50531-70-9Relevant academic research and scientific papers
Design, synthesis, and antipoliferative activities of novel substituted imidazole-thione linked benzotriazole derivatives
Khayyat, Ahdab N.,Mohamed, Khaled O.,Malebari, Azizah M.,El-Malah, Afaf
, (2021/10/12)
A new series of benzotriazole moiety bearing substituted imidazol-2-thiones at N1 has been designed, synthesized and evaluated for in vitro anticancer activity against the different cancer cell lines MCF-7(breast cancer), HL-60 (Human promyelocytic leukemia), and HCT-116 (colon cancer). Most of the benzotriazole analogues exhibited promising antiproliferative activity against tested cancer cell lines. Among all the synthesized compounds, BI9 showed potent activity against the cancer cell lines such as MCF-7, HL-60 and HCT-116 with IC50 3.57, 0.40 and 2.63 μM, respectively. Compound BI9 was taken up for elaborate biological studies and the HL-60 cells in the cell cycle were arrested in G2/M phase. Compound BI9 showed remarkable inhibition of tubulin polymerization with the colchicine binding site of tubulin. In addition, compound BI9 promoted apoptosis by regulating the expression of pro-apoptotic protein BAX and anti-apoptotic proteins Bcl-2. These results provide guidance for further rational development of potent tubulin polymerization inhibitors for the treatment of cancer.
Solvent free, highly chemoselective N and O-acylation on silica and silica magnesium oxide: A recyclable solid surface
Ghosh, Pranab,Mandal, Amitava
, p. 261 - 268 (2012/10/29)
Silica or silica/magnesium oxide mixed surface mediates the N and O-acylation, benzoylation or sulfonylation of hosts of substrates under solvent free conditions at ambient temperature with high chemoselectivity.
A facile and efficient method for the selective deacylation of N-arylacetamides and 2-chloro-Narylacetamides catalyzed by SOCl2
Wang, Gong-Bao,Wang, Lin-Fa,Li, Chao-Zhang,Sun, Jing,Zhou, Guang-Ming,Yang, Da-Cheng
experimental part, p. 77 - 89 (2012/05/20)
Thionyl chloride efficiently and selectively promoted the deacylation of N-arylacetamides and 2-chloro-N-arylacetamides, under anhydrous conditions, without effecting the ester group, aminosulfonyl group, or benzyloxyamide group. This method, which has been successfully applied to a variety of substrates including different N-arylacetamides and 2-chloro-N-arylacetamides, has the attractive advantages of inexpensive reagents, satisfactory selectivity, excellent yields, short reaction time, and convenient workup. This new method can probably be used to selectively deacylate between aromatic amides and alkyl amides. Springer Science+Business Media B.V. 2011.
An efficient general synthesis of 1-(benzotriazol-1-yl)alkyl esters
Katritzky, Alan R.,Pastor, Alfredo,Voronkov, Michael V.
, p. 777 - 781 (2007/10/03)
1-(Benzotriazol-1-yl)alkyl esters 2a-u were obtained in yields averaging 86% by the direct reaction of various aldehydes with the corresponding N- acylbenzotriazoles in the presence of a catalytic amount of potassium carbonate (10-25 mole %). The procedur
