510772-10-8Relevant articles and documents
Catalytic Staudinger Reduction at Room Temperature
Lenstra, Danny C.,Wolf, Joris J.,Mecinovi?, Jasmin
, p. 6536 - 6545 (2019/05/24)
We report an efficient catalytic Staudinger reduction at room temperature that enables the preparation of a structurally diverse set of amines from azides in excellent yields. The reaction is based on the use of catalytic amounts of triphenylphosphine as a phosphine source and diphenyldisiloxane as a reducing agent. Our catalytic Staudinger reduction exhibits a high chemoselectivity, as exemplified by reduction of azides over other common functionalities, including nitriles, alkenes, alkynes, esters, and ketones.
Discovery and Optimization of 5-Amino-1,2,3-triazole-4-carboxamide Series against Trypanosoma cruzi
Brand, Stephen,Ko, Eun Jung,Viayna, Elisabet,Thompson, Stephen,Spinks, Daniel,Thomas, Michael,Sandberg, Lars,Francisco, Amanda F.,Jayawardhana, Shiromani,Smith, Victoria C.,Jansen, Chimed,De Rycker, Manu,Thomas, John,Maclean, Lorna,Osuna-Cabello, Maria,Riley, Jennifer,Scullion, Paul,Stojanovski, Laste,Simeons, Frederick R. C.,Epemolu, Ola,Shishikura, Yoko,Crouch, Sabrinia D.,Bakshi, Tania S.,Nixon, Christopher J.,Reid, Iain H.,Hill, Alan P.,Underwood, Tim Z.,Hindley, Sean J.,Robinson, Sharon A.,Kelly, John M.,Fiandor, Jose M.,Wyatt, Paul G.,Marco, Maria,Miles, Timothy J.,Read, Kevin D.,Gilbert, Ian H.
, p. 7284 - 7299 (2017/09/22)
Chagas' disease, caused by the protozoan parasite Trypanosoma cruzi, is the most common cause of cardiac-related deaths in endemic regions of Latin America. There is an urgent need for new safer treatments because current standard therapeutic options, benznidazole and nifurtimox, have significant side effects and are only effective in the acute phase of the infection with limited efficacy in the chronic phase. Phenotypic high content screening against the intracellular parasite in infected VERO cells was used to identify a novel hit series of 5-amino-1,2,3-triazole-4-carboxamides (ATC). Optimization of the ATC series gave improvements in potency, aqueous solubility, and metabolic stability, which combined to give significant improvements in oral exposure. Mitigation of a potential Ames and hERG liability ultimately led to two promising compounds, one of which demonstrated significant suppression of parasite burden in a mouse model of Chagas' disease.
Porphyrin-functionalized mesoporous organosilica nanoparticles for two-photon imaging of cancer cells and drug delivery
Mauriello-Jimenez, Chiara,Croissant, Jonas,Maynadier, Marie,Catto?n, Xavier,Wong Chi Man, Michel,Vergnaud, Julien,Chaleix, Vincent,Sol, Vincent,Garcia, Marcel,Gary-Bobo, Magali,Raehm, Laurence,Durand, Jean-Olivier
supporting information, p. 3681 - 3684 (2015/05/13)
The synthesis of a zinc porphyrin derivative possessing eight triethoxysilyl groups was performed through a CuAAC-click reaction. This porphyrin was covalently entrapped in ethenylene-bridged mesoporous organosilica nanoparticles which efficiently allowed
