142434-81-9

Basic information

• Product Name: 4-Phosphonomethyl-L-Phenylalanine
• Synonyms: 4-Phosphonomethyl-L-Phenylalanine;4-phosphonomethylphenylalanine;H-L-Pmp-OH;L-4-phosphonomethyl-Phenylalanine
• CAS NO: 142434-81-9
• Molecular Formula: C₁₀H₁₄NO₅P
• Molecular Weight: 259.195621
• Mol File: 142434-81-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 544.7 °C at 760 mmHg
• Flash Point: 283.2 °C
• Appearance: /
• Density: 1.499 g/cm³
• Vapor Pressure: 1.07E-12mmHg at 25°C
• Refractive Index: 1.615
• PKA: 2.19±0.10(Predicted)
• CAS DataBase Reference: 4-Phosphonomethyl-L-Phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phosphonomethyl-L-Phenylalanine(142434-81-9)
• EPA Substance Registry System: 4-Phosphonomethyl-L-Phenylalanine(142434-81-9)

Safety Data

• Hazardous Substances Data: 142434-81-9(Hazardous Substances Data)

Usage

General Description

4-Phosphonomethyl-L-Phenylalanine is a synthetic chemical compound that is primarily used in scientific research, particularly in the field of biochemistry. It exists as a white or off-white powder and its chemical formula is C10H13NO5P. 4-Phosphonomethyl-L-Phenylalanine is structurally akin to phenylalanine, an essential amino acid that forms proteins in the human body. 4-Phosphonomethyl-L-Phenylalanine may also be utilized as a phosphonate, a class of chemicals often used in the formulation of flame retardants, corrosion inhibitors, and water softening products. However, its use is mainly restricted to laboratory research and it is not typically found in consumer products.

InChI:InChI=1/C10H14NO5P/c11-9(10(12)13)5-7-1-3-8(4-2-7)6-17(14,15)16/h1-4,9H,5-6,11H2,(H,12,13)(H2,14,15,16)

Upstream product

• 142348-55-8 (2S)-2-[(tert-butoxycarbonyl)amino]-3-{4-[(diethoxyphosphoryl)methyl]phenyl}propanoic acid 
• 257628-04-9 L-4-((di-tert-butyl)phosphonomethyl)phenylalanine 
• 229180-63-6 N-Ac-L-Phe(p-CH₂PO₃Et₂).OEt 
• 2361-96-8 ethyl N-acetyl-(L)-phenylalaninate 
• 130887-73-9 L-N-acetyl-3-(4-(chloromethyl)phenyl)alanine ethyl ester 
• 623-24-5 1,4-bis(bromomethyl)benzene 
• 108228-81-5 4-(diethoxyphosphorylmethyl)-1-bromomethyl-phenyl 
• 142348-46-7 ethyl 4-(diethylphosphonomethyl)-D,L-phenylalaninate 
• 142348-45-6 ethyl N-(diphenylmethylene)-4-(diethylphosphonomethyl)-D,L-phenylalaninate 
• 142348-47-8 ethyl (N-tert-butyloxycarbonyl)-(4-diethylphosphonomethyl)-D,L-phenylalaninate 

Downstream Products

• 229180-64-7 Fmoc-(4-phosphonomethylphenyl)alanine 

Relevant articles and documents

Composition, synthesis and therapeutic applications of polyamines

This invention relates to a process of synthesis and composition of open chain (ring), closed ring, linear branched and or substituted polyamines, polyamine derived tyrosine phosphatase inhibitors and PPAR partial agonists/partial antagonists via a series of substitution reactions and optimizing the bioavailability and biological activities of the compounds. Polyamines prevent the toxicty of neutoxins and diabetogenic toxins including paraquat, methyphenyl pyridine radical, rotenone, diazoxide, streptozotocin and alloxan. These polyamines can be to treat neurological, cardiovascular, endocrine acquired and inherited mitochondrial DNA damage diseases and other disorders in mammalian subjects, and more specifically to the therapy of Parkinson's disease, Alzheimer's disease, Lou Gehrig's disease, Binswanger's disease, Olivopontine Cerebellar Degeneration, Lewy Body disease, Diabetes, Stroke, Atherosclerosis, Myocardial Ischemia, Cardiomyopathy, Nephropathy, Ischemia, Glaucoma, Presbycussis, Cancer, Osteoporosis, Rheumatoid Arthritis, Inflammatory Bowel Disease, Multiple Sclerosis and as Antidotes to Toxin Exposure.

Enantioselective synthesis of N-Fmoc protected di-tert-butyl 4-phosphonomethyl-L-phenylalanine: A hydrolytically stable analogue of O-phosphotyrosine

Fmoc-L-Pmp(tBu)2-OH was prepared with high enantiomeric purity by an asymmetric synthetic pathway, using a camphor sultam as chiral auxiliary.