1279654-58-8

Basic information

• Product Name: C₂₀H₁₈BrN₃O₄
• CAS NO: 1279654-58-8
• Molecular Weight: 444.285
• Mol File: 1279654-58-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₀H₁₈BrN₃O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₀H₁₈BrN₃O₄(1279654-58-8)
• EPA Substance Registry System: C₂₀H₁₈BrN₃O₄(1279654-58-8)

Safety Data

• Hazardous Substances Data: 1279654-58-8(Hazardous Substances Data)

Upstream product

• 1591-96-4 1-bromo-4-isocyanatonaphthalene 
• 51707-38-1 3,5-dimethoxy-benzoic acid hydrazide 
• 2150-37-0 methyl 3,5-dimethoxybenzoate 

Downstream Products

• 444932-31-4 2-(3,5-dimethoxybenzoyl)-N-(naphthalen-1-yl)hydrazine-1-carboxamide 

Relevant articles and documents

Radiosynthesis and characterisation of a potent and selective GPR139 agonist radioligand

Compound 1 is a selective and potent agonist of the G protein-coupled receptor GPR139 (EC50 = 39 nM). In this study, we describe the synthesis, radiolabelling and in vitro evaluation of [3H]-1 for the characterisation of GPR139 and its spatial expression in the brain using autoradiography. Two different synthesis routes for the radiolabelling of 1 based on a reductive debromination strategy were investigated using deuterium (D2, g). The route based on reductive debromination of the bromonaphthyl precursor 5 proved superior over arylbromide 4 and was employed for the radiolabelling experiments. Reductive debromination of precursor 5 was accomplished using 3H2, Pd/C and triethylamine in DMF at ambient temperature to give target molecule [3H]-1 with a specific activity of 19.3 Ci mmol-1 and a radiochemical purity of ≥95%. By application of autoradiography and binding studies, it was not possible to discriminate [3H]-1 binding to wildtype mice brains from GPR139 knockout mice brains and total binding from non-specific binding in CHO-k1 cells stably expressing human GPR139 receptor. Based on these experiments we conclude that [3H]-1 is not a suitable radioligand for the characterisation of GPR139.