802619-63-2

Basic information

• Product Name: 2-Picoline,6-[(o-methoxyphenyl)ethynyl]-(8CI)
• Synonyms: 2-Picoline,6-[(o-methoxyphenyl)ethynyl]-(8CI)
• CAS NO: 802619-63-2
• Molecular Formula: C15H13NO
• Molecular Weight: 223.26982
• Product Categories: METHYL
• Mol File: 802619-63-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Picoline,6-[(o-methoxyphenyl)ethynyl]-(8CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Picoline,6-[(o-methoxyphenyl)ethynyl]-(8CI)(802619-63-2)
• EPA Substance Registry System: 2-Picoline,6-[(o-methoxyphenyl)ethynyl]-(8CI)(802619-63-2)

Safety Data

• Hazardous Substances Data: 802619-63-2(Hazardous Substances Data)

Upstream product

• 40230-91-9 [(2-methoxyphenyl)ethynyl]trimethylsilane 
• 5315-25-3 2-bromo-6-methylpyridine 
• 767-91-9 1-ethynyl-2-methoxybenzene 
• 529-28-2 4-iodoanisol 
• 578-57-4 2-bromoanisole 

Relevant articles and documents

Iridium-Catalyzed Intramolecular Methoxy C?H Addition to Carbon–Carbon Triple Bonds: Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes

Catalytic hydroalkylation of an alkyne with methyl ether was accomplished. Intramolecular addition of the C?H bond of a methoxy group in 1-methoxy-2-(arylethynyl)benzenes across a carbon–carbon triple bond took place efficiently either in toluene at 110 °C or in p-xylene at 135 °C in the presence of an iridium catalyst. The initial 5-exo cyclization products underwent double-bond migration during the reaction to give 3-(arylmethyl)benzofurans in high yields.

Synthesis and receptor assay of aromatic-ethynyl-aromatic derivatives with potent mGluR5 antagonist activity

Noncompetitive antagonists of the human metabotropic glutamate receptor subtype 5 (mGluR5) have been implicated as potential therapeutics for the treatment of a variety of nervous system disorders, including pain, anxiety, and drug addiction. To discover novel noncompetitive antagonists to the mGluR5, we initiated an SAR study around the known lead compounds MPEP and M-MPEP. Our results pointed out the critical role of the para position of the two aromatic rings, which leads to inactive products and permitted the discovery of potent mGluR5 antagonists (e.g., 16, 25, 28, 34 IC50 = 13.5, 11.9, 21, 15 nM, respectively). Noncompetitive antagonists of the human metabotropic glutamate receptor subtype 5 (mGluR5) have been implicated as potential therapeutics for the treatment of a variety of nervous system disorders, including pain, anxiety, and drug addiction. To discover novel noncompetitive antagonists to the mGluR5, we initiated an SAR study around the known lead compounds MPEP and M-MPEP. Our results pointed out the critical role of the para position of the two aromatic rings, which leads to inactive products and permitted the discovery of potent mGluR5 antagonists (e.g., 16, 25, 28, 34 IC50 = 13.5, 11.9, 21, 15 nM, respectively).