5925-93-9Relevant articles and documents
Electrophilically activated nitroalkanes in synthesis of 3,4-dihydroquinozalines
Aksenov, Alexander V.,Aksenov, Dmitrii A.,Aksenov, Nicolai A.,Grishin, Igor Yu.,Malyuga, Vladimir V.,Nobi, Mezvah A.,Rubin, Michael
, (2021/08/03)
Nitroalkanes activated with polyphosphoric acid serve as efficient electrophiles in reactions with various nucleophilic amines. Strategically placed second functionality allows for the design of annulation reactions enabling preparation of various heterocycles. This strategy was employed to develop an innovative synthetic approach towards 3,4-dihydroquinazolines from readily available 2-(aminomethyl)anilines.
Synthesis and antiproliferative activity of 4-substituted-piperazine-1- carbodithioate derivatives of 2,4-diaminoquinazoline
Cao, Sheng-Li,Han, Ying,Yuan, Chong-Zhen,Wang, Yao,Xiahou, Zhi-Kai,Liao, Ji,Gao, Rui-Ting,Mao, Bei-Bei,Zhao, Bao-Li,Li, Zhong-Feng,Xu, Xingzhi
, p. 401 - 409 (2013/07/27)
A novel series of 4-substituted-piperazine-1-carbodithioate derivatives of 2,4-diaminoquinazoline were synthesized and tested for their antiproliferative activities against five human cancer cell lines including A549 (lung cancer), MCF-7 (breast adenocarcinoma), HeLa (cervical carcinoma), HT29 and HCT-116 (colorectal cancer). Most of the synthesized compounds showed broad spectrum antiproliferative activity (IC50 1.47-11.83 μM), of which 8f, 8m and 8q were the most active members with IC50 values in the range of 1.58-2.27, 1.84-3.27 and 1.47-4.68 μM against five cancer cell lines examined, respectively. Further investigations revealed that compounds 8f, 8m and 8q exhibited weak inhibition against dihydrofolate reductase and no activity against thymidylate synthase, while induced DNA damage and activated the G2/M checkpoint in HCT-116 cells.
Synthesis of benzotriazine and aryltriazene derivatives starting from 2-azidobenzonitrile derivatives
Nakhai, Azadeh,Stensland, Birgitta,Svensson, Per H.,Bergman, Jan
experimental part, p. 6588 - 6599 (2011/02/26)
3-Substituted 3,4-dihydro-4-imino-1,2,3-benzotriazine derivatives 7 were formed from 2-azidobenzonitriles 4 as starting materials on treatment with Grignard or lithium organic reagents. In some cases these procedures gave aryltriazenes 10 and 11 as products. All compounds were identified by NMR spectroscopy and the structures of three products, namely 7a, 10a and 11i, were corroborated by X-ray crystallography. The reactions of 2-azidobenzonitrile derivatives with Grignard reagents have been investigated. These reactions, depending on the type of Grignard reagent and the substituents on the 2-azidobenzonitrile derivatives, resulted in benzotriazines and triazenes. Copyright