63674-16-8Relevant articles and documents
A minimalistic approach to develop new anti-apicomplexa polyamines analogs
Panozzo-Zénere, Esteban A.,Porta, Exequiel O.J.,Arrizabalaga, Gustavo,Fargnoli, Lucía,Khan, Shabana I.,Tekwani, Babu L.,Labadie, Guillermo R.
, p. 866 - 880 (2017/12/13)
The development of new chemical entities against the major diseases caused by parasites is highly desired. A library of thirty diamines analogs following a minimalist approach and supported by chemoinformatics tools have been prepared and evaluated agains
Synthesis and investigation of new cyclic haloamidinium salts
Rais, Eduard,Fl?rke, Ulrich,Wilhelm, René
, p. 667 - 676 (2016/07/06)
The presented work describes the synthesis of new six- and seven-membered haloamidinium salts and their reaction with different metals. The isolated metal complexes were tested in a catalytic reaction. Two different synthetic routes were applied to prepare five different salts. Chloroamidinium salts were very water-sensitive in comparison to their corresponding bromoamidinium salts. Hence, the preparation of the less sensitive bromoamidinium salts was higher prioritized. The formed salts were converted with metal sources to N-heterocyclic carbene (NHC) metal complexes through an oxidative insertion into the C-X bond. This type of formation is less examined for the synthesis of extended NHC metal complexes. Pd(PPh3)4 and cobalt powder were applied as metal sources, whereby two palladium complexes were isolated, characterized, and their crystal and molecular structures determined. The palladium complexes were investigated in the Suzuki-Miyaura reaction and showed promising catalytic activity.
Structure-property relationships of aromatic polyamides and polythioamides: comparative consideration with those of analogous polyesters, polythioesters and polydithioesters
Nagasawa, Masayuki,Ishii, Tatsuya,Abe, Daisuke,Sasanuma, Yuji
, p. 96611 - 96622 (2015/11/24)
Conformational characteristics and configurational properties of aromatic polyamides and polythioamides, analogues of common aromatic polyesters such as poly(ethylene terephthalate) and poly(trimethylene terephthalate), have been investigated via NMR experiments and molecular orbital calculations on model compounds, and the refined rotational isomeric state calculations for the polymers. The polyamides and polythioamides were actually synthesized and characterized in terms of solubility, molecular weight, crystallinity, thermal transition, and thermal stability. Herein, the experimental results are discussed mainly from the viewpoint of the conformational characteristics and compared with those obtained from analogous aromatic polyesters, polythioesters, and polydithioesters to reveal the effects of the heteroatoms O, S, and NH included in the backbone on the polymer structures and properties.
Synthesis and evaluation of hexahydropyrimidines and diamines as novel hepatitis C virus inhibitors
Hwang, Jong Yeon,Kim, Hee-Young,Jo, Suyeon,Park, Eunjung,Choi, Jihyun,Kong, Sunju,Park, Dong-Sik,Heo, Ja Myung,Lee, Jong Seok,Ko, Yoonae,Choi, Inhee,Cechetto, Jonathan,Kim, Jaeseung,Lee, Jinhwa,No, Zaesung,Windisch, Marc Peter
, p. 315 - 325 (2013/11/19)
In order to identify novel anti-hepatitis C virus (HCV) agents we devised cell-based strategies and screened phenotypically small molecule chemical libraries with infectious HCV particles, and identified a hit compound (1) containing a hexahydropyrimidine (HHP) core. During our cell-based SAR study, we observed a conversion of HHP 1 into a linear diamine (6), which is the active component in inhibiting HCV and exhibited comparable antiviral activity to the cyclic HHP 1. In addition, we engaged into the biological characterization of HHP and demonstrated that HHP does not interfere with HCV RNA replication, but with entry and release of viral particles. Here we report the results of the preliminary SAR and mechanism of action studies with HHP.
