2933-59-7Relevant articles and documents
Synthesis of short and long-wavelength functionalised probes: amino acids' labelling and photophysical studies
Frade, Vania H.J.,Barros, Síria A.,Moura, Jo?o C.V.P.,Coutinho, Paulo J.G.,Gon?alves, M. Sameiro T.
, p. 12405 - 12418 (2007)
Fluorescent labelling of α-amino acids at their N or C terminals in the main and lateral chains at short and long wavelengths was carried out in different ways. The N-[3-(naphthalen-1-ylamino)propanoyl]amino acid methyl esters synthesised showed strong fluorescence in the visible region (～415 nm) of the electromagnetic spectrum. Condensation of these compounds with 5-diethylamino-2-nitrosophenol or 5-ethylamino-4-methyl-2-nitrosophenol produced the benzo[a]phenoxazine derivatives, with maximum emission wavelengths shifted to values higher than 644 nm. The synthesis of novel functionalised 5,9-diaminobenzo[a]phenoxazinium salts, by reaction of 5-ethylamino-4-methyl-2-nitrosophenol and N-substituted 1-naphthylamine and their use in the covalent labelling of the N or C terminals of valine, produced derivatives with long-wavelength emissions (644-653 nm). Photophysical studies using the synthesised compounds both in different solvents and in controlled pH were undertaken. Preliminary evaluation of photostability of the cationic polycyclic heterocycles in ethanol and water at physiological pH was also performed.
3,6-DISUBSTITUTED-2-PYRIDINALDOXIME SCAFFOLDS
-
Paragraph 0095; 0118-0120, (2020/08/27)
The present invention relates to a compound of formula (I), or one of its pharmaceutically acceptable salts: wherein R1, R2 and -X-Y- have specific definitions. It also relates to the use of such a compound as reactivator of acetylcholinesterase for treating organophosphorous nerve agents poisoning; and to a process for preparing it.
N-Arylazetidines: Preparation through Anionic Ring Closure
Quinodoz, Pierre,Drouillat, Bruno,Wright, Karen,Marrot, Jéro?me,Couty, Fran?ois
, p. 2899 - 2910 (2016/04/26)
We report herein an efficient synthesis of diversely substituted N-aryl-2-cyanoazetidines based on an anionic ring-closure reaction. These compounds can be prepared from β-amino alcohols in enantiomerically pure form through a three-step sequence involving (i) copper-catalyzed N-arylation, (ii) N-cyanomethylation of the secondary aniline, and (iii) one-pot mesylation followed by ring closure induced by a base. This high-yielding sequence gives access to azetidines with a predictable and adjustable substitution pattern and also with predictable diastereoselectivity. These compounds are susceptible to multiple further derivatizations through Suzuki coupling or nitrile transformation, thus appearing as valuable new scaffolds for medicinal chemistry. Their rigid shape, featuring an almost planar N-arylamine and a planar four-membered ring, was revealed by both AM1 calculations and X-ray crystallography.
