54589-54-7Relevant academic research and scientific papers
A versatile and convenient method for the functionalization of porphyrins
Didier, Amandine,Michaudet, Lydie,Ricard, David,Baveux-Chambeno?t, Valérie,Richard, Philippe,Boitrel, Bernard
, p. 1927 - 1926 (2001)
The condensation of 3-(chloromethyl)benzoyl chloride with different atropisomers of meso-(tetra-o-aminophenyl)porphyrin (TAPP), followed by the reaction of a series of nucleophilic reagents leads, among others, to precursors of biomimetic models of heme p
β-aryl nitrile construction via palladium-catalyzed decarboxylative benzylation of α-cyano aliphatic carboxylate salts
Shang, Rui,Huang, Zheng,Xiao, Xiao,Lu, Xi,Fu, Yao,Liu, Lei
supporting information, p. 2465 - 2472,8 (2020/08/31)
The palladium-catalyzed decarboxylative benzylation of α-cyano aliphatic carboxylate salts with benzyl electrophiles was discovered. This reaction exhibits good functional group compatibility and proceeds under relatively mild conditions. A diverse range of quaternary, tertiary and secondary β-aryl nitriles can be conveniently prepared by this method. Copyright
Pd-catalyzed α-arylation of nitriles and esters and γ-arylation of unsaturated nitriles with TMPZnCl?LiCl
Duez, Stephanie,Bernhardt, Sebastian,Heppekausen, Johannes,Fleming, Fraser F.,Knochel, Paul
supporting information; experimental part, p. 1690 - 1693 (2011/05/06)
Using TMPZnCl?LiCl as a kinetically highly active base, nitriles and esters undergo a Pd-catalyzed α-arylation under mild conditions. Remarkably, in the case of α,β- or β,γ-unsaturated nitriles, a regioselective γ-arylation or a γ-alkenylation is observed.
Propargylic sulfone-armed lariat crown ethers: Alkali metal ion- regulated DNA cleavage agents
McPhee, Mark M.,Kern, Jonathan T.,Hoster, Ben C.,Kerwin, Sean M.
, p. 98 - 118 (2007/10/03)
Alkali metal ion concentrations within cells are regulated during the cell cycle and may be significantly altered in cancer cells versus normal cells. Thus, the selective destruction of cancer cells might be achieved by agents that marry alkali metal ion
Design, synthesis, and in vitro activities of benzamide-core glycoprotein IIb/IIIa antagonists: 2,3-Diaminopropionic acid derivatives as surrogates of aspartic acid
Xue, Chu-Biao,Roderick, John,Jackson, Sharon,Rafalski, Maria,Rockwell, Arlene,Mousa, Shaker,Olson, Richard E.,DeGrado, William F.
, p. 693 - 705 (2007/10/03)
In an effort to discover novel nonpeptide glycoprotein IIb/IIIa (GPIIb/IIa, α(IIb)/β3) inhibitors, we investigated RGD mimetics featuring a 3-substituted benzoic acid as the core, benzamidine as the basic moiety, and a series of β- and α-substituted β-alanine derivatives as aspartic acid surrogates. It was found that the use of β-methyl β-alanine slightly improved the anti-aggregant potency in human platelet-rich plasma over the unsubstituted β-alanine compound, while β-substitution with a trifluoromethyl group resulted in considerable loss in activity. Significant enhancement (up to 100-fold) in potency was obtained when the β-alanine was replaced with N2-substituted L-2,3-diaminopropionic acid derivatives. Among the three types of α-substituents (carbamate, amide, and sulfonamide) investigated, no apparent preference was observed with respect to in vitro potency. However, alkyl groups were more favorable than arylalkyl groups (Cbz) in the carbamate analogues. We also investigated piperidine, piperazine, and N-formamidinopiperidine as replacements for the benzamidine moiety. The former two replacements led to a drop in potency while the latter replacement resulted in maintenance of activity as compared with the corresponding benzamidine analogue.
SYNTHESIS OF SOME NOVEL α,β-ETHYLENIC SULFONES
Reddy, M. V. Ramana,Vijayalakshmi, S.,Reddy, D. Bhaskar,Reddy, P. V. Ramana
, p. 209 - 214 (2007/10/02)
Novel unsaturated sulfones E-alkoxy/carbamoyl benzyl styryl sulfones (VI) and E-4(N-benzylcarbamoyl)benzyl styryl sulfones (IX) have been prepared by the Knoevenagel condensation of alkoxy/carbamoyl benzylsulfonylacetic acid (V) and 4-carboxybenzylsulfonylacetic acid (VIII) with araldehydes.The E-geometry of these compounds has been assigned based on IR and 1H NMR spectral data. Key words: Configuration, Knoevenagel condensation, sulfonylacetic acids, unsaturated sulfones.
Synthesis, biological evaluation and quantitative structure activity relationship analysis of nuclearsubstituted pargylines as competitive inhibitors of MAO-A and MAO-B
Ali,Robinson
, p. 750 - 757 (2007/10/02)
A series of nuclear substituted derivatives of pargyline has been prepared and tested (under controlled conditions designed to measure the competitive component of the inhibition) as competitive inhibitors of MAO-A and -B. Adequate correlation of the biological data with the physicochemical constants of substituent groups was obtained only when the m- and p-substituted derivatives were considered separately. Due to the narrow range of activity displayed by the p-substituted derivates when inhibiting MAO-B, meaningful correlations were not found. However, the inhibition of MAO-B by the m-substituted derivatives required the inclusion of the Verloop L parameter for adequate correlation suggesting that the inhibitor binding site of MAO-B is present within a cavity of more limited lateral dimensions than that present on the MAO-A surface. Inhibition of both MAO-A and -B demonstrated a parabolic relationship between inhibitory activity and Π. Whereas this parabolic relationship showed a maximal value for inhibition of MAO-A (mean Π0 = 0.86), inhibition of MAO-B demonstrated a minimal value of Π(Π(min) = -0.5)i.e.the optimal value of Π for inhibition of MAO-B has not been achieved for this series of compounds but such would be greater than that demonstrated for MAO-A. The Hammett σ function was important or significant only in the inhibition of MAO-A by the p-substituted derivatives.