Synthesis and antikinetoplastid activity of a series of N,N×-substituted diamines
Caminos, Andrea P.,Panozzo-Zenere, Esteban A.,Wilkinson, Shane R.,Tekwani, Babu L.,Labadie, Guillermo R.
supporting information; experimental part, p. 1712 - 1715 (2012/04/10)
A series of 25 N,N×-substituted diamines were prepared by controlled reductive amination of free aliphatic diamines with different substituted benzaldehydes. The library was screened in vitro for antiparasitic activity on the causative agents of human Afr
Reversible aminal formation: Controlling the evaporation of bioactive volatiles by dynamic combinatorial/covalent chemistry
Buchsnee Levrand, Barbara,Godin, Guillaume,Trachsel, Alain,De Saint Laumer, Jean-Yves,Lehn, Jean-Marie,Herrmann, Andreas
, p. 681 - 695 (2011/03/22)
Dynamic mixtures generated by reversible aminal formation efficiently prolong the duration of evaporation of bioactive volatile aldehydes. Secondary diamines used for the generation of dynamic mixtures are obtained by treatment of primary diamines with carbonyl compounds and reduction of the diimines with NaBH4. The reversibilities of the reactions were demonstrated by NMR measurements in buffered aqueous solutions. Kinetic rate constants and equilibrium constants for the formation and hydrolysis of aminals were determined. The performance of dynamic mixtures as delivery systems for perfumery ingredients was tested after deposition onto cotton, and the long-lastingness of fragrance evaporation was investigated by dynamic headspace analysis against a reference sample. The simplicity of the concept together with its excellent performance makes this delivery system highly interesting for applied perfumery. Reversible aminal formation might also be successfully applicable to dynamic combinatorial/covalent chemistry for screening of pharmaceutically or catalytically active ligands and receptors. The evaporation of bioactive volatiles that are emitted from flowers to attract insects and that are used as fragrances in our everyday life is limited in time. Dynamic mixtures obtained by reversible aminal formation of suitably designed diamines with volatile aldehydes prolong the perception of these compounds in functional perfumery.
Competition between cyclisation and bisimine formation in the reaction of 1,3-diaminopropanes with aromatic aldehydes
Locke, Julie M.,Griffith, Renate,Bailey, Trevor D.,Crumbie, Robyn L.
experimental part, p. 10685 - 10692 (2010/02/28)
Condensation of 1,3-diamines with aldehydes or ketones gives rise to two major products, the hexahydropyrimidine and the bisimine. Experimental studies of the reaction between a range of aromatic aldehydes and 1,3-diaminopropane or 1,3-diamino-2-propanol establish that the hexahydropyrimidine is favoured by the less nucleophilic amine and by the presence of electron withdrawing groups on the aryl ring of the aldehyde. Calculations indicate that the electronic nature of this aryl ring substituent influences both the relative thermodynamic stability of the final products and the reactivity of the aldehyde as an electrophile.
A concise entry into nonsymmetrical alkyl polyamines
Pirali, Tracey,Callipari, Grazia,Ercolano, Emanuela,Genazzani, Armando A.,Giovenzana, Giovanni Battista,Tron, Gian Cesare
supporting information; experimental part, p. 4199 - 4202 (2009/05/30)
(Chemical Equation Presented) The synthesis of nonsymmetrical polyamines (PAs) has, up to now, been problematic due to lengthy synthetic procedures, lack of regioselectivity, and very poor atom economy. An innovative synthetic protocol for nonsymmetrical
Double dearomatization of bis(diphenviphosphinamides) through anionic cyclization. A facile route of accessing multifunctional systems with antitumor properties
Ruiz-Gomez, Gloria,Iglesias, Maria Jose,Serrano-Ruiz, Manuel,Garcia-Granda, Santiago,Francesch, Andres,Lopez-Ortiz, Fernando,Cuevas, Carmen
, p. 3790 - 3799 (2008/02/02)
(Chemical Equation Presented) The sequential one-pot double dearomatization of bis(N-benzyl-P,P-diphenylphosphinamides) via anionic cyclization is described for the first time. Protonation and alkylation of the dearomatized dianions provide bis(tetrahydro
Synthesis of some new mixed-ligand complexes of chromium(III) involving quadridentate Schiff bases N,N′ -(2-hydroxy)propylenebis{(2-imino-3-oximino)-butane} and N,N′ -(2-hydroxy)propylenebis(acetylacetoneimine) and bidentate Schiff base N,N′-propylenebis(
Dey, Kamalendu,Biswas, Susobhan
, p. 222 - 224 (2007/10/03)
Some mixed-ligand complexes of chromium(III) have been synthesized by the reactions of different chromium salts with quadridentate Schiff bases N,N′-(2-hydroxy)propylenebis{(2.imino.3.oximino)butane} and N,N′-(2-hydroxy)propylenebis(acetylacetoneimine) an
