136015-52-6

Basic information

• Product Name: (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester
• CAS NO: 136015-52-6
• Molecular Weight: 779.934
• Mol File: 136015-52-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester(136015-52-6)
• EPA Substance Registry System: (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester(136015-52-6)

Safety Data

• Hazardous Substances Data: 136015-52-6(Hazardous Substances Data)

Upstream product

• 3163-27-7 2-(bromomethyl)naphthalene 
• 125761-75-3 2-Acetylamino-3-naphthalen-1-yl-propionic acid ethyl ester 
• 55516-54-6 L-1-naphthylalanine 
• 136015-49-1 2-Acetylamino-2-naphthalen-1-ylmethyl-malonic acid monoethyl ester 
• 51684-92-5 (S)-2-Acetylamino-3-naphthalen-1-yl-propionic acid 
• 55447-00-2 (S)-2-tert-butoxycarbonylamino-3-naphthalen-1-yl-propionic acid 
• 107326-87-4 Nle-Asp(OBzl)-Phe-NH₂ TFA salt 
• 5440-57-3 diethyl (N-acetylamino)[(1-naphthyl)methyl]malonate 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 136039-63-9 (S)-3-{(S)-2-[(S)-2-(2-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-hexanoylamino}-acetylamino)-3-naphthalen-1-yl-propionylamino]-hexanoylamino}-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid 
• 136015-56-0 (S)-3-{(S)-2-[(S)-2-(2-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-sulfooxy-phenyl)-propionylamino]-hexanoylamino}-acetylamino)-3-naphthalen-1-yl-propionylamino]-hexanoylamino}-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid 

Relevant articles and documents

Synthesis and biological activities of cholecystokinin analogues substituted in position 30 by 3-(1-naphthyl)-L-alanine [Nal(1)] or 3-(2-naphthyl)-L-alanine [Nal(2)]

Acetyl derivatives of ethyl esters of 3-(1-naphthyl)-D,L-alanine and 3-(2-naphthyl)-D,L-alanine were synthesized through a malonic condensation. Resolution of these derivatives by subtilisin Carlsberg followed by acid hydrolysis afforded the 2 optical isomers of 3-(1-naphthyl)-alanine [Nal(1)] and 3-(2-naphthyl)-alanine [Nal(2)]. The L enantiomers of these amino acids were incorporated into the sequence of cholecystokinin in place of the tryptophan in position 30. The cholecystokinin analogues thus obtained behaved as full agonists, with reduced potencies on rat pancreatic acini and on guinea pig brain membranes, by about one order of magnitude for the Nal(1) derivative, as compared to the potent parent compound Boc-Tyr(SO3H)-Nle-Gly-Trp-Nle-Asp-Phe-NH2.