214826-63-8

Basic information

• Product Name: 6-benzyl-3-benzyloxycarbonylaminomethyl-5-methyl-2(1H)-pyrazinone
• CAS NO: 214826-63-8
• Molecular Weight: 363.416
• Mol File: 214826-63-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-benzyl-3-benzyloxycarbonylaminomethyl-5-methyl-2(1H)-pyrazinone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-benzyl-3-benzyloxycarbonylaminomethyl-5-methyl-2(1H)-pyrazinone(214826-63-8)
• EPA Substance Registry System: 6-benzyl-3-benzyloxycarbonylaminomethyl-5-methyl-2(1H)-pyrazinone(214826-63-8)

Safety Data

• Hazardous Substances Data: 214826-63-8(Hazardous Substances Data)

Upstream product

• 214826-48-9 Boc-Dap(Z)-Phe-CH₂Cl 
• 65710-57-8 3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine 
• 34351-19-4 (3S)-3-amino-1-chloro-4-phenyl-2-butanone hydrochloride 
• 102123-74-0 (S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate 

Downstream Products

• 214826-78-5 6-benzyl-3-<(N^α-Boc-Tyr)-aminomethyll>-5-methyl-2(1H)-pyrazinone 

Relevant articles and documents

Amino acids and peptides. LII. Design and synthesis of opioid mimetics containing a pyrazinone ring and examination of their opioid receptor binding activity

An amino group was introduced to the 3 or 6 position of a pyrazinone ring by cyclization of dipeptidyl chloromethyl ketones. Boc-Tyr-OH was coupled with the amino function, followed by removal of the Boc group to give pyrazinone ring-containing tyrosine derivatives. Of the various tyrosine derivatives prepared, 5-methyl-6-β-phenethyl-3-tyrosylaminobutyl-2(1H)- pyrazinone exhibited strong binding to the μ-opioid receptor with a K(i) value of 55.8 nM and to the δ-opioid receptor with a K(i) value of 2165 nM and with a K(i)μ/K(i)δ value of 0.026.