1450620-20-8

Basic information

• Product Name: benzyl (3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinecarboxylate
• Synonyms: benzyl (3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinecarboxylate
• CAS NO: 1450620-20-8
• Molecular Weight: 500.441
• Mol File: 1450620-20-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: benzyl (3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinecarboxylate(1450620-20-8)
• EPA Substance Registry System: benzyl (3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinecarboxylate(1450620-20-8)

Safety Data

• Hazardous Substances Data: 1450620-20-8(Hazardous Substances Data)

Upstream product

• 1361224-49-8 benzyl (2-((tert-butoxycarbonyl)amino)ethyl)(2-oxo-3-pentyn-1-yl)-carbamate 
• 78818-15-2 4-benzyloxycarbonylpiperazin-2-one 
• 1228675-25-9 2-oxopiperazine-1,4-dicarboxylic acid 1-tert-butyl ester 4-benzyl ester 
• 501-53-1 benzyl chloroformate 
• 1450620-15-1 4-benzyl 1-tert-butyl (2S)-2-(1-propyn-1-yl)-1,4-piperazinedicarboxylate 
• 1450620-13-9 benzyl (3S)-3-(1-propyn-1-yl)-1-piperazinecarboxylate 
• 2402-72-4 2-(4-bromophenyl)-1,1,1,3,3,3-hexafluoro-2-propanol 
• 1361224-50-1 benzyl 3-(propan-1-yn-1-yl)piperazine-1-carboxylate 
• 1450620-14-0 4-benzyl 1-tert-butyl 2-(1-propyn-1-yl)-1,4-piperazinedicarboxylate 

Downstream Products

• 1450620-96-8 2-(4-((2S)-4-((6-chloro-3-pyridazinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol 
• 1450620-95-7 2-(4-((2S)-4-((6-amino-3-pyridazinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol 
• 1450621-10-9 2-(4-((2S)-4-((6-amino-5-bromo-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol 
• 1450621-11-0 3-bromo-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-2-pyridinol 
• 1450621-14-3 2-amino-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridinecarbonitrile 
• 1450621-76-7 2-(4-((2S)-4-((2-amino-5-pyrimidinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol 
• 1450620-19-5 1,1,1,3,3,3-hexafluoro-2-(4-((2S)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-2-propanol 
• 1450621-12-1 C₂₁H₁₇BrClF₆N₃O₃S 
• 1361224-53-4 2-(4-((2S)-4-((6-amino-3-pyridinyl)sulphonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol 

Relevant articles and documents

Small molecule disruptors of the Glucokinase-Glucokinase regulatory protein interaction: 2. Leveraging structure-based drug design to identify analogues with improved pharmacokinetic profiles

In the previous report, we described the discovery and optimization of novel small molecule disruptors of the GK-GKRP interaction culminating in the identification of 1 (AMG-1694). Although this analogue possessed excellent in vitro potency and was a useful tool compound in initial proof-of-concept experiments, high metabolic turnover limited its advancement. Guided by a combination of metabolite identification and structure-based design, we have successfully discovered a potent and metabolically stable GK-GKRP disruptor (27, AMG-3969). When administered to db/db mice, this compound demonstrated a robust pharmacodynamic response (GK translocation) as well as statistically significant dose-dependent reductions in fed blood glucose levels.