-2-(4-methoxyphenyl)-ethylphosphonate 
• 79451-14-2 O,O-diethyl-4-methoxyphenylacetylphosphonate 
• 174767-39-6 1-Amino-2-(4-methoxy)phenylethyl phosphinic acid 
• 4693-91-8 4-methoxyphenyl-acetic chloride 

Relevant academic research and scientific papers

A (E) - 2-aryl ethylene cinnamenyl method for preparing ester derivative

The invention discloses method for preparing (E)-2-aryl vinyl phosphonate derivatives. The method comprises the specific following steps of dissolving 1-nitro-2-aryl-vinyl derivatives, a phosphorus reagent, an accelerator manganese acetate and a catalyst copper acetate in a solvent and reacting at 20-100 DEG C to obtain the (E)-2-aryl vinyl phosphonate derivatives. According to the method disclosed by the invention, the 1-nitro-2-aryl-vinyl derivatives are adopted as starting materials, the raw materials are easily available and have multiple varieties; the products obtained by the method disclosed by the invention are multiple and can be directly applied and can be also used for other further reaction; according to the method, the use of precious metal reagents and other additives is avoided; and meanwhile, the synthetic route is short, reaction conditions are mild, the reaction operation and post-treatment process are simple, the yield is high and the method is suitable for scale production.

α-Aminoalkylphosphonates as a tool in experimental optimisation of P1 side chain shape of potential inhibitors in S1 pocket of leucine- and neutral aminopeptidases

The synthesis and biological activity studies of the series of structurally different α-aminoalkylphosphonates were performed in order to optimise the shape of the side chain of the potential inhibitors in S1 pocket of leucine aminopeptidase [E.C.3.4.11.1]. Analysis of a series of compounds with aromatic, aliphatic and alicyclic P1 side chains enabled to find out the structural features, optimal for that fragment of inhibitors of LAP. The most active among all investigated compounds were the phosphonic analogues of homo-tyrosine (Ki = 120:nM) and homo-phenylalanine (Ki = 140:nM), which even as racemic mixtures were better inhibitors in comparison with the best till now-phosphonic analogue of l-leucine (230 nM). Additional comparison of the inhibitory activity obtained for aminopeptidase N (APN, E.C.3.4.11.2) give insight into structural preferences of both enzymes.

Synthesis of phosphinic and phosphonic analogs of aromatic amino acids

The reaction of aryl and aralkyl aldoximes with hypophosphorous acid resulted in aminophosphinic acids, which were oxidized into the corresponding aminophosphonic acids.

ORGANIC PHOSPHORUS COMPOUNDS 91. SYNTHESIS AND PROPERTIES OF 1-AMINO-2-ARYLETHYLPHOSPHONIC AND -PHOSPHINIC ACIDS AS WELL AS -PHOSPHINE OXIDES

The preparation, physical and spectroscopic properties of 1-amino-2-arylethylphosphonic, and -phosphinic acids as well as -phosphine oxides, the phosphorus analogues of phenylalanine are described, and the reactions of 1-amino-2-(4-fluorophenyl)ethylphosphonates with acetals, isocyanides, esters, acid anhydrides, activated aromatic nitro- and halogen compounds, and with N-protected alanine are reported.It is shown that several of the 1-amino-2-arylethylphosphonic acids are strong inhibitors of PAL and anthocyanin synthesis and also are quite active botryticides.Among the active compounds were 1-amino-2-(4-fluorophenyl)ethylphosphonic acid, 3f, and the methyl-substituted compounds 3k, 3l, and 3m.The fluoroderivative 3f was also effective as a seed-dressing agent in barley showing a 100percent protection against the fungus Fusarium nivale at 600 ppm.