87110-36-9Relevant academic research and scientific papers
Synthesis and Biological Evaluation of Dimeric Furanoid Macroheterocycles: Discovery of New Anticancer Agents
Nicolaou,Nilewski, Christian,Hale, Christopher R. H.,Ahles, Christopher F.,Chiu, Chiao An,Ebner, Christian,Elmarrouni, Abdelatif,Yang, Lifeng,Stiles, Katherine,Nagrath, Deepak
supporting information, p. 4766 - 4770 (2015/04/27)
A recently developed dimerization/macrocyclization was employed to synthesize a series of macroheterocycles which were biologically evaluated, leading to the discovery of a number of potent cytotoxic agents (e.g., 27: GI50 = 51 nM against leukemia CCRF-CEM cell line; 29: GI50 = 99 nM against melanoma MDA-MB-435 cell line). Further biological studies support an apoptosis mechanism of action for these compounds involving deregulation of the tricarboxylic acid cycle activity and suppression of mitochondrial function in cancer cells. (Chemical Equation Presented).
Synthesis of fully substituted pyrazoles via regio- and chemoselective metalations
Despotopoulou, Christina,Klier, Lydia,Knochel, Paul
supporting information; experimental part, p. 3326 - 3329 (2009/12/01)
The full functionalization of the pyrazole ring was achieved by successive regioselective metalations using TMPMgCI-LiCI and TMP2Mg.2LiCI. Trapping with various electrophiles led to trisubstituted pyrazoles. An application to the synthesis of the acaricide Tebufenpyrad is reported.
Tautomerism of pyrazoline-5-thione and triazoline-5-thione studied by variable temperature photoelectron spectroscopy
Guimon, Claude,Pfister-Guillouzo, Genevieve,Begtrup, Mikael
, p. 1197 - 1203 (2007/10/02)
Photoelectron spectra at variable temperatures demonstrate that the rate of thermal isomerization of pyrazoline-5-thione (1a) into methythiopyrazole(s) in the gaseous phase is metal catalysed.Similar isomerizations of triazolethione (2a and 3a) are at best only slightly so.Furthermore, photoelectron spectra and MNDO calculations show that gaseous methylpyrazoles (1b and 1c) and methylthiotriazoles (2b and 2c) exist predominantly in planar form for the b isomers and in nonplanar form for the c isomer. ΔH0 for the rotameric equilibria is 2.7-4.2 kJ/mol.
