2566-35-0

Basic information

• Product Name: Phenylalanine, N-methyl-
• CAS NO: 2566-35-0
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Mol File: 2566-35-0.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Phenylalanine, N-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylalanine, N-methyl-(2566-35-0)
• EPA Substance Registry System: Phenylalanine, N-methyl-(2566-35-0)

Safety Data

• Hazardous Substances Data: 2566-35-0(Hazardous Substances Data)

Usage

General Description

Phenylalanine, N-methyl- is a chemical compound with the molecular formula C9H12NO2. It is an analog of the amino acid phenylalanine, in which one of the hydrogen atoms on the nitrogen atom has been replaced by a methyl group. Phenylalanine, N-methyl- is a natural compound found in the roots of legumes and is also produced synthetically for use in pharmaceuticals and as a biochemical research tool. It has been studied for its potential therapeutic effects in the treatment of neurodegenerative diseases, as well as its role in modulating neurotransmitter signaling in the central nervous system. Phenylalanine, N-methyl- is also classified as a potential hazardous substance due to its toxic effects on the respiratory and nervous systems when inhaled or ingested in large quantities.

Upstream product

• 156-06-9 2-oxo-3-(phenyl)propionic acid 
• 124-40-3 dimethyl amine 
• 16503-53-0 2-bromo-3-phenylpropanoic acid 
• 74-89-5 methylamine 
• 7474-06-8 2-chloro-3-phenylpropionic acid 
• 62448-42-4 2-(Dimethylamino-methyleneamino)-3-phenyl-propionic acid methyl ester 
• 77-78-1 dimethyl sulfate 
• 93473-36-0 2-{[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-amino}-3-phenyl-propionic acid methyl ester 
• 593-51-1 methylamine hydrochloride 
• 100-52-7 benzaldehyde 
• 14464-19-8 (rac)-N-benzyl-N-methylphenylalanine 
• 50-00-0 formaldehyd 
• 150-30-1 Phenylalanine 
• 109448-25-1 α-(benzoyl-methyl-amino)-cinnamic acid 

Downstream Products

• 41867-08-7 N-methyl-N-nitroso-phenylalanine 
• 56564-53-5 DL-N-methyl-β-cycloheksylalanin 
• 62448-42-4 2-(Dimethylamino-methyleneamino)-3-phenyl-propionic acid methyl ester 
• 2566-30-5 N-Methyl-L-phenylalanine 
• 56564-52-4 N-methyl-D-phenylalanine 
• 194736-58-8 L-FDAA-N-methyl-Phe 
• 14386-60-8 N.N'-Dimethyl-2.4-bis--1.5-diphenyl-pentanon-(3) 
• 80326-69-8 methyl 1-methyl-5-(phenylmethyl)-1H-pyrazole-3-carboxylate 
• 64874-83-5 2-(2,2,3,3,3-Pentafluoro-propionylamino)-3-phenyl-propionic acid isopropyl ester 
• 117368-21-5 Piv-L-NMe-Phe-NHTfe 
• 117368-21-5 Piv-D-NMe-Phe-NHTfe 
• 117368-21-5 Piv-DL-NMe-Phe-NHTfe 

Relevant articles and documents

Catalytic enantioselective synthesis of N,Cα,Cα-trisubstituted α-amino acid derivatives using 1H-imidazol-4(5H)-ones as key templates

Abstract 1H-Imidazol-4(5H)-ones are introduced as novel nucleophilic α-amino acid equivalents in asymmetric synthesis. These compounds not only allow highly efficient construction of tetrasubstituted stereogenic centers, but unlike hitherto known templates, provide direct access to N-substituted (alkyl, allyl, aryl) α-amino acid derivatives. A BB method: 1H-imidazol-4(5H)-ones serve as effective and easily available α-amino acid surrogates for the catalytic and highly diastereo- and enantioselective direct construction of N-substituted quaternary α-amino acid derivatives. The reaction is catalyzed by a Br?nsted base (BB) and proceeds with different Michael acceptors. EWG=electron-withdrawing group.

Dudawalamides A-D, Antiparasitic Cyclic Depsipeptides from the Marine Cyanobacterium Moorea producens

A family of 2,2-dimethyl-3-hydroxy-7-octynoic acid (Dhoya)-containing cyclic depsipeptides, named dudawalamides A-D (1-4), was isolated from a Papua New Guinean field collection of the cyanobacterium Moorea producens using bioassay-guided and spectroscopic approaches. The planar structures of dudawalamides A-D were determined by a combination of 1D and 2D NMR experiments and MS analysis, whereas the absolute configurations were determined by X-ray crystallography, modified Marfey's analysis, chiral-phase GCMS, and chiral-phase HPLC. Dudawalamides A-D possess a broad spectrum of antiparasitic activity with minimal mammalian cell cytotoxicity. Comparative analysis of the Dhoya-containing class of lipopeptides reveals intriguing structure-activity relationship features of these NRPS-PKS-derived metabolites and their derivatives.

Primordial reductive amination revisited

Amino acids are formed efficiently by reductive amination of α-keto acids under aqueous, conditions with freshly precipitated FeS or Fe(OH)2 and with NH3, CH3NH2 or (CH3)2NH at pH values near their pKa.