58885-60-2Relevant academic research and scientific papers
Self-Assembly of C3 Symmetric Rigid Macrolactams into Very Polar and Porous Trigonal Crystals
Marmin, Thomas,Dory, Yves L.
, p. 6707 - 6711 (2019)
Cyclohexane and cyclotri-β-alanyl have been used as scaffolds for the design of new C3-symmetric rings incorporating conjugated alkenes and dienes. All three C3-symmetric lactams share the same triangular shape and their crystal system is trigonal. They all belong to the R3 space group, R3m, R3 and R3c, for the increasingly large 12-, 18- and 24-membered rigid rings, respectively. All lactams stack on top of each other, through H-bonds and van der Waals noncovalent interactions, leading to endless supramolecular cylinders and tubes. The largest member of the family leads to tubes, the central pores of which is wide enough to let water in. A common feature of all the lactams is their very large dipole, of around 9 D, according to DFT calculations. Surprisingly, all the resulting cylinders and tubes pack side by side in the crystals, with all the dipoles pointing to the same direction. As a result, all three crystals are anisotropic and appear to be the first members of a new kind of highly polar crystals.
Synthesis and antimalarial evaluation of new N1-(7-chloro-4- quinolyl)-1,4-bis(3-aminopropyl)piperazine derivatives
Ryckebusch, Adina,Debreu-Fontaine, Marie-Ange,Mouray, Elisabeth,Grellier, Philippe,Sergheraert, Christian,Melnyk, Patricia
, p. 297 - 302 (2005)
Synthesis and evaluation of the activity of new N1-(7-chloro-4- quinolyl)-1,4-bis(3-aminopropyl)piperazine derivatives against a chloroquine-resistant strain of Plasmodium falciparum are described. Selectivity indices were improved for two compounds versus the lead 1, the bis-cyclopropylmethyl derivative, thus increasing the therapeutic interest of our family. As our previous studies conducted on the mode of action of our compounds made us hypothesize the existence of original mechanisms and/or original targets, terminal amino derivatives can be considered as promising tools further mechanistical studies, as probes for affinity chromatography.
Asymmetric total synthesis of novel pentacyclic indole alkaloid, kopsiyunnanine E, isolated from Kopsia arborea
Kitajima, Mariko,Murakami, Yosuke,Takahashi, Nobuaki,Wu, Yuqiu,Kogure, Noriyuki,Zhang, Rong-Ping,Takayama, Hiromitsu
, p. 5000 - 5003 (2014)
A new pentacyclic indole alkaloid, kopsiyunnanine E, was isolated from Yunnan Kopsia arborea, and its structure, which was inferred from spectroscopic data, was established by a 16-step asymmetric total synthesis that proved that the natural alkaloid was not enantiomerically pure.
De-novo designed β-lysine derivatives can both augment and diminish the proliferation rates of E. coli through the action of Elongation Factor P
Connon, Stephen J.,Ghanim, Magda,Kelly, Vincent P.,McDonnell, Ciara M.,Mike Southern, J.
, (2022/01/24)
An investigation into the effect of modified β-lysines on the growth rates of eubacterial cells is reported. It is shown that the effects observed are due to the post translational modification of Elongation Factor P (EFP) with these compounds catalysed b
Phosphine-Catalyzed Synthesis of Chiral N-Heterocycles through (Asymmetric) P(III)/P(V) Redox Cycling
Lorton, Charlotte,Saleh, Nidal,Voituriez, Arnaud
, p. 3340 - 3344 (2021/06/26)
Phosphine-catalyzed tandem Michael addition/intramolecular Wittig reactions have been developed for the synthesis of chiral 2,5-dihydro-1H-pyrrole and tetrahydropyridine derivatives. These processes have been rendered catalytic in phosphine, thanks to the in situ reduction of phosphine oxide by phenylsilane. Furthermore, catalytic and asymmetric P(III)/P(V) processes were implemented using enantiopure chiral phosphines.
