174587-50-9

Basic information

• Product Name: Phosphonic acid, [amino(3-fluorophenyl)methyl]-
• CAS NO: 174587-50-9
• Molecular Formula: C7H9FNO3P
• Molecular Weight: 205.126
• Mol File: 174587-50-9.mol

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [amino(3-fluorophenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [amino(3-fluorophenyl)methyl]-(174587-50-9)
• EPA Substance Registry System: Phosphonic acid, [amino(3-fluorophenyl)methyl]-(174587-50-9)

Safety Data

• Hazardous Substances Data: 174587-50-9(Hazardous Substances Data)

Upstream product

• 456-48-4 3-Fluorobenzaldehyde 
• 181260-22-0 [acetylamino-(3-fluoro-phenyl)-methyl]-phosphonic acid 
• 181260-11-7 [benzoylamino-(3-fluoro-phenyl)-methyl]-phosphonic acid 

Relevant articles and documents

Substituted phosphonic analogues of phenylglycine as inhibitors of phenylalanine ammonia lyase from potatoes

A series of phosphonic acid analogues of phenylglycine variously substituted in phenyl ring have been synthesized and evaluated for their inhibitory activity towards potato L-phenylalanine ammonia lyase. Most of the compounds appeared to act as moderate (

Tailoring the structure of aminobisphosphonates to target plant P5C reductase

Using the structure of (3,5-dichlorophenyl)aminomethylenebisphosphonic acid as a lead compound, 25 new phosphonates were synthesized and evaluated as possible inhibitors of Arabidopsis thaliana δ1-pyrroline-5- carboxylate (P5C) reductase. Deriv

Inhibitors of phenylalanine ammonialyase: 1-aminobenzylphosphonic acids substituted in the benzene ring

Dextrorotatory 1-amino-3′,4′-dichlorobenzylphosphonic acid was found to be a potent inhibitor of the plant enzyme phenylalanine ammonia-lyase both in vitro and in vivo from among the ring-substituted 1-aminobenzylphosphonic acids and other analogues of phenylglycine. A structure activity relationship analysis of the results obtained permits predictions on the geometry of the pocket of the enzyme and is a basis in the strategy of better inhibitor synthesis.

The preparation and characterization of some fluorinated α-aminoarylmethanephosphonic acids

α-Aminoarylmethanephosphonic acids have been prepared with a range of fluoro, fluoroalkyl, or fluoroalkoxy substituents in the benzene ring (4-F, 3-F, 2-F, 3,4-F2, F5, 4-CF3, 3-CF3, 4-CF3O, and 3-CF3O). These compounds have relatively low aqueous solubility and their NMR spectra (1H, 13C, 31P and 19F) were therefore recorded in D2O in the presence of an excess of alkali. Under these conditions, the ring substituents appear to have little effect on δp (15-18 ppm), or on the 1H and 13C parameters for the benzylic group (α-CH), which are mainly in the ranges observed for other types of α-aminoarylmethanephosphonic acids under alkaline conditions (δH 3.8-4.0 ppm, 2JPH 15.3-16.5 Hz; δC 57-58 ppm, 1JPC 128-132 Hz). For those examples with fluorine in the ortho position (i.e., the 2-fluoro and pentafluoro derivatives) a slightly higher field chemical shift was observed for the benzylic carbon atom (δC 50-51 ppm). In the fast-atom bombardment mass spectra, pseudo-molecular ions, MH+, and ions resulting from the elimination of phosphorous acid [MH - H3PO3]+, provide a further useful means of chararacterization for these compounds. Key words: Fluorinated aminoarylmethanephosphonic acids, dialkyl N-diphenylmethylaminoaryl-methanephosphonates, NMR spectroscopy, FAB mass spectrometry.