21384-53-2Relevant academic research and scientific papers
Method for preparing beta arylamine
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Paragraph 0049, (2019/01/14)
The invention discloses a method for preparing beta arylamine. The method includes mixing an aziridine compound, halogenated aromatic hydrocarbon, an oxidizing agent, a reducing agent and an organic solvent to obtain a mixed solution and obtaining the beta arylamine after reaction. The oxidizing agent is at least one of a mixture of nickel iodide and bipyridine, a mixture of nickel chloride dimethoxyethane and bipyridine and 2,2'-bipyridinium nickel iodide. The reducing agent is at least one of zinc powder, manganese powder, iron powder, cobalt powder, titanium powder, calcium powder and tetrakis(dimethylamino)ethylene. The halogenated aromatic hydrocarbon is at least one of the chlorinated aromatic hydrocarbon, the brominated aromatic hydrocarbon and aryl iodide. An organometallic reagentis not required, the preparation process is simple and reliable and high in yield, and the aziridine compound is wide in selection range.
Targeting Alzheimer's disease by investigating previously unexplored chemical space surrounding the cholinesterase inhibitor donepezil
van Greunen, Divan G.,Cordier, Werner,Nell, Margo,van der Westhuyzen, Chris,Steenkamp, Vanessa,Panayides, Jenny-Lee,Riley, Darren L.
, p. 671 - 690 (2017/02/10)
A series of twenty seven acetylcholinesterase inhibitors, as potential agents for the treatment of Alzheimer's disease, were designed and synthesised based upon previously unexplored chemical space surrounding the molecular skeleton of the drug donepezil, which is currently used for the management of mild to severe Alzheimer's disease. Two series of analogues were prepared, the first looking at the replacement of the piperidine ring in donepezil with different sized saturated N-containing ring systems and the second looking at the introduction of different linkers between the indanone and piperidine rings in donepezil. The most active analogue 5,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl 1-benzylpiperidine-4-carboxylate (67) afforded an in vitro IC50value of 0.03 ± 0.07 μM against acetylcholinesterase with no cytotoxicity observed (IC50of >100 μM, SH-SY5Y cell line). In comparison donepezil had an IC50of 0.05 ± 0.06 μM and an observed cytotoxicity IC50of 15.54 ± 1.12 μM. Molecular modelling showed a strong correlation between activity and in silico binding in the active site of acetylcholinesterase.
A facile preparation of an octahydropyrrolo[2,3-c]pyridine enantiomer
Shieh, Wen-Chung,Chen, Guang-Pei,Xue, Song,McKenna, Joseph,Jiang, Xinglong,Prasad, Kapa,Repic, Oljan,Straub, Christopher,Sharma, Sushil K.
, p. 711 - 715 (2012/12/29)
A facile synthesis of octahydro-pyrrolo[2,3-c]pyridine 1 using an intramolecular [3+2]-cycloaddition of an azomethine ylide as the key step and employing DW-therm heat-transfer fluid as a solvent is disclosed. Enantiomerically pure 1 was obtained either via a chromatographic separation of the diastereoisomers 12 and 13 resulting from the cycloaddition with a chiral appendage or by a classical resolution of racemate 19.
MELANOCORTIN RECEPTOR AGONISTS
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Page/Page column 48, (2010/02/11)
The present invention relates a compound of formula 1, and pharmaceutically acceptable salt, hydrate, solvate, or isomer thereof effective as agonist of melanocortin receptor, and an agonistic composition of melanocortin receptor comprising the same as active ingredient.
Organic compounds
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Page/Page column 81-82, (2008/06/13)
Novel compounds that inhibit the binding of the Smac protein to Inhibitor of Apoptosis Proteins (IAPs) of the formula I
On the effect of ring substituents in the carbonylation of aziridines
Davoli, Paolo,Forni, Arrigo,Moretti, Irene,Prati, Fabio,Torre, Giovanni
, p. 1801 - 1812 (2007/10/03)
The effect of ring substituents on the cobalt carbonyl-catalyzed carbonylation of functionalized aziridines to β-lactams has been investigated. A variety of aziridines with different substituents and stereochemistry has been synthesized and subjected to carbonylation. The ring expansion to β-lactam takes place in the absence of an electron-withdrawing substituent and higher yields are always obtained for cis-aziridines. Moreover, the regioselectivity of the reaction is affected by the nature of substituents at ring carbon atoms.
Formation of azomethine ylids by thermolysis of oxazolidines. Study of the reaction in solution and in the gaseous phase
Bureau, R.,Mortier, J.,Joucla, M.
, p. 584 - 596 (2007/10/02)
Thermolysis of oxazolidines leads to azomethine ylids via cycloreversion.In the liquid phase, these intermediates then give 1-3 dipolar cycloaddition; in the gaseous phase, they lead to aziridines.With an alkyl group in position 2, we observed also the formation of enamines.The effect of substituents on both the cycloreversion reaction and the evolution of azomethine ylids was studied.The mechanism of the process tautomerism aziridine -> azomethine ylid -> enamine is discussed.Keywords - azomethine ylids / oxazolidines / cycloreversion / aziridines / enamines / tautomerism
A novel route to N-alkylated derivatives of aziridine-2-carboxylic acid. An alternative synthesis of (S,S)-Bz-Azy-Val-OMe
Polyak,Dorofeeva,Sturkovich,Goldberg
, p. 239 - 248 (2007/10/02)
A novel method for N-alkylation of azyridine-2-carboxylic acid derivative with benzyl chloride under phase-transfer conditions or using KF/Al2O3 as a base was developed. The latter variant of this method was applied to carry out the key step of the alternative synthesis of the dipeptide (S,S)-Bz-Azy-Val-Ome.
FLASH VACUUM THERMOLYSIS OF OXAZOLIDINES : A NEW WAY TO REACTIVE AZOMETHINE YLIDES. RING CLOSURE TO AZIRIDINES.
Joucla, Marc,Mortier, Jacques,Bureau, Ronan
, p. 2975 - 2976 (2007/10/02)
Flash vacuum thermolysis of oxazolidines leads to azomethine ylides which undergo ring closure to aziridines.
