64665-60-7

Usage

Uses

Used in Pharmaceutical Industry:
ALPHA-METHYL-DL-PHENYLALANINE METHYL ESTER HYDROCHLORIDE is used as a therapeutic agent for the treatment of pheochromocytoma. It is administered orally and works by inhibiting the enzyme tyrosine hydroxylase, thereby reducing the synthesis of catecholamines and alleviating the symptoms associated with this rare tumor, such as high blood pressure and other related complications. Metirosine's effectiveness in managing pheochromocytoma makes it a valuable component in the treatment plans for patients diagnosed with this condition.

InChI:InChI=1/C11H15NO2.ClH/c1-11(12,10(13)14-2)8-9-6-4-3-5-7-9;/h3-7H,8,12H2,1-2H3;1H

Upstream product

• 67-56-1 methanol 
• 1132-26-9 2-methyl-3-phenylalanine 
• 68870-85-9 methyl 2-(benzylideneamino)-3-phenylpropionate 
• 83575-33-1 Sulfuric acid (3aR,5R,6S,6aR)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester methyl ester 
• 120238-43-9 2-[2,2-Dimethyl-1-phenyl-prop-(E)-ylideneamino]-3-phenyl-propionic acid methyl ester 
• 131472-74-7 methyl 2-((diphenylmethylene)amino)-3-phenylpropanoate 

Downstream Products

• 64619-65-4 2-Formylamino-2-methyl-3-phenyl-propionic acid methyl ester 
• 88105-57-1 N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanine methyl ester 
• 325462-10-0 ((CH₃)(CH₂C₆H₅)C₃NO(O))2C(CH₃)2 
• 64619-82-5 3-(4-Amino-3-nitro-phenyl)-2-formylamino-2-methyl-propionic acid methyl ester 
• 64619-66-5 2-Formylamino-2-methyl-3-(4-nitro-phenyl)-propionic acid methyl ester 
• 64619-67-6 3-(4-Amino-phenyl)-2-formylamino-2-methyl-propionic acid methyl ester 
• 88084-26-8 L-prolyl-DL-α-methylphenylalanyl-L-arginine 
• 88084-28-0 L-prolyl-DL-α-methylphenylalanine 3-aminopropylamide 
• 86778-88-3 N-(4-phenylbutyryl)-L-prolyl-DL-α-methyl-3,4-dimethoxyphenylalanyl-L-arginine 
• 88130-44-3 N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine methyl ester 
• 88130-45-4 N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine 
• 88130-46-5 N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanine 3-(carbobenzoxyamino)propylamide 
• 88105-59-3 N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-L-proline benzyl ester 
• 88084-12-2 N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanine 

Relevant academic research and scientific papers

Main chain and side chain chiral methylated somatostatin analogs: Syntheses and conformational analyses

We have developed an integrated approach for investigating the "bioactive conformations" of the main chain and side chains for the somatostatin analog c[Pro6-Phe7-D-Trp8-Lys9-Thr 10-Phe11]. A series of analogs have been synthesized incorporating a-methylated and β-methylated residues at positions 7, 8, and 11. These analogs display dramatic differences in in vitro binding affinities for somatostatin receptors. Using 500-MHz 1H NMR and computer simulations, we have assessed the effect of main chain and side chain chiral methylations on the overall structure. The analyses of the changes of side chain topologies and subsequent binding affinities in the β-methylated analogs have provided definitive evidence about the "bioactive conformation" of the side chains of Phe7, Trp8, and Phe11. The analyses of the α-methylated analogs have defined a "folded" feature for the peptide backbone. From this study, we have proposed a binding "pocket" for somatostatin analogs which consists of the side chains of Trp8 and Lys9, the peptide backbone, and the side chain of Phe11 in a "folded" topochemical array. In this "folded" conformation, the Trp8 side chain assumes the trans rotamer, while the Lys9 side chain assumes the gauche-rotamer, thus allowing a close proximity between these two side chains. The Phe11 side chain assumes the trans rotamer. The peptide backbone adopts a β II′ turn about Trp8-Lys9 and a β VI turn about Phe11-Pro6. The overall structure is folded about Phe7 and Thr10 residues assuming a C7 conformation for their φ and ψ torsions. This model should have important implications on the future design of peptide or nonpeptide ligands with somatostatin-like activities.

ENANTIOSELECTIVE ELECTROPHILIC BOND CONSTRUCTION TO THE α-CARBON OF α-AMINOACIDS

In this report, we describe three possibilities for aminoacid synthesis using an enantioselective electrophilic process.Thus, enantioselective carboxylation, alkylation and protonation of Schiff bases yield optically active aminoacids with e.e. up to 76percent.