6921-27-3Relevant academic research and scientific papers
Antimicrobial surfactants based on N,N′-(5-oxanona-2,7-diyne-1,9- diyl)bis[(alkoxycarbonylmethyl)-dimethylammonium] chlorides
Babakhanyan,Manukyan,Babayan,Arutyunyan
, p. 452 - 454 (2008)
A series of quaternary bisammonium salts containing the common 5-oxanonane-2,7-diyne-1,9-diyl fragment and different alkoxycarbonylmethyl groups was synthesized. The surfactant properties and antimicrobial activity of these compounds were studied.
Synthesis of a Substituted [10]Cycloparaphenylene through [2+2+2] Cycloaddition
Volkmann, Jannis,Kohrs, Daniel,Bernt, Felix,Wegner, Hermann A.
supporting information, (2022/01/20)
Herein, we report the synthesis and investigation of a substituted [10]cycloparaphenylene (CPP) incorporating a diethylphthalane unit. An efficient strategy relying on a symmetric built-up starting with propargyl ether as [2+2+2] cycloaddition precursor was developed. The straightforward synthesis required overcoming unexpected obstacles within the [2+2+2] cycloaddition, protection and aromatization. These results give valuable insights for accessing CPPs with highly substituted subunits. Finally, a seven-step synthesis with an overall yield of 8 % provided the target nanoring, including good to excellent yields for the critical macrocyclization and aromatization. The synthesized nanohoop exhibits a hypsochromic shift in fluorescence and absorption, compared to the unsubstituted [10]CPP. This observation is proposedly caused by an increased torsion angle between the bivalent substituted phenyl moieties and the adjacent units.
Oxazine compound, composition and cured product
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Paragraph 0166, (2018/02/23)
An oxazine compound with a specific structure is provided, characterized by having a group that has an aromatic ring structure and multiple specified carbon-carbon triple bond structures. Further, a composition including the oxazine compound having the sp
Synthesis and biological evaluation of salinomycin triazole analogues as anticancer agents
Huang, Minjian,Deng, Zixin,Tian, Jian,Liu, Tiangang
, p. 900 - 908 (2017/02/18)
Salinomycin, a polyether antibiotic used for treatment of coccidial disease in animal husbandry, has demonstrated promising efficacy for treating different cancers. To enrich structure-activity relationship of salinomycin in tumours, we prepared a series of new triazole derivatives in specific site of salinomycin by click cycloaddition reactions, and assessed their antiproliferative activities on breast cancer cell lines. The screening results indicated that most derivatives modified at the C20 hydroxyl group have potent antitumour activity. Notably, salinomycin triazole dimers were 3.27–4.97 times more toxic than the natural substance in ERα-positive breast cancer cells (MCF-7), and had moderately improved toxicity in triple-negative breast cancer cells (MDA-MB-231).
A short synthetic route to a hybrid molecule benzosultine-sulfone via [2+2+2] cyclotrimerization using Mo(CO)6
Kotha, Sambasivarao,Sreevani, Gaddamedi
, p. 1204 - 1210 (2019/11/14)
Here, we report an improved and short synthetic route to benzosultine-sulfone via [2+2+2] cyclotrimerization as a key step, starting with dipropargyl ether and 1,4-dibromo-2-butyne with an overall yield of 16%.
Tandem Claisen Rearrangement/6-endo Cyclization Approach to Allylated and Prenylated Chromones
Schmidt, Bernd,Riemer, Martin,Schilde, Uwe
supporting information, p. 7602 - 7611 (2016/01/25)
Allyl, dimethylallyl and prenyl ethers derived from o-acylphenols reacted upon microwave irradiation to form C-allylated or -prenylated chromone derivatives, depending on the substitution pattern of the arene and the allyl substituent. The reaction proceeds through a tandem Claisen rearrangement and 6-endo-trig or 6-endo-dig cyclization sequence. For prenyl ethers, the tandem sequence can be extended by a Cope rearrangement to furnish 6-prenylchromones. The method is potentially useful for the synthesis of natural products and drugs.
Synthesis of substituted [8]cycloparaphenylenes by [2 + 2 + 2] cycloaddition
Tran-Van, Anne-Florence,Huxol, Elena,Basler, Jonathan M.,Neuburger, Markus,Adjizian, Jean-Joseph,Ewels, Chris P.,Wegner, Hermann A.
supporting information, p. 1594 - 1597 (2014/04/17)
A new modular approach to the smallest substituted cycloparaphenylenes (CPPs) is presented. This versatile method permits access to substituted CPPs, choosing the substituent at a late stage of the synthesis. Variously substituted [8]CPPs have been synthesized, and their properties analyzed. The structural characteristics of substituted CPPs are close to those of unsubstituted CPPs. However, their optoelectronic behavior differs remarkably due to the larger torsion angle between the phenyl units.
Iron(ii)-catalysed [2+2+2] cycloaddition for pyridine ring construction
Richard, Vincent,Ipouck, Melinda,Merel, Delphine S.,Gaillard, Sylvain,Whitby, Richard J.,Witulski, Bernhard,Renaud, Jean-Luc
supporting information, p. 593 - 595 (2014/01/06)
We report a new, simple and air-stable iron(ii) complex pre-catalyst for the synthesis of substituted pyridines via a [2+2+2] cycloaddition between diynes and nitrile derivatives. The Royal Society of Chemistry 2014.
Bifunctional (cyclopentadienone)iron-tricarbonyl complexes: Synthesis, computational studies and application in reductive amination
Moulin, Solenne,Dentel, Helene,Pagnoux-Ozherelyeva, Anastassiya,Gaillard, Sylvain,Poater, Albert,Cavallo, Luigi,Lohier, Jean-Francois,Renaud, Jean-Luc
, p. 17881 - 17890 (2014/01/17)
Reductive amination under hydrogen pressure is a valuable process in organic chemistry to access amine derivatives from aldehydes or ketones. Knoelker's complex has been shown to be an efficient iron catalyst in this reaction. To determine the influence of the substituents on the cyclopentadienone ancillary ligand, a series of modified Knoelker's complexes was synthesised and fully characterised. These complexes were also transformed into their analogous acetonitrile iron-dicarbonyl complexes. Catalytic activities of these complexes were evaluated and compared in a model reaction. The scope of this reaction is also reported. For mechanistic insights, deuterium-labelling experiments and DFT calculations were undertaken and are also presented. Festival of amination: Two series of modified Knoelker's complexes were synthesised and applied in the reductive amination of various carbonyl derivatives with primary or secondary amines (see scheme, TIPS = triisopropylsilyl). For a mechanistic insight, deuterium-labelling experiments and DFT calculations were undertaken and are also presented. Copyright
Compounds and Methods for Treating Mammalian Gastrointestinal Microbial Infections
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, (2012/05/04)
Described herein are compounds, and pharmaceutically acceptable salts and prodrugs thereof, which are useful as inhibitors of IMPDH. In certain embodiments, a compound of the invention selectively inhibits a parasitic IMPDH versus a host IMPDH. Further, the invention provides pharmaceutical compositions comprising one or more compounds of the invention. The invention also relates to methods of treating various parasitic and bacterial infections in mammals. Moreover, the compounds may be used alone or in combination with other therapeutic or prophylactic agents, such as anti-virals, anti-inflammatory agents, antimicrobials and immunosuppressants.
