956489-60-4

Basic information

• Product Name: (R)-tert-butyl 1-(4-ethylbenzylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamate
• Synonyms: (R)-tert-butyl 1-(4-ethylbenzylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamate
• CAS NO: 956489-60-4
• Molecular Weight: 421.539
• Mol File: 956489-60-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-tert-butyl 1-(4-ethylbenzylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-tert-butyl 1-(4-ethylbenzylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamate(956489-60-4)
• EPA Substance Registry System: (R)-tert-butyl 1-(4-ethylbenzylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamate(956489-60-4)

Safety Data

• Hazardous Substances Data: 956489-60-4(Hazardous Substances Data)

Upstream product

• 7441-43-2 4-ethylbenzylamine 
• 5241-64-5 Boc-D-Trp-OH 

Downstream Products

• 937247-96-6 (R)-tert-butyl 1-(4-ethylbenzylamino)-3-(1H-indol-3-yl)-1-thioxopropan-2-ylcarbamate 
• 937248-77-6 (R)-tert-butyl 1-(4-(4-ethylbenzyl)-5-phenylethyl-4H-1,2,4-triazol-3-yl)-2-(1H-indol-3-yl)ethylcarbamate 
• 1027277-31-1 C₃₈H₄₆N₆O₃ 

Relevant articles and documents

New trisubstituted 1,2,4-triazole derivatives as potent ghrelin receptor antagonists. 3. Synthesis and pharmacological in vitro and in vivo evaluations

Ghrelin receptor ligands based on trisubstituted 1,2,4-triazole structure were synthesized and evaluated for their in vitro binding and biological activity. In this study, we explored the replacement of the α- aminoisobutyryl moiety by aromatic or heteroaromatic groups. Compounds 5 and 34 acted as potent in vivo antagonists of hexarelin-stimulated food intake. These two compounds did not stimulate growth hormone secretion in rodents and did not antagonize growth hormone secretion induced by hexarelin.

Synthesis and pharmacological in vitro and in vivo evaluations of novel triazole derivatives as ligands of the ghrelin receptor. 1

A new series of growth hormone secretagogue (GHS) analogues based on the 1,2,4-triazole structure were synthesized and evaluated for their in vitro binding and their ability to stimulate intracellular calcium release to the cloned hGHS-1a ghrelin receptor expressed in LLC PK-1 cells. We have synthesized potent ligands of this receptor, some of them behaving as agonists, partial agonists, or antagonists. Some compounds among the most potent, i.e., agonist 29c (JMV2873), partial agonists including 21b (JMV2810), antagonists 19b (JMV2866) and 19c (JMV2844), were evaluated for their in vivo activity on food intake, after sc injection in rodents. Some compounds were found to stimulate food intake like hexarelin; some others were identified as potent hexarelin antagonists in this assay. Among the tested compounds, 21b was identified as an in vitro ghrelin receptor partial agonist, as well as a potent in vivo antagonist of hexarelin-stimulated food intake in rodents. Compound 21b was without effect on GH release from rat. However, in this series of compounds, it was not possible to find a clear correlation between in vitro and in vivo results.