108716-30-9Relevant articles and documents
Synthesis of N-Benzylated Anilines from the Reaction of Anilines and Benzyl Chloroformate
Pati, Hari,Weisbruch, Paul,Lemon, Adrienne,Lee, Moses
, p. 933 - 940 (2004)
Reactions of benzyl chloroformate with a series of substituted anilines produced N-carbobenzyloxy "CBZ" products along with the unexpected N-benzylated "Bn" compounds. Reaction of aniline, 1a, gave the CBZ, or 2a, and Bn, or 3a, products in 29% and 14% yi
N-Arylation of Carbamates through Photosensitized Nickel Catalysis
Reddy, Leleti Rajender,Kotturi, Sharadsrikar,Waman, Yogesh,Ravinder Reddy, Vudem,Patel, Chirag,Kobarne, Ajinath,Kuttappan, Sasikumar
, p. 13854 - 13860 (2018/10/31)
A highly efficient method of visible light mediated Ni(II)-catalyzed photoredox N-arylation of Cbz-amines/Boc-amines with aryl electrophiles at room temperature is reported. The methodology provides a common access to a wide variety of N-aromatic and N-heteroaromatic carbamate products that find use in the synthesis of several biologically active molecules and provides a distinct advantage over traditional palladium-catalyzed Buchwald reaction.
Synthesis, biological evaluation and mechanism study of a class of cyclic combretastatin A-4 analogues as novel antitumour agents
Yan, Jun,Pang, Yanqing,Chen, Jie,Sheng, Jianfei,Hu, Jinhui,Huang, Ling,Li, Xingshu
, p. 98527 - 98537 (2015/12/04)
In the course of our search for novel antitumor agents, a series of cyclic combretastatin A-4 (CA-4) analogues bearing an amide group, A-B or B-C ring condensation, and CC or CN bond in the B ring were designed, synthesized and identified as new microtubule inhibitors. The structure-activity relationship (SAR) studies showed that the hexa-cyclic compounds bearing B-C ring condensation, containing a CC bond in the B ring (4a) provided excellent antiproliferative activities at nanomolar concentrations against various cancer cell lines (IC50 = 46-80 nM). 4a inhibited tubulin assembly at a micromolar range (IC50 = 2.56 ± 0.15 μM) as evidenced by a molecular docking study, which revealed that 4a exerted tubulin polymerisation inhibitory activity by binding to the colchicine binding site of tubulin. Further molecular biology studies showed that 4a disrupted intracellular microtubule polymerisation and thus induced G2/M phase arrest and apoptotsis in A549 cells. Altogether, these results we obtained can guide the design of novel potent molecules for future development.
