4599-47-7

Basic information

• Product Name: 2-AMINO-3-P-TOLYL-PROPIONIC ACID
• Synonyms: DL-4-METHYLPHENYLALANINE;2-AMINO-3-P-TOLYL-PROPIONIC ACID;DL-Phe(4-Me)-OH;4-Methy-DL-Phenylalanine;DL-4-Me-Phe-OH;4- Methylphenylalanine(4-Methylphe);2-amino-3-p-tolylpropanoic acid;4-Methyl-DL-Phenylalanine
• CAS NO: 4599-47-7
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22
• Mol File: 4599-47-7.mol
• Article Data: 21

Chemical Properties

• Melting Point: 277℃
• Boiling Point: 323.507 °C at 760 mmHg
• Flash Point: 149.452 °C
• Appearance: /
• Density: 1.165
• Vapor Pressure: 0.000107mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 2-AMINO-3-P-TOLYL-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-3-P-TOLYL-PROPIONIC ACID(4599-47-7)
• EPA Substance Registry System: 2-AMINO-3-P-TOLYL-PROPIONIC ACID(4599-47-7)

Safety Data

• Hazardous Substances Data: 4599-47-7(Hazardous Substances Data)

Usage

General Description

2-AMINO-3-P-TOLYL-PROPIONIC ACID is a chemical compound also known as Amino Acid Tolmetin. It is a non-steroidal anti-inflammatory drug (NSAID) that exhibits analgesic and anti-inflammatory properties. It works by inhibiting the production of certain chemicals in the body that cause pain and inflammation. 2-AMINO-3-P-TOLYL-PROPIONIC ACID is commonly used in the treatment of conditions such as rheumatoid arthritis, osteoarthritis, and menstrual pain. Despite its effectiveness in providing relief from pain and inflammation, it is important to use this compound under medical supervision due to its potential side effects and interactions with other medications.

InChI:InChI=1/C10H13NO2/c1-7-2-4-8(5-3-7)6-9(11)10(12)13/h2-5,9H,6,11H2,1H3,(H,12,13)

Upstream product

• 82291-79-0 2-acetylamino-2-(4-methylbenzyl)malonic acid diethyl ester 
• 1991-87-3 4-methyl-L-phenylalanine 
• 207910-81-4 3-(4-methylphenyl)-2-oxopropanoic acid 
• 1866-39-3 trans-p-methylcinnamic acid 
• 683809-83-8 2-amino-3-(4-fluoromethylphenyl)propionic acid 
• 38335-22-7 2-oxo-3-(p-tolyl)propanoic acid 
• 104-87-0 4-methyl-benzaldehyde 
• 624-31-7 4-tolyl iodide 
• 3060-50-2 2,2-diphenylglycine 
• 1866-39-3 4-methylcinnamic acid 
• 6955-13-1 N-acetyl-4-methyl-phenylalanine 
• 49759-46-8 2-Benzyloxycarbonylamino-2-(4-methyl-benzyl)-malonic acid diethyl ester 
• 49759-54-8 2-Benzyloxycarbonylamino-3-p-tolyl-propionic acid ethyl ester 
• 49864-40-6 2-Benzyloxycarbonylamino-2-(4-methyl-benzyl)-malonic acid monoethyl ester 

Downstream Products

• 111210-65-2 2-(1,3-dioxoisoindolin-2-yl)-3-(p-tolyl)propanoic acid 
• 17028-03-4 3-(4-hydroxy-3-methylphenyl)-L-alanine 
• 15742-88-8 L-(p-hydroxymethyl)phenylalanine 
• 479064-87-4 (R)-3-amino-3-(4-methyl-phenyl)-propionic acid 
• 280747-79-7 N-tert-butyl-N^α-phthaloyl-p-methylphenylalaninamide 
• 280747-78-6 N-bromo-N-tert-butyl-N^α-phthaloyl-p-methylphenylalaninamide 
• 1991-87-3 4-methyl-L-phenylalanine 
• 6955-13-1 N-acetyl-4-methyl-phenylalanine 
• 204260-38-8 (2S)-2-(9H-fluorene-9-ylmethoxycarbonylamino)-3-(4-methylphenyl)propanoic acid 
• 3261-62-9 2-(p-tolyl)ethylamine 
• 74046-14-3 (S)-2-Acetylamino-3-p-tolyl-propionic acid 

Relevant articles and documents

A novel phenylalanine ammonia-lyase from Pseudozyma antarctica for stereoselective biotransformations of unnatural amino acids

A novel phenylalanine ammonia-lyase of the psychrophilic yeast Pseudozyma antarctica (PzaPAL) was identified by screening microbial genomes against known PAL sequences. PzaPAL has a significantly different substrate binding pocket with an extended loop (26 aa long) connected to the aromatic ring binding region of the active site as compared to the known PALs from eukaryotes. The general properties of recombinant PzaPAL expressed in E. coli were characterized including kinetic features of this novel PAL with L-phenylalanine (S)-1a and further racemic substituted phenylalanines rac-1b-g,k. In most cases, PzaPAL revealed significantly higher turnover numbers than the PAL from Petroselinum crispum (PcPAL). Finally, the biocatalytic performance of PzaPAL and PcPAL was compared in the kinetic resolutions of racemic phenylalanine derivatives (rac-1a-s) by enzymatic ammonia elimination and also in the enantiotope selective ammonia addition reactions to cinnamic acid derivatives (2a-s). The enantiotope selectivity of PzaPAL with o-, m-, p-fluoro-, o-, p-chloro- and o-, m-bromo-substituted cinnamic acids proved to be higher than that of PcPAL.

Organocatalytic Enantioselective Addition of α-Aminoalkyl Radicals to Isoquinolines

With a dual organocatalytic system involving a chiral phosphoric acid and a dicyanopyrazine-derived chromophore (DPZ) photosensitizer and under the irradiation with visible light, an enantioselective Minisci-type addition of α-amino acid-derived redox-active esters (RAEs) to isoquinolines has been developed. A variety of prochiral α-aminoalkyl radicals generated from RAEs were successfully introduced on isoquinolines, providing a range of valuable α-isoquinoline-substituted chiral secondary amines in high yields with good to excellent enantioselectivities.

Ligand-Enabled β-C–H Arylation of α-Amino Acids Without Installing Exogenous Directing Groups

Herein we report acid-directed β-C(sp3)-H arylation of α-amino acids enabled by pyridine-type ligands. This reaction does not require the installation of an exogenous directing group, is scalable, and enables the preparation of Fmoc-protected unnatural amino acids in three steps. The pyridine-type ligands are crucial for the development of this new C(sp3)-H arylation.