109069-76-3Relevant academic research and scientific papers
Synthesis and biological evaluation of novel analogues of the pan class i phosphatidylinositol 3-kinase (PI3K) inhibitor 2-(Difluoromethyl)-1-[4,6-di(4- morpholinyl)-1,3,5-triazin-2-yl]-1 H -benzimidazole (ZSTK474)
Rewcastle, Gordon W.,Gamage, Swarna A.,Flanagan, Jack U.,Frederick, Raphael,Denny, William A.,Baguley, Bruce C.,Kestell, Philip,Singh, Ripudaman,Kendall, Jackie D.,Marshall, Elaine S.,Lill, Claire L.,Lee, Woo-Jeong,Kolekar, Sharada,Buchanan, Christina M.,Jamieson, Stephen M. F.,Shepherd, Peter R.
experimental part, p. 7105 - 7126 (2011/12/04)
A structure-activity relationship (SAR) study of the pan class I PI 3-kinase inhibitor 2-(difluoromethyl)-1-[4,6-di(4-morpholinyl)-1,3,5-triazin-2- yl]-1H-benzimidazole (ZSTK474) identified substitution at the 4 and 6 positions of the benzimidazole ring as having significant effects on the potency of substituted derivatives. The 6-amino-4-methoxy analogue displayed a greater than 1000-fold potency enhancement over the corresponding 6-aza-4-methoxy analogue against all three class Ia PI 3-kinase enzymes (p110α, p110β, and p110δ) and also displayed significant potency against two mutant forms of the p110α isoform (H1047R and E545K). This compound was also evaluated in vivo against a U87MG human glioblastoma tumor xenograft model in Rag1 -/- mice, and at a dose of 50 mg/kg given by ip injection at a qd ?- 10 dosing schedule it dramatically reduced cancer growth by 81% compared to untreated controls.
A concise synthesis of enantiopure circumdatins E, H and J
Zhichkin, Paul E.,Jin, Xiaomin,Zhang, Honglu,Peterson, Lisa H.,Ramirez, Catherine,Snyder, Tara M.,Burton, Hilde S.
supporting information; experimental part, p. 1287 - 1289 (2010/06/17)
A concise total synthesis of enantiopure circumdatins E, H and J has been developed using a reductive cyclization of chiral N-prolinoyl-2-nitrobenzamides to construct the core quinazolinone ring.
Alkaloids from Annonaceae 93. First synthesis of a meta-disubstituted aporphine
Roblot, F.,Hocquemiller, R.,Cave, A.
, p. 258 - 267 (2007/10/02)
The synthesis of a new aporphinoid alkaloid, substituted on the 9 and 11 positions, is reported.An unexpected reactivity has been observed for several intermediates.It has been attributed to the position of the methoxy groups with regard to the nitro group.
Obtention of Anthranil Derivatives by a Modified Bischler-Napieralsky Reaction.
Roblot, Francois,Hocquemiller, Reynald,Cave, Andre
, p. 2637 - 2651 (2007/10/02)
The action of PCl5 or POCl3 on substituted 2-nitro-3,5-dimethoxyphenylacetamide gives 5,7-dimethoxy-2,1-benzisoxazole derivatives in high yields, even in the absence of any alkaline treatment.This special reactivity is due to the position of the two metho
