38642-74-9Relevant articles and documents
Synthesis method of 2-cyanophenothiazine
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, (2021/10/30)
The invention discloses a synthesis method of 2-cyanophenothiazine. The method comprises the following steps of: step 1, taking 4-halo-3-nitrobenzonitrile as a raw material, and performing a reaction in the presence of sulfide to obtain 3-amino-4-sulfydryl cyanophenyl; and 2, in the presence of nickel salt, ligand and alkali, making the 3-amino-4-sulfydryl cyanophenyl react with a compound C to generate 2-cyanophenothiazine. The 4-halo-3-nitrobenzonitrile which is low in price and easy to obtain serves as a raw material, and the synthesis of 2-cyanophenothiazine is achieved through few two steps. The reagent used in the reaction process is cheap and easy to obtain; and the reaction process is short in step; and the method has the advantages of simple and convenient operation, high yield, safe operation and no pollution, and is suitable for industrial production.
Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers
Delcaillau, Tristan,Boehm, Philip,Morandi, Bill
supporting information, p. 3723 - 3728 (2021/04/07)
We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.
An Inhibitor of the Interaction of Survivin with Smac in Mitochondria Promotes Apoptosis
Park, Seong-Hyun,Shin, Insu,Park, Sang-Hyun,Kim, Nam Doo,Shin, Injae
supporting information, p. 4035 - 4041 (2019/08/02)
Herein we report the first small molecule that disrupts the survivin-Smac interaction taking place in mitochondria. The inhibitor, PZ-6-QN, was identified by initially screening a phenothiazine library using a fluorescence anisotropy assay and then conducting a structure–activity relationship study. Mutagenesis and molecular docking studies suggest that PZ-6-QN binds to survivin similarly to the known Smac peptide, AVPI. The results of the effort also show that PZ-6-QN exhibits good anticancer activity against various cancer cells. Moreover, cell-based mechanistic studies provide evidence for the proposal that PZ-6-QN enters mitochondria to inhibit the survivin-Smac interaction and promotes release of Smac and cytochrome c from mitochondria into the cytosol, a process that induces apoptosis in cancer cells. Overall, the present study suggests that PZ-6-QN can serve as a novel chemical probe for study of processes associated with the mitochondrial survivin-Smac interaction and it will aid the discovery of novel anticancer agents.