6249-76-9Relevant academic research and scientific papers
Palladium nanoparticles stabilised by cinchona-based alkaloids in glycerol: Efficient catalysts for surface assisted processes
Reina,Pradel,Martin,Teuma,Gómez
, p. 93205 - 93216 (2016/10/11)
Palladium nanoparticles (PdNPs) were synthesised and fully characterised, both in solution and the solid state, using naturally-occurring cinchona-based alkaloids in neat glycerol. These nano-systems were stable under reaction conditions, finding applications in hydrogenation and hydrodehalogenation processes, as a result of their surface-like behaviour. Their reactivity was improved in relation to that involving PdNPs stabilised by phosphines and also by Pd/C as a heterogenous catalyst, mainly in terms of recyclability. In particular, the colloidal palladium catalyst stabilised by quinidine was highly efficient to promote the hydrodechlorination of aromatic compounds under low dihydrogen pressure. These original catalysts found applications in the synthesis of secondary and tertiary amines including N-substituted anilines, by means of one-pot tandem Pd-catalysed methodologies under smooth conditions. In all of these processes, glycerol performed a crucial function as a liquid support for the immobilisation of nanoparticle-based catalysts, allowing both the stabilisation of the nano-catalysts and easy recycling of the catalytic phase.
Monocarboxylate transporter 1 inhibitors as potential anticancer agents
Gurrapu, Shirisha,Jonnalagadda, Sravan K.,Alam, Mohammad A.,Nelson, Grady L.,Sneve, Mary G.,Drewes, Lester R.,Mereddy, Venkatram R.
supporting information, p. 558 - 561 (2015/05/27)
Potent monocarboxylate transporter 1 inhibitors (MCT1) have been developed based on α-cyano-4-hydroxycinnamic acid template. Structure-activity relationship studies demonstrate that the introduction of p-N, N-dialkyl/diaryl, and o-methoxy groups into cyanocinnamic acid has maximal MCT1 inhibitory activity. Systemic toxicity studies in healthy ICR mice with few potent MCT1 inhibitors indicate normal body weight gains in treated animals. In vivo tumor growth inhibition studies in colorectal adenocarcinoma (WiDr cell line) in nude mice xenograft models establish that compound 27 exhibits single agent activity in inhibiting the tumor growth.
Alkyl substituent effects on J- or H-aggregate formation of bisazomethine dyes
Kinashi, Kenji,Lee, Kyun-Phyo,Matsumoto, Shinya,Ishida, Kenji,Ueda, Yasukiyo
experimental part, p. 783 - 788 (2012/02/05)
Bisazomethine dyes with terminal alkyl substituents of different chain lengths (BAR: R = 1, 2, 3, 4, 5 and 6) were synthesized and deposited on a glass substrate to investigate the effect of the alkyl chain length on aggregate formation. Methyl- and ethyl-substituted bisazomethine dyes (BA1 and BA2) formed J-aggregates in thin films (ca. 50 nm), whereas, propyl-, butyl-, pentyl- and hexyl-substituted derivatives (BA3, BA4, BA5 and BA6) formed H-aggregates in thin films (ca. 50 nm). The aggregate formation of the BARs changed drastically between ethyl- and propyl-substituents (BA2/BA3). However, no remarkable changes were observed in the surface morphologies of BA2 and BA3 films. It is suggested that the critical determinant of aggregate formation of BAR is the molecular packing in the film, which depends on the chain length of the terminal alkyl substituent.
Design and synthesis of novel dihydroquinoline-3-carboxylic acids as HIV-1 integrase inhibitors
Sechi, Mario,Rizzi, Giuseppe,Bacchi, Alessia,Carcelli, Mauro,Rogolino, Dominga,Pala, Nicolino,Sanchez, Tino W.,Taheri, Laleh,Dayam, Raveendra,Neamati, Nouri
experimental part, p. 2925 - 2935 (2009/09/05)
Previously, we discovered linomide analogues as novel HIV-1 integrase (IN) inhibitors. Here, to make possible structure-activity relationships, we report on the design and synthesis of a series of substituted dihydroquinoline-3-carboxylic acids. The crystal structure of the representative compound 2c has also been solved. Among the eight new analogues, 2e showed a potency in inhibiting IN strand transfer catalytic activity similar to the reference diketo acid inhibitor L-731,988 (IC50 = 0.9 μM vs. 0.54 μM, for 2e and L-731,988, respectively). Furthermore, none of the compounds showed significant cytotoxicity in two tested cancer cell lines. These compounds represent an interesting prototype of IN inhibitors, potentially involved in a metal chelating mechanism, and further optimization is warranted.
A novel strategy for N-alkylation of primary amines+
Srivastava, Sanjay K.,Chauhan, Prem Man Singh,Bhaduri, Amiya P.
, p. 2085 - 2091 (2007/10/03)
N-alkylation of primary amines has been carried out with alkylbromide using commercial Me2SO and K2CO3 as a base. This process offers a method of selection for obtaining either mono or dialkyl amines.
The Transition Metal-catalyzed N-Alkylation and N-heterocyclization. A Reductive Transformation of Nitroarenes into (Dialkylamino)arenes and 2,3-Dialkyl-substituted Quinolines Using Aliphatic Aldehydes under Carbon Monoxide
Watanabe, Yoshihisa,Suzuki, Naoki,Tsuji, Yasushi,Shim, Sang Chul,Mitsudo, Take-aki
, p. 1116 - 1120 (2007/10/02)
The catalytic N-alkylation and N-heterocyclization of nitroarenes occur at 180 deg C under a carbon monoxide pressure of 70 atm and in the presence of aldehyde and such transitionmetal complexes as rhodium and palladium complexes, thus giving 2,3-dialkyl-substituted quinolines and (dialkylamino)arenes in good yields.The product selectivity depends greatly on the catalysts: a binary catalyst, RhCl(PPh3)3 and PdCl2, is effective for the N-heterocyclization, while is effective for the N-alkylation.
