70702-63-5Relevant academic research and scientific papers
Evaluation of Sydnone-Based Analogues of Combretastatin A-4 Phosphate (CA4P) as Vascular Disrupting Agents for Use in Cancer Therapy
Brown, Andrew W.,Holmes, Toby,Fisher, Matthew,Tozer, Gillian M.,Harrity, Joseph P. A.,Kanthou, Chryso
, p. 2618 - 2626 (2018/11/23)
The combretastatins have attracted significant interest as small-molecule therapies for cancer due to their ability to function as vascular disrupting agents. We have successfully prepared a range of combretastatin analogues that are based on a novel sydnone heterocycle core, and their potential as tubulin binders has been assessed in vitro and in vivo. The most potent candidate was found to disrupt microtubules and affect cellular morphology at sub-micromolar levels. Moreover, it was found to bind reversibly to tubulin and significantly increase endothelial cell monolayer permeability, in a similar manner to combretastatin A4. Surprisingly, the compound did not exhibit efficacy in vivo, possibly due to rapid metabolism.
Synthesis of aminopyrazoles from sydnones and ynamides
Wezeman,Comas-Barceló,Nieger,Harrity,Br?se
, p. 1575 - 1579 (2017/02/23)
Aminopyrazoles are prepared from readily accessible sydnones and sulfonyl ynamides using either a copper-mediated sydnone alkyne cycloaddition (CuSAC) or in situ generated strained cyclic ynamides.
Direct arylation of sydnones with aryl chlorides toward highly substituted pyrazoles
Brown, Andrew W.,Harrity, Joseph P. A.
, p. 2467 - 2472 (2015/05/19)
The direct arylation of the C4 position of both N-alkyl- and N-arylsydnones with aryl/heteroaryl chlorides has been realized. The reaction is quite general and allows access to a wide range of 4-substituted sydnones. Yields of more challenging substrates can be improved through the use of aryl bromides.
Cross coupling of bromo sydnones: Development of a flexible route toward functionalized pyrazoles
Browne, Duncan L.,Taylor, John B.,Plant, Andrew,Harrity, Joseph P. A.
supporting information; experimental part, p. 396 - 400 (2009/04/07)
(Chemical Equation Presented) The application of a Suzuki cross coupling approach to a range of C-4 substituted sydnones from a 4-bromosydnone is described. Moreover, the potential of this approach to prepare a diverse range of pyrazoles is demonstrated.
Palladium-catalysed direct arylation of sydnones
Rodriguez, Arantxa,Moran, Wesley J.
experimental part, p. 650 - 654 (2009/07/17)
Conditions for the palladium-catalysed direct arylation of sydnones with aryl iodides and bromides are revealed. Georg Thieme Verlag Stuttgart.
