2020
DOI: 10.1002/bkcs.12126
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Phosphonamidate Compounds for Butyrylcholinesterase Selective Inhibitors

Abstract: To find a new type of cholinergic drug, phosphonamidate compounds 18-32 were synthesized using a click reaction between propargylated-9,10-Dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO, 2) and substituted benzyl azide. Their inhibitory activity against butyrylcholinesterase (BuChE) and acetylcholinesterase (AChE) was evaluated. Compound 31 was the most active of the 15 compounds (IC 50 = 3.14 AE 0.02 μM for equine BuChE), whose IC 50 value was slightly lower than the IC 50 value of galantamine (IC 50 = 9… Show more

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Cited by 3 publications
(1 citation statement)
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“…The synthesis and/or use of 3 has been reported in the context of electrode additives [37] and bioactive compound synthesis [38]; however, a slightly modified approach to 3 was used here to convert DOPO 1 to 3 via 4 (Scheme 1). A small-molecule X-ray crystallographic analysis of 3 was carried out (Figure 2).…”
Section: Phosphorus-containing Heterocycle Synthesismentioning
confidence: 99%
“…The synthesis and/or use of 3 has been reported in the context of electrode additives [37] and bioactive compound synthesis [38]; however, a slightly modified approach to 3 was used here to convert DOPO 1 to 3 via 4 (Scheme 1). A small-molecule X-ray crystallographic analysis of 3 was carried out (Figure 2).…”
Section: Phosphorus-containing Heterocycle Synthesismentioning
confidence: 99%