81378-80-5

Basic information

• Product Name: L-Phenylalanine, N-[(phenylmethoxy)carbonyl]-, 1-methylhydrazide
• CAS NO: 81378-80-5
• Molecular Formula: C18H21N3O3
• Molecular Weight: 327.383
• Mol File: 81378-80-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-[(phenylmethoxy)carbonyl]-, 1-methylhydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-[(phenylmethoxy)carbonyl]-, 1-methylhydrazide(81378-80-5)
• EPA Substance Registry System: L-Phenylalanine, N-[(phenylmethoxy)carbonyl]-, 1-methylhydrazide(81378-80-5)

Safety Data

• Hazardous Substances Data: 81378-80-5(Hazardous Substances Data)

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 302-15-8 methylhydrazine sulfuric acid 
• 60-34-4 methylhydrazine 
• 53665-99-9 Z-Phe-ONB 

Downstream Products

• 142182-16-9 1-(N-carbobenzyloxy-L-phenylalanyl)-1-methyl-2-bromoacetyl hydrazine 
• 142182-15-8 1-(N-carbobenzyloxy-L-phenylalanyl)-1-methyl-2-chloroacetyl hydrazine 
• 1043922-70-8 N-(benzyloxycarbonyl)phenylalanine 1-methyl-2-pentylidenehydrazide 
• 1043922-68-4 N-(benzyloxycarbonyl)phenylalanine 1-methyl-2-phenylethylidenehydrazide 
• 1043922-64-0 N-(benzyloxycarbonyl)phenylalanine 1-methyl-2-benzylidenehydrazide 
• 1391932-21-0 (S,E)-benzyl (1-(1-methyl-2-(3-phenylpropylidene)hydrazinyl)-1-oxo-3-phenylpropan-2-yl)carbamate 
• 1391932-18-5 C₁₉H₂₁N₃O₃ 
• 1391932-22-1 (S,E)-benzyl (1-(1-methyl-2-pentylidenehydrazinyl)-1-oxo-3-phenylpropan-2-yl)carbamate 
• 1391931-77-3 (S)-benzyl {1-[2-cyano-1-methyl-2-(3-phenylpropyl)hydrazinyl]-1-oxo-3-phenylpropan-2-yl}carbamate 
• 81378-82-7 [(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N-methyl-N'-propionyl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-ethylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester 
• 75525-35-8 (S)-2-Amino-N-[(R)-1-({[(S)-1-benzyl-2-(N-methyl-N'-propionyl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-ethyl]-3-(4-hydroxy-phenyl)-propionamide 
• 81378-81-6 [(S)-1-Benzyl-2-(N-methyl-N'-propionyl-hydrazino)-2-oxo-ethyl]-carbamic acid benzyl ester 
• 142182-17-0 1-(N-carbobenzyloxy-L-phenylalanyl)-1-methyl-2-iodoacetyl hydrazine 

Relevant articles and documents

Targeting the Main Protease of SARS-CoV-2: From the Establishment of High Throughput Screening to the Design of Tailored Inhibitors

The main protease of SARS-CoV-2 (Mpro), the causative agent of COVID-19, constitutes a significant drug target. A new fluorogenic substrate was kinetically compared to an internally quenched fluorescent peptide and shown to be ideally suitable for high throughput screening with recombinantly expressed Mpro. Two classes of protease inhibitors, azanitriles and pyridyl esters, were identified, optimized and subjected to in-depth biochemical characterization. Tailored peptides equipped with the unique azanitrile warhead exhibited concomitant inhibition of Mpro and cathepsin L, a protease relevant for viral cell entry. Pyridyl indole esters were analyzed by a positional scanning. Our focused approach towards Mpro inhibitors proved to be superior to virtual screening. With two irreversible inhibitors, azanitrile 8 (kinac/Ki=37 500 m?1 s?1, Ki=24.0 nm) and pyridyl ester 17 (kinac/Ki=29 100 m?1 s?1, Ki=10.0 nm), promising drug candidates for further development have been discovered.

Azadipeptide nitriles: Highly potent and proteolytically stable inhibitors of papain-like cysteine proteases

(Chemical Presented) Nitrogen instead of carbon: Azadipeptide nitriles resulting from CH/N exchange in the P1 position (see picture) are hitherto unknown. To access these compounds by conversion of amino acid-derived hydrazides with cyanogen bromide both nitrogen atoms of the hydrazide must be substituted. Despite a methylated P2-P1 peptide bond, the azadipeptide nitriles show a strong inhibitory activity against cysteine proteases, and a high stability towards chymotryptic hydrolysis.

Synthetic studies on enkephalin analogs. II. Enhanced analgesic activity of H-Tyr-D-Ala-Gly-Phe-NHNH-CO-CH2CH3 following n-methylation of Tyr and Phe

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