VISIBLE-LIGHT MEDIATED ORGANOPHOTOREDOX CATALYTIC DEUTERATION OF AROMATIC AND ALIPHATIC ALDEHYDES
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Paragraph 0059-0060; 0061-0062; 0065-0066, (2021/06/22)
Described are methods for preparing a deuterated aldehyde using with a photocatalyst and a hydrogen atom transfer agent in a H2O free solvent comprising D2O and an organic solvent under an inert gas. The methods may be used to convert a wide variety of aldehydes (e.g., aryl, alkyl, or alkenyl aldehydes) to C-1 deuterated aldehydes under mild reaction conditions.
Novel method for synthesizing 2-(1-methylimidazole-5-yl) ethylamine hydrochloride
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, (2021/04/28)
The invention discloses a novel method for synthesizing 2-(1-methylimidazole-5-yl) ethylamine hydrochloride, which comprises the following steps: 1, reacting 3-amino propanol serving as an initial raw material with di-tert-butyl dicarbonate to obtain 3-(Boc-amino) propanol; 2, carrying out Swen oxidation reaction: carrying out Swen oxidation on the obtained 3-(Boc-amino) propanol to obtain 3-(Boc-amino) propionaldehyde; 3, cyclization reaction: reacting the obtained 3-(Boc-amino) propionaldehyde with a methylamine methanol solution to generate Schiff base, and directly carrying out Van Lessel reaction on the Schiff base and p-toluenesulfonyl methyl isocyanide without separation to synthesize 2-(1-methyl-1H-imidazole-5-yl) tert-butyl ethylcarbamate; and 4, reacting the obtained 2-(1-methyl-1H-imidazole-5-yl) tert-butyl ethylcarbamate with a hydrogen chloride isopropanol solution to remove Boc, thereby obtaining the final product 2-(1-methylimidazole-5-yl) ethylamine hydrochloride. The method has the beneficial effects that the method is prepared from cheap raw materials which are easy to obtain, the reaction yield is high, the total steps are few, the operation is simple, the production cost is low, and industrialization is easy to realize.
Optimization of Naphthyridones into Selective TATA-Binding Protein Associated Factor 1 (TAF1) Bromodomain Inhibitors
Bamborough, Paul,Chung, Chun-Wa,Clegg, Michael A.,Craggs, Peter D.,Demont, Emmanuel H.,Gordon, Laurie J.,Humphreys, Philip G.,Liwicki, Gemma M.,Phillipou, Alex,Prinjha, Rab K.,Theodoulou, Natalie H.,Tomkinson, Nicholas C. O.
supporting information, p. 1308 - 1317 (2021/08/24)
Bromodomain containing proteins and the acetyl-lysine binding bromodomains contained therein are increasingly attractive targets for the development of novel epigenetic therapeutics. To help validate this target class and unravel the complex associated biology, there has been a concerted effort to develop selective small molecule bromodomain inhibitors. Herein we describe the structure-based efforts and multiple challenges encountered in optimizing a naphthyridone template into selective TAF1(2) bromodomain inhibitors which, while unsuitable as chemical probes themselves, show promise for the future development of small molecules to interrogate TAF1(2) biology. Key to this work was the introduction and modulation of the basicity of a pendant amine which had a substantial impact on not only bromodomain selectivity but also cellular target engagement.
NOVEL IMIDAZOPYRAZINE DERIVATIVES
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Page/Page column 51; 191-192, (2021/12/31)
The invention provides novel imidazopyrazine derivatives having the general formula (I), wherein Rx and R3 to R5 are as described herein (formula (I)) or pharmaceutically acceptable salts thereof. Further provided are pharmaceutical compositions including the compounds, processes of manufacturing the compounds and methods of using the compounds as medicaments, in particular methods of using the compounds as antibiotics for the treatment or prevention of bacterial infections and resulting diseases.
PROCESS OF MAKING CFTR MODULATORS
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Paragraph 0740, (2021/02/19)
The disclosure provides processes for synthesizing Compound I, and pharmaceutically acceptable salts thereof.
