565-07-1

Basic information

• Product Name: 2-AMINO-2-PHENYLPROPIONIC ACID
• Synonyms: 2-AMINO-2-PHENYLPROPIONIC ACID;AKOS BB-9877;DL-2-Amino-2-phenylpropionicacid;2-Methyl-2-phenylglycine;DL-2-Phenylalanine;Benzeneacetic acid, a-aMino-a-Methyl-;2-Aminohydratropic acid;2-Phenyl-dl-alanine
• CAS NO: 565-07-1
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• Product Categories: pharmacetical
• Mol File: 565-07-1.mol
• Article Data: 14

Chemical Properties

• Melting Point: 295℃
• Boiling Point: 298.5 °C at 760 mmHg
• Flash Point: 134.3 °C
• Appearance: /
• Density: 1.197
• Vapor Pressure: 0.000567mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 1.99±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-2-PHENYLPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-2-PHENYLPROPIONIC ACID(565-07-1)
• EPA Substance Registry System: 2-AMINO-2-PHENYLPROPIONIC ACID(565-07-1)

Safety Data

• Hazardous Substances Data: 565-07-1(Hazardous Substances Data)

Usage

General Description

2-AMINO-2-PHENYLPROPIONIC ACID, also known as alpha-methylphenylglycine, is a chemical compound with the molecular formula C9H11NO2. It is an alpha-amino acid with a phenyl group and a propionic acid side chain. 2-AMINO-2-PHENYLPROPIONIC ACID is not naturally occurring, but it can be synthesized in the laboratory. It is commonly used in the pharmaceutical industry as a building block for the synthesis of various drugs and as a chiral auxiliary in asymmetric synthesis. It has also been studied for its potential pharmacological properties, including its potential use as a neuroprotective agent. Additionally, it has been investigated as a potential precursor for the synthesis of various peptides and peptidomimetics.

InChI:InChI=1/C9H11NO2/c1-9(10,8(11)12)7-5-3-2-4-6-7/h2-6H,10H2,1H3,(H,11,12)

Upstream product

• 6843-49-8 5-methyl-5-phenylimidazolidin-2,4-dione 
• 7647-01-0 hydrogenchloride 
• 4355-46-8 α-amino-α-methylphenylacetonitrile 
• 34713-70-7 2-Phenylpropanal 
• 20102-12-9 2-hydroxy-2-phenylpropionitrile 
• 98-86-2 acetophenone 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 773837-37-9 sodium cyanide 
• 82944-84-1 N-[(1E)-1-phenylethylidene]-P,P-diphenylphosphinic amide 
• 613-91-2 acetophenone oxime 
• 6844-34-4 3,5-dimethyl-5-phenylimidazolidine-2,4-dione 
• 1462367-32-3 1-[(4-methoxyphenyl)methyl]-3,5-dimethyl-5-phenylimidazolidine-2,4-dione 
• 929031-14-1 (-)-N,N'-bis(benzyloxycarbonyl)-2-hydrazino-2-phenylpropionic acid methyl ester 
• 171181-53-6 methyl N^α-(diphenylmethylene)-DL-phenylglycinate 

Downstream Products

• 4854-49-3 2-acetamido-2-phenylpropanoic acid 
• 1617545-79-5 2-[6-(3-chloro-phenyl)-pyrazin-2-ylamino]-2-phenyl-propan-1-ol 
• 94309-59-8 N-Benzyloxycarbonyl-C-methyl-C-phenyl-glycin-<2-hydroxy-aethylamid> 
• 4507-44-2 <(p-Phenylazo-benzyloxycarbonyl-(DL-α-phenyl-alanin)>-pivalinsaeureanhydrid 
• 4507-45-3 Benzyloxycarbonyl-DL-α-phenyl-alanin-tert-butylester 
• 19196-63-5 DL-α-methylphenylglycine amide 
• 24540-00-9 2-methyl-2-phthalimidophenylacetyl chloride 

Relevant articles and documents

New enzymatic methods for the synthesis of primary α-aminonitriles and unnatural α-amino acids by oxidative cyanation of primary amines with d-amino acid oxidase from porcine kidney

Oxidation of amino groups in amines or amino acids activates the sp3 Cα-H bond to form imines, making the alpha carbon atom a preferable target for nucleophilic reagents such as cyanide. Therefore, we focused on the oxidase reaction for the production of primary α-aminonitriles via imines. d-Amino acid oxidase from porcine kidney (pkDAO) and l-amino acid oxidase from Crotalus atrox catalyzed the synthesis of 2-amino-2-cyano-3-phenylpropanoic acid from phenylalanine and potassium cyanide (KCN). Mutant pkDAO (Y228L/R283G) catalyzed the synthesis of racemic-2-methyl-2-phenylglycinonitrile from (R)-α-methylbenzylamine and KCN. Based on these results, we developed a new cascade reaction for the synthesis of unnatural α-amino acids from primary amines using mutant pkDAO and nitrilase AY487533. This is the first report of the enzymatic synthesis of primary α-aminonitriles and unnatural α-amino acids. These methods will contribute widely to the synthesis of primary α-aminonitriles and unnatural α-amino acids in aqueous systems.

NOVE PHENYL/PYRIDINE SERIES SUBSTITUED BY HYDROXYETHYLAMINO FOR THE TREATMENT OF CANCER

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7 and W are as described herein, compositions including the compounds and methods of using the compounds.

Intramolecular arylation of amino acid enolates

Dianionic enolates formed from N′-aryl urea derivatives of amino acids undergo intramolecular C-arylation by attack of the enolate anion on the N′-aryl ring, leading to a hydantoin derivative of a quaternary amino acid. In situ IR studies allow identification of four intermediates on the reaction pathway.