Nicotinische Acetylcholinrezeptor‐Agonisten: ein Meilenstein für den modernen Pflanzenschutz

Jeschke, Peter; Nauen, Ralf; Beck, Michael Edmund

doi:10.1002/ange.201302550

Cited by 8 publications

(1 citation statement)

References 115 publications

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“…The nicotinic acetylcholine receptors (nAChRs) widely distribute in animal central and peripheral nervous systems and are related to many biological activities . nAChR ligands play an important role for its therapeutic effects on a variety of CNS disorders, including Parkinson's disease (PD), Alzheimer's disease (AD), Tourette's syndrome, Schizophrenia, smoking cessation and depression etc.. As the insect nAChRs are structurally different from those of vertebrates, they are also regarded as targets for discovery of new insecticides . Neonicotinoid insecticide, which is of broad insecticidal spectrum and favorable mammalian safety characteristics, is one of the most important class of nAChRs agonists…”

Section: Introductionmentioning

confidence: 99%

Syntheses and Biological Properties of Pyrido[3,4‐b]homotropane (PHT) and its Analogues with Bridged Aza‐[n.2.1] Skeletons

Sun

Wang

2019

Asian J Org Chem

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The nicotinic acetylcholine receptor (nAChR) is one of the targets for developing drugs for the treatment of central nervous system (CNS) disorders and for control of agricultural pests. Pyrido[3,4-b] homotropane (PHT) was originally designed and synthesized by Kanne and co-workers and showed strong affinity binding to nAChR. PHT has a novel aza-[4.2.1]nonane skeleton. Owing to its excellent biological activities and novel chemical structure, synthetic and medicinal chemists have been attracted by this molecule. Some PHT analogues with bridged aza-[n.2.1] skeletons were also designed and synthesized via different strategies. Herein, we summarize the syntheses of PHT and its analogues. Their biological activity study is also briefly discussed. 2 3 4 5 6 7 8

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Section: Introductionmentioning

confidence: 99%

Syntheses and Biological Properties of Pyrido[3,4‐b]homotropane (PHT) and its Analogues with Bridged Aza‐[n.2.1] Skeletons

Sun

Wang

2019

Asian J Org Chem

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Synthesis of (−)‐Pyrido[3,4‐b]homotropane (PHT) and (±)‐PHT via an Intramolecular Cross [3+2] Cycloaddition Strategy

et al. 2018

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An efficient synthesis of (−)‐pyrido[3,4‐b]homotropane (PHT) as well as (±)‐PHT has been achieved in 7 steps from conveniently available starting materials. Key transformations involve an efficient construction of the core bridged 9‐aza‐[4.2.1]nonane skeleton via a Sc(OTf)3‐catalyzed intramolecular cross [3+2] cycloaddition (IMCC) followed by Krapcho decarboxylation and Barton reductive decarboxylation. The present work supplies a general and efficient strategy for synthesis of other bridged analogues.magnified image

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Donor–Acceptor Cyclopropanes as an Expedient Building Block Towards the Construction of Nitrogen‐Containing Molecules: An Update

et al. 2020

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Nitrogen‐containing molecules are the key structural constituent of many pharmaceutical compounds that play a pivotal role in drug development. Owing to their multifaceted medicinal importance, several synthetic approaches have been delineated in the recent past for their construction. Over the past few decades the augmented use of donor–acceptor cyclopropanes (DACs) as three‐carbon synthetic equivalents, despite their ring strain, for the construction of innumerable hetero‐ and carbocycles of pharmaceutical importance has raised the interest of synthetic chemists to this topic. Owing to their zwitterionic nature due to the vicinal disposition of donor and acceptor groups, they have been frequently used in ring‐opening reactions, cycloadditions, and rearrangements. This review is mainly focused on assorted reactions of DACs with various nitrogen‐containing dipolarophiles like imines, azides, cyanates, isothiocyanates, nitrosocarbonyls, hydrazines, diaziridines, triazinanes, diazenes, etc. towards the synthesis of nitrogen‐containing molecules of pharmaceutical and industrial importance. This review is in continuation of our review published in the Israel Journal of Chemistry in April 2016, and includes the literature from April 2016 to May 2019.

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Nicotinische Acetylcholinrezeptor‐Agonisten: ein Meilenstein für den modernen Pflanzenschutz

Cited by 8 publications

References 115 publications

Syntheses and Biological Properties of Pyrido[3,4‐b]homotropane (PHT) and its Analogues with Bridged Aza‐[n.2.1] Skeletons

Syntheses and Biological Properties of Pyrido[3,4‐b]homotropane (PHT) and its Analogues with Bridged Aza‐[n.2.1] Skeletons

Synthesis of (−)‐Pyrido[3,4‐b]homotropane (PHT) and (±)‐PHT via an Intramolecular Cross [3+2] Cycloaddition Strategy

Donor–Acceptor Cyclopropanes as an Expedient Building Block Towards the Construction of Nitrogen‐Containing Molecules: An Update

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