75189-51-4

Basic information

• Product Name: glycylphenylalanylmethioninamide hydrochloride
• Synonyms: glycylphenylalanylmethioninamide hydrochloride
• CAS NO: 75189-51-4
• Molecular Weight: 388.918
• Mol File: 75189-51-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: glycylphenylalanylmethioninamide hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: glycylphenylalanylmethioninamide hydrochloride(75189-51-4)
• EPA Substance Registry System: glycylphenylalanylmethioninamide hydrochloride(75189-51-4)

Safety Data

• Hazardous Substances Data: 75189-51-4(Hazardous Substances Data)

Upstream product

• 4530-37-4 N-t-butyloxycarbonylglycyl-L-phenylalanine 
• 3321-03-7 Gly-Phe-OH 
• 721-65-3 (S)-2-(2-chloroacetamido)-4-methylpentanoic acid 
• 75189-50-3 MCA-Phe-Met-OMe 
• 66959-98-6 {[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-2-phenyl-ethylcarbamoyl]-methyl}-carbamic acid tert-butyl ester 

Downstream Products

• 83380-08-9 (+)-(2S,6S,11S)-<(1,2,3,4,5,6-hexahydro-8-hydroxy-3,6,11-trimethyl-2,6-methano-3-benzazocin-2-yl)carbonyl>glycylglycylphenylalanylmethioninamide 
• 83380-08-9 (-)-(2R,6R,11R)-<(1,2,3,4,5,6-hexahydro-8-hydroxy-3,6,11-trimethyl-2,6-methano-3-benzazocin-2-yl)carbonyl>glycylglycylphenylalanylmethioninamide 

Relevant articles and documents

Synthesis and biological evaluation of a metazocine-containing enkephalinamide. Evidence for nonidentical roles of the tyramine moiety in opiates and opioid peptides

In an effort to test the hypothesis that the tyramine moiety present in opiates and in opioid peptides plays an identical functional role at opioid receptors, a hybrid enkephalinamide (3) that contains (-)-metazocine in place of Tyr1 was synthesized. It was found that 3 and its congeners are inactive or feebly active in the electrically stimulated guinea pig ileum and mouse vas deferens preparations. The results of these studies suggest that the tyramine moiety in opiates and related structures does not play the same functional role as that in the opioid peptides. It is suggested that the different functional roles of the tyramine moiety in opiates and opioid peptides is a consequence of different modes of interaction with common receptors.