1476850-13-1

Basic information

• Product Name: C₁₄H₁₇N
• CAS NO: 1476850-13-1
• Molecular Weight: 199.296
• Mol File: 1476850-13-1.mol

Chemical Properties

• CAS DataBase Reference: C₁₄H₁₇N(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₄H₁₇N(1476850-13-1)
• EPA Substance Registry System: C₁₄H₁₇N(1476850-13-1)

Safety Data

• Hazardous Substances Data: 1476850-13-1(Hazardous Substances Data)

Upstream product

• 1476719-81-9 C₂₂H₃₃NO₂Si 
• 1476719-74-0 C₁₇H₂₄INO₂ 
• 1476719-78-4 2-(4-iodobenzyl)piperidine 
• 32838-55-4 2-benzylpiperidine 

Relevant articles and documents

Development and optimization of piperidyl-1,2,3-triazole ureas as selective chemical probes of endocannabinoid biosynthesis

We have previously shown that 1,2,3-triazole ureas (1,2,3-TUs) act as versatile class of irreversible serine hydrolase inhibitors that can be tuned to create selective probes for diverse members of this large enzyme class, including diacylglycerol lipase-β (DAGLβ), a principal biosynthetic enzyme for the endocannabinoid 2-arachidonoylglycerol (2-AG). Here, we provide a detailed account of the discovery, synthesis, and structure-activity relationship (SAR) of (2-substituted)-piperidyl-1,2,3-TUs that selectively inactivate DAGLβ in living systems. Key to success was the use of activity-based protein profiling (ABPP) with broad-spectrum and tailored activity-based probes to guide our medicinal chemistry efforts. We also describe an expanded repertoire of DAGL-tailored activity-based probes that includes biotinylated and alkyne agents for enzyme enrichment coupled with mass spectrometry-based proteomics and assessment of proteome-wide selectivity. Our findings highlight the broad utility of 1,2,3-TUs for serine hydrolase inhibitor development and their application to create selective probes of endocannabinoid biosynthetic pathways.