- Antimicrobial surfactants based on N,N′-(5-oxanona-2,7-diyne-1,9- diyl)bis[(alkoxycarbonylmethyl)-dimethylammonium] chlorides
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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.
- Babakhanyan,Manukyan,Babayan,Arutyunyan
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- Synthesis of a Substituted [10]Cycloparaphenylene through [2+2+2] Cycloaddition
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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.
- Volkmann, Jannis,Kohrs, Daniel,Bernt, Felix,Wegner, Hermann A.
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supporting information
(2022/01/20)
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- Oxazine compound, composition and cured product
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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
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Paragraph 0166
(2018/02/23)
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- Synthesis and biological evaluation of salinomycin triazole analogues as anticancer agents
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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).
- Huang, Minjian,Deng, Zixin,Tian, Jian,Liu, Tiangang
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p. 900 - 908
(2017/02/18)
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- A short synthetic route to a hybrid molecule benzosultine-sulfone via [2+2+2] cyclotrimerization using Mo(CO)6
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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%.
- Kotha, Sambasivarao,Sreevani, Gaddamedi
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p. 1204 - 1210
(2019/11/14)
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- Tandem Claisen Rearrangement/6-endo Cyclization Approach to Allylated and Prenylated Chromones
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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.
- Schmidt, Bernd,Riemer, Martin,Schilde, Uwe
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supporting information
p. 7602 - 7611
(2016/01/25)
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- Synthesis of substituted [8]cycloparaphenylenes by [2 + 2 + 2] cycloaddition
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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.
- Tran-Van, Anne-Florence,Huxol, Elena,Basler, Jonathan M.,Neuburger, Markus,Adjizian, Jean-Joseph,Ewels, Chris P.,Wegner, Hermann A.
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supporting information
p. 1594 - 1597
(2014/04/17)
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- Iron(ii)-catalysed [2+2+2] cycloaddition for pyridine ring construction
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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.
- Richard, Vincent,Ipouck, Melinda,Merel, Delphine S.,Gaillard, Sylvain,Whitby, Richard J.,Witulski, Bernhard,Renaud, Jean-Luc
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supporting information
p. 593 - 595
(2014/01/06)
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- Bifunctional (cyclopentadienone)iron-tricarbonyl complexes: Synthesis, computational studies and application in reductive amination
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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
- Moulin, Solenne,Dentel, Helene,Pagnoux-Ozherelyeva, Anastassiya,Gaillard, Sylvain,Poater, Albert,Cavallo, Luigi,Lohier, Jean-Francois,Renaud, Jean-Luc
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p. 17881 - 17890
(2014/01/17)
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- Compounds and Methods for Treating Mammalian Gastrointestinal Microbial Infections
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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.
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- Synthesis diacetylenic ethers with terminal acetylenic bonds and studying them as inhibitors of steel corrosion in hydrochloric acid
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New diacetylenic ethers with terminal acetylenic bonds were synthesized.
- Veliev,Agaev,Shatirova,Chalabieva,Geidarova
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experimental part
p. 1957 - 1961
(2011/05/07)
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- A mild synthesis of unsymmetrical bisalkoxysilanes through catalyzed alcoholysis of hydridosilanes containing C-C multiple bonds and aryl halides
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(Chemical Equation Presented) The synthesis of unsymmetrical bisalkoxysilanes containing unsaturated C-C bonds and alkyl and aryl bromides has been developed. This method is a modification of our previously reported two-step procedure that utilizes readily available catalysts (rhodium acetate dimer and manganese pentacarbonyl bromide) under mild neutral aprotic conditions. Good to moderate yields of the products were obtained in a short period. In this two-step synthesis, unsymmetrical bisalkoxysilanes with groups that can be further functionalized can be prepared effectively without the need to isolate the intermediates. 2009 American Chemical Society.
- Scott, Colleen N.,Wilcox, Craig S.
