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Usage

Uses

Used in Pharmaceutical and Therapeutic Applications:
(1-Amino-2-phenylethyl)phosphinic acid is utilized as a potential therapeutic agent for the treatment of Alzheimer's disease and other neurodegenerative disorders. It targets cognitive impairments and has shown promise in improving related conditions due to its unique chemical structure and properties.
Used in Catalyst Development:
In the field of organic synthesis, (1-Amino-2-phenylethyl)phosphinic acid serves as a potential catalyst. Its ability to facilitate and enhance the rate of chemical reactions makes it a valuable component in various synthetic processes, contributing to the efficiency and effectiveness of these reactions.
Used in Coordination Chemistry:
As a ligand in coordination chemistry, (1-Amino-2-phenylethyl)phosphinic acid plays a crucial role in the formation and stabilization of metal complexes. Its presence can significantly influence the properties and reactivity of these complexes, making it an important tool for the design and study of new materials and catalysts.

InChI:InChI=1/C8H10NO2P/c9-8(12(10)11)6-7-4-2-1-3-5-7/h1-5,8H,6,9H2/p+2/t8-/m1/s1

Upstream product

• 122-78-1 phenylacetaldehyde 
• 125402-18-8 [1-(Benzhydrylidene-amino)-2-phenyl-ethyl]-diethoxymethyl-phosphinic acid ethyl ester 
• 7028-48-0 Phenylacetaldehyde oxime 
• 65577-31-3 (1-(benzhydrylamino)-2-phenylethyl)phosphinic acid 

Downstream Products

• 72397-75-2 α-Amino-β-phenylethylphosphorsaeure-monoethylester 
• 131702-11-9 (1-(N-(tert-butyloxycarbonyl)amino)-2-phenylethyl) phosphinic acid 
• 6324-00-1 1-amino-2-phenylethanephosphonic acid 
• 115961-49-4 [2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid 
• 439799-55-0 (1-(N-acetylamino)-2-phenylethyl)-phosphonous acid 
• 439799-57-2 (1-(N-acetylamino)-2-phenylethyl)phosphonous acid methyl ester 
• 439800-02-9 (1-Acetylamino-2-phenyl-ethyl)-[(S)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxo-propyl]-phosphinic acid 
• 439800-01-8 (1-Acetylamino-2-phenyl-ethyl)-[(R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxo-propyl]-phosphinic acid 
• 128677-67-8 (1-Acetylamino-2-phenyl-ethyl)-phosphonic acid 3-chloro-phenyl ester ethyl ester 
• 150730-34-0 3-[(1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoyl]-propionic acid methyl ester 
• 150730-36-2 3-[(1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoyl]-propionic acid 
• 762240-64-2 3-[(1-Amino-2-phenyl-ethyl)-hydroxy-phosphinoyl]-propionic acid methyl ester 

Relevant academic research and scientific papers

Molecular tools that block maturation of the nuclear lamin A and decelerate cancer cell migration

Lamin A contributes to the structure of nuclei in all mammalian cells and plays an important role in cell division and migration. Mature lamin A is derived from a farnesylated precursor protein, known as prelamin A, which undergoes post-translational cleavage catalyzed by the zinc metalloprotease STE24 (ZPMSTE24). Accumulation of farnesylated prelamin A in the nuclear envelope compromises cell division, impairs mitosis and induces an increased expression of inflammatory gene products. ZMPSTE24 has been proposed as a potential therapeutic target in oncology. A library of peptidomimetic compounds were synthesized and screened for their ability to induce accumulation of prelamin A in cancer cells and block cell migration in pancreatic ductal adenocarcinoma cells. The results of this study suggest that inhibitors of lamin A maturation may interfere with cell migration, the biological process required for cancer metastasis.

Phosphinic Amino Acid Compounds

Compounds of formula (I): wherein: R1 represents hydrogen, alkylcarbonyloxyalkyl or alkylcarbonylthioalkyl,R2 represents hydrogen, alkylcarbonyloxyalkyl, arylcarbonylthioalkyl or optionally substituted arylalkyl,R3 represe

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.

Synthesis of 1-Aminoalkylphosphinic Acids. Part 2. An Alkylation Approach

Aminomethylphosphinic acid (7), protected at nitrogen as the imine derived from benzophenone and at phosphorus as the diethylacetal and ethyl ester , undergoes facile LDA-induced alkylation.Treatment with primary alkyl halides affords, on product hydrolysis, a versatile route to phosphinic analogues of α-amino carboxylic acids.Analogues of alanine, valine, leucine, phenylalanine, tyrosine, histidine, and aspartic and glutamic acids are thus prepared; the phosphonic histidine analogue (23b) can be prepared similarly from the imine phosphonate diester (21).Intra- and inter-molecular dialkylation reactions provide analogues of 1-aminocyclopropanecarboxylic acid (14) and 2,6-diaminoheptanedioic acid (16).Benzyl bromide alkylation of (25a) and (30a), where the nitrogen is protected as the imine of the 2-hydroxypinan-3-one chiral auxiliary (24) or (29), is diastereospecific leading to asymmetric synthesis of either (+)- or (-)-phenylalanine analogues; this selectivity is compared to that shown by the corresponding chiral imine phosphonate (25b) and imine carboxylate (25c).

1-Aminoalkylphosphonous Acids. Part 1. Isosteres of the Protein Amino Acids

The synthesis of 1-aminoalkylphosphonous acids, isosteres of the protein amino acids, by addition of hypophosphorous acid to diphenylmethylimines is described.These analogues of glycine, alanine, valine, leucine, isoleucine, phenylalanine, tyrosine, tryptophan, serine, threonine, methionine, cysteine, cystine, glutamic acid, lysine, ornithine, arginine, and proline have been prepared and the analogues of alanine, valine, leucine, phenylalanine, and methionine resolved.The alanine, valine and methionine analogues have interesting antimicrobial activity and the alanine analogue has plant growth inhibiting properties.Oxidation of the appropriate 1-aminoalkylphosphonous acids gave the 1-aminoalkylphosphonic acid analogues of (+/-)-alanine, (-)-alanine, (+/-)-valine, (-)-valine, (+/-)-serine, (+/-)-threonine, (+/-)-lysine, (-)-leucine, and (+/-)-ornithine.