73323-82-7Relevant academic research and scientific papers
Melatonin derivatives combat with inflammation-related cancer by targeting the Main Culprit STAT3
Ma, Shumeng,Zhu, Longqing,Fan, Xiaohong,Luo, Tian,Liu, Dan,Liang, Ziyi,Hu, Xiaoling,Shi, Tao,Tan, Wen,Wang, Zhen
, (2020/12/02)
The combination between two well-studied bioactive compounds melatonin and salicylic acid with proper modifications unexpectedly creates a sharp pair of “scissors” cutting off the vicious connection between inflammation and cancer by targeting a key contributor Signal Transducers and Activators of Transcription 3 (STAT3) in the two pathological processes. A representative compound P-3 with IC50 values on each tested cell line ranging from 7.37 to 18.62 μM among the designed melatonin derivatives is equipped with the ability of curbing inflammation-promoting cancer by down-regulating the expression, activation and nuclear translocation of STAT3, breaking the feedforward loop of STAT3 activation by decreasing the expression of pro-tumorigenic cytokines, and inducing cell apoptosis through ROS triggered Cyto-c/Caspase-3 pathway. This study suggests that the melatonin derivative P-3 is likely to become a promising chemical structure for developing the novel anti-cancer agents taking effect through hindering the mutual-promoting processes between inflammation and cancer.
Redox-neutral decarboxylative photocyclization of anthranilic acids
Huang, Huawen,Deng, Kun,Deng, Guo-Jun
, p. 8243 - 8247 (2020/12/29)
A mild metal-, catalyst-, and oxidant-free photoredox neutral system has been found to efficiently enable intramolecular decarboxylative cyclization of anthranilic acids. This facile protocol provides an alternative method for the synthesis of carbazoles. Mechanistic studies reveal a key photoinduced 6π-electrocyclization process and formic acid was released as the sole byproduct.
Synthesis method of dibenzo heptatomic nitrogen-containing heterocyclic compound
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Paragraph 0030; 0032-0035, (2019/04/26)
The invention relates to the technical field of chemical synthesis, and particularly discloses a synthesis method of a dibenzo heptatomic nitrogen-containing heterocyclic compound. According to the method, coupled reaction of nitrogen-substituted aniline
Substrate-Controlled Selectivity Switch in the Three-Component Coupling Involving Arynes, Aromatic Tertiary Amines, and CO2
Bhojgude, Sachin Suresh,Roy, Tony,Gonnade, Rajesh G.,Biju, Akkattu T.
supporting information, p. 5424 - 5427 (2016/11/04)
The transition-metal-free multicomponent coupling involving arynes, aromatic tertiary amines, and CO2 is reported. The reaction exhibits switchable selectivity depending on the electronic nature of the aromatic amines used. With amines bearing electron-releasing/neutral groups as the nucleophilic trigger, the reaction afforded 2-arylamino benzoates via a nitrogen to oxygen alkyl group migration. Employing electron-deficient amines in the reaction furnished 2-aminoaryl benzoates proceeding via the aryl to aryl amino group migration resembling a Smiles rearrangement.
Construction of 1,4-benzodiazepine skeleton from 2-(arylamino)benzamides through PhI(OAc)2-mediated oxidative C-N bond formation
Li, Xuming,Yang, Liu,Zhang, Xiang,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang
, p. 955 - 962 (2014/03/21)
New compounds involving the biologically important 1,4-benzodiazepine skeleton were conveniently constructed from 2-(arylamino)benzamides through PhI(OAc)2-mediated oxidative C-N bond formation. The attractive features of this new synthetic strategy include mild reaction conditions, the heavy-metal-free characteristic of the oxidative coupling process, and the flexibility to tolerate a broad scope of substrates.
PhI(OAc)2-mediated intramolecular oxidative aryl-aldehyde C sp 2-C sp 2 bond formation: Metal-free synthesis of acridone derivatives
Zheng, Zisheng,Dian, Longyang,Yuan, Yucheng,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang
, p. 7451 - 7458 (2014/09/17)
A metal-free protocol for direct aryl-aldehyde Csp2-Csp 2 bond formation via a PhI(OAc)2-mediated intramolecular cross-dehydrogenative coupling (CDC) of various 2-(N-arylamino)aldehydes was developed. The novel methodology requires no need of preactivation of the aldehyde group, is applicable to a large variety of functionalized substrates, and most of all provides a convenient approach to the construction of biologically important acridone derivatives.
METHOD FOR PREPARING CHEMICAL COMPOUNDS OF INTEREST BY NUCLEOPHILIC AROMATIC SUBSTITUTION OF AROMATIC CARBOXYLIC ACID DERIVATIVES SUPPORTING AT LEAST ONE ELECTRO-ATTRACTIVE GROUP
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Page/Page column 13, (2013/02/27)
Method for preparing carboxylic acid derivatives by aromatic nucleophilic substitution, in which a carboxylic acid derivative having a single carboxyl functional group, or one of the salts thereof, the carboxylic acid derivative having, in the ortho posit
Synthesis of N-aryl and N-alkyl anthranilic acids via SNAr reaction of unprotected 2-fluoro- and 2-methoxybenzoic acids by lithioamides
Belaud-Rotureau, Mickael,Le, Tin Thanh,Phan, Thi Huong Thu,Nguyen, Thi Huu,Aissaoui, Regadia,Gohier, Frederic,Derdour, Aicha,Nourry, Arnaud,Castanet, Anne-Sophie,Nguyen, Kim Phi Phung,Mortier, Jacques
supporting information; experimental part, p. 2406 - 2409 (2010/07/17)
Substitution of the fluoro or methoxy group in unprotected 2-fluoro- and 2-methoxybenzoic acids to afford N-aryl and N-alkyl anthranilic acids occurs upon reaction with lithioamides under mild conditions in the absence of a metal catalyst.
Utilization of lithium amide in the synthesis of N-arylanthranilic acids and N-arylanthranilamides
Davis, Edward M.,Nanninga, Thomas N.,Tjiong, Howie I.,Winkle, Derick D.
, p. 843 - 846 (2012/12/26)
A procedure for the preparation of N-arylanthranilic acids and N-arylanthranilamides was developed. Lithium amide promoted coupling of anilines with 2-fluorobenzoic acids or 2-fluorobenzamides lead to the desired compounds in good yield. Both primary and
Process for making n-aryl-anthranilic acids and their derivatives
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, (2008/06/13)
The present invention relates to a process for the preparation of N-arylanthranilic acids, and a process for the preparation of N-aryl anthranilic esters, amides, and hydroxamic esters.