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experimental part
p. 253 - 256
(2010/04/06)
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- Sixteen-membered macrolide compounds
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The present invention provides novel sixteen-membered macrolide compounds that are useful as anti-infective agents or as intermediates thereto. The present invention also provides methods for the preparation of these compounds, and methods and formulations for their use. In one aspect of the present invention, sixteen-membered macrolide possessing a side chain Z are provided where Z is aliphatic, aryl, alkylaryl, halide, ═NOR3, ═NNHR3, or —W—R3 where W is O, S, NC(═O)R4, NC(═O)OR4, NC(═O)NHR4 or NR4 where R3 and R4 are each independently hydrogen, aliphatic, aryl or alkylaryl. In another aspect of the present invention, bicyclic compounds are provided where one of the cyclic-components is a sixteen-membered macrolide and the other is a cyclic moiety whose cyclic structure is formed by between 3 and 10 atoms. In another aspect of the present invention, sixteen-membered macrolide compounds that bind to the domain II region of the 23S RNA are provided.
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- Metal binding DNA interactive compounds
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In an embodiment, a novel DNA-interactive compound is formed by coupling an alkali metal ion binding moiety with a DNA interactive moiety. An alkali metal ion binding moiety is any group capable of binding alkali metal ions (e.g., lithium, sodium, potassium, etc.). The DNA-interactive moiety is a group of atoms or functionality capable of covalently modifying DNA, through, for example, alkylation, cleavage, metalation, hydrolysis, or crosslinking.
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- Azepino[4,5-b]pyrano[3,2-e]indoles
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wherein: R1-R5, m, n, p, and the bonds a and b represented by - - - have any of the values, specific values, or preferred values described in the specification; or a salt or solvate thereof. The invention also provides pharmaceutical
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- BENZOPYRAN AND RELATED LTB4 ANTAGONISTS
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The invention relates to benzopyran leukotriene B 4 (LTB. sub.4) antagonists and pharmaceutical compositions containing the compounds. The compounds inhibit the action of LTB 4 and are therefore useful in the treatment of LTB 4 induced illnesses such as inflammatory disorders.
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- CHEMISTRY OF SYSTEMS OF THE ALLYL TYPE I. SYNTHESIS OF ALLYL AND 2-PROPYNYL ETHERS UNDER PHASE-TRANSFER CATALYSIS CONDITIONS
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A convenient method was developed for the synthesis of allyl and 2-propynyl ethers under phase-transfer catalysis conditions, which make it possible to dispense with the use of an inert organic solvent and to ensure the practically complete conversion of the alkylating agent.
- Ibragimov, I. I.,Tarasov, V. A.,Aliev, A. G.,Belyaeva, V. I.
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p. 1398 - 1402
(2007/10/02)
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- Process for making propargyl ethers of bisphenols
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A process for preparing an aromatic propargyl ether, preferably bispropargyl ether, from phenolic compounds comprising vigorously stirring a propargyl halide, preferably propargyl chloride, with a phenolic compound, such as bisphenol A, in an aqueous sodi
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- SYNTHESIS OF TERTIARY ACETYLENIC ALCOHOLS AND THEIR ETHERS IN THE KOH-DMSO SYSTEM.
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The authors developed a universal single-stage method of synthesis of acetylenic alcohol ethers, including allyl and propargyl. Conducting the synthesis in one preparative stage is due to the fact that etherification of acetylenic alcohol alcoholates by organyl halides takes place in the same apparatus without separation of the intermediate product, i. e. , the synthesis is actually reduced to successive treatment of ketone with acetylene (or vinylacetylene) and organyl halides. The yield of ethers is weakly dependent on the structure of the ketone and organyl halide radicals. In the case of propargyl chloride, the formation of dipropargyl ether is observed (yield of 5%), which indicates the possibility of partial hydrolysis of the halide.
- Trofimov,Sobenina,Korostova,Mikhaleva,Shishov,Fel'dman,Shevchenko,Vasil'ev
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p. 1291 - 1295
(2007/10/02)
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