29091-47-2Relevant academic research and scientific papers
Azobenzene-Semicarbazone Enables Optical Control of Insect Sodium Channels and Behavior
Chen, Ruijia,Fu, Wen,Li, Zhong,Qiao, Zhi,Shao, Xusheng,Xu, Zhiping,Zhang, Yongchao
, p. 15554 - 15561 (2021/12/27)
Photopharmacology uses molecular photoswitches to establish control over the action of bioactive molecules. The application of photopharmacology in the research of invertebrate sodium channels has not been investigated. Here we report several photochromic ligands of metaflumizone. One ligand, termed ABM04, underwent reversible trans-cis isomerization under ultraviolet or blue light irradiation. cis-ABM04 had excellent larvicidal activity against mosquito larvae with an LC50 value of 4.39 μM and showed insecticidal activity against Mythimna separata with an LC50 value of 7.19 μM. However, trans-ABM04 was not found to have biological activity. ABM04 (10 μM) can induce depolarization of dorsal unpaired median neurons and enable the real-time photoregulation of mosquito larval behavior. The precise regulation of invertebrate sodium channels is realized for the first time, which provides a new strategy for the basic and accurate research of invertebrate sodium channels.
Basic Hydrolysis of Some N-Phenylcarbamates and Basic Methanolysis of Some N-Phenylacetamides Containing an ortho Nitro Substituent.
Broxton, Trevor J.
, p. 2005 - 2011 (2007/10/02)
Kinetic studies of the basic methanolysis of N-(2-nitrophenyl)acetamides indicate that unlike the 4-nitro isomer, no change of mechanism occurs on inclusion of N-methyl group.Reaction occurs with rate-determining C-N bond breaking for both the N-H and N-methyl compounds.Basic hydrolysis of some methyl N-(2-nitrophenyl)carbamates occurred by the BAC2 mechanism and the tetrahedral intermediate formed during the hydrolysis decomposed with preferential C-O bond breaking.This is in contrast to the basic hydrolysis of methyl N-methyl-N-4-nitrophenylcarbamate, which has previously been shown to occur with preferential C-N bond breaking.For the hydrolysis of methyl N-methyl-N-(2-nitrophenyl)carbamate, an induction period in amine production was detected at 0.45 M hydroxide ion.This was interpreted to mean that the tetrahedral intermediate breaks down by loss of methoxide ion.At 0.93 M hydroxide ion, however, no induction period in amine production was observed.The possibility of reaction through a dianionic intermediate was raised to explain this observation.The amide ion (2-NO2C6H4NMe-) is poorer leaving group than its 4-nitro isomer thi is explained by steric crowding in the 2-nitro compound, resulting in twisting of the nitro group out of the plane of the benzene ring and a consequent reduction in the electron-withdrawing resonance effect of the 2-nitro group compared to the 4-nitro gruop.
