125660-98-2Relevant academic research and scientific papers
Study of para-Quinone Methide Precursors toward the Realkylation of Aged Acetylcholinesterase
Yoder, Ryan J.,Zhuang, Qinggeng,Beck, Jeremy M.,Franjesevic, Andrew,Blanton, Travis G.,Sillart, Sydney,Secor, Tyler,Guerra, Leah,Brown, Jason D.,Reid, Carolyn,McElroy, Craig A.,Do?an Ekici, ?zlem,Callam, Christopher S.,Hadad, Christopher M.
, p. 622 - 627 (2017/06/13)
Acetylcholinesterase (AChE) is an essential enzyme that can be targeted by organophosphorus (OP) compounds, including nerve agents. Following exposure to OPs, AChE becomes phosphylated (inhibited) and undergoes a subsequent aging process where the OP-AChE adduct is dealkylated. The aged AChE is unable to hydrolyze acetylcholine, resulting in accumulation of the neurotransmitter in the central nervous system (CNS) and elsewhere. Current therapeutics are only capable of reactivating inhibited AChE. There are no known therapeutic agents to reverse the aging process or treat aged AChE. Quinone methides (QMs) have been shown to alkylate phosphates under physiological conditions. In this study, a small library of novel quinone methide precursors (QMPs) has been synthesized and examined as potential alkylating agents against model nucleophiles, including a model phosphonate. Computational studies have been performed to evaluate the affinity of QMPs for the aged AChE active site, and preliminary testing with electric eel AChE has been performed.
NiCl2·6H2O/NaBH4 in methanol: A mild and efficient strategy for chemoselective deallylation/debenzylation of aryl ethers
Chouhan, Mangilal,Kumar, Kapil,Sharma, Ratnesh,Grover, Vikas,Nair, Vipin A.
supporting information, p. 4540 - 4543 (2013/08/23)
Deprotection of allyl/benzyl aryl ethers was achieved chemoselectively. The mild and inexpensive reagent combination of NiCl2·6H 2O/NaBH4 in methanol afforded the products in high yields, within a reaction time of 5-10 min.
Selective O-deallylation of o-allyloxyanisoles
Sanz, Roberto,Martínez, Alberto,Marcos, César,Fa?ańas, Francisco J.
experimental part, p. 1957 - 1960 (2009/05/26)
o-Allyloxyanisoles are selectively and easily deallylated by treatment with sec- or tert-butyllithium at low temperature. The reaction is proposed to proceed through a tandem intermolecular carbolithiation-β;-elimination process, which can also be considered an SN2′ attack of the organolithium on the allyl ether.
