94088-74-1Relevant academic research and scientific papers
Design, synthesis, and antitubercular activity of 3-amidophenols with 5-heteroatomic substitutions
Zhang, Niu-niu,Tang, Yun-xiang,Qian, Lu,Gao, Ya-min,Liu, Zhi-yong,Zou, Zhi-liang,Zhang, Tian-yu,Yan, Ming
, (2019)
A series of novel 3-amidophenols with 5-heteroatomic substitutions were designed and synthesized. Several compounds showed potent antitubercular activity against Mycobacterium tuberculosis H37Ra (MIC = 0.25–5 μg/mL). Compounds 12j and 14i also displayed good inhibitory activity against M. tuberculosis H37Rv and two clinically isolated multidrug-resistant M. tuberculosis strains (MIC = 0.39–3.12 μg/mL). The privileged compound 14i showed certain oral efficacy on a mouse infection model. The compounds are non-cytotoxic against L-O2 hepatocytes and RAW264.7 macrophagocytes. They did not exert inhibitory activity against representative Gram-positive and Gram-negative bacteria.
Synthesis of dimethoxy activated benzimidazoles and bisbenzimidazoles
Alamgir, Mahiuddin,Black, David St C.,Bowyer, Paul K.,Condie, Glenn C.,Kumar, Naresh,Martinovic, Vesna,Sholihin, Hayat,Wood, Joanne
, p. 1189 - 1217 (2020/09/18)
A range of 2-substituted-4,6-dimethoxy activated benzimidazoles and 2,2'-bisbenzimidazoles have been synthesized from 2-aminoanilide derivatives under acidic conditions. The starting materials were prepared either by acylation from 3,5-dimethoxyaniline followed by nitration, or by acylation from 3,5-dimethoxy-2-nitroaniline. The 2-nitroanilides were then reduced by palladium catalyzed reaction with hydrazine and subsequent acid catalyzed cyclization giving the corresponding 4,6-dimethoxybenzimidazoles and 4,6-dimethoxy-2,2'-bisbenzimidazoles. In addition, 2-phenyl-4,5,6-trimethoxybenzimidazole has been synthesized using a similar procedure.
Triflic anhydride mediated synthesis of 3,4-dihydroquinazolines: A three-component one-pot tandem procedure
Magyar, Christina L.,Wall, Tyler J.,Davies, Steven B.,Campbell, Molly V.,Barna, Haven A.,Smith, Sydney R.,Savich, Christopher J.,Mosey, R. Adam
supporting information, p. 7995 - 8000 (2019/09/06)
A one-pot three-component tandem reaction involving a key Pictet-Spengler-like annulation step has been developed, providing an efficient method for the synthesis of 3,4-dihydroquinazolines in moderate to good yields from amides, aldehydes, and amines. The multicomponent triflic anhydride mediated reaction tolerates the installation of numerous functional groups, affording extensive diversity about the heterocyclic scaffold.
Cross-Dehydrogenating Coupling of Aldehydes with Amines/R-OTBS Ethers by Visible-Light Photoredox Catalysis: Synthesis of Amides, Esters, and Ureas
Pandey, Ganesh,Koley, Suvajit,Talukdar, Ranadeep,Sahani, Pramod Kumar
supporting information, p. 5861 - 5865 (2018/09/21)
A straightforward synthesis of amides, ureas, and esters is reported by visible-light cross-dehydrogenating coupling (CDC) of aldehydes (or amine carbaldehydes) and amines/R-OTBS ethers by photoredox catalysis. The reaction is found to be general and high yielding. A plausible mechanistic pathway has been proposed for these transformations and is supported by appropriate controlled experiments.
Synthesis and antitumor activity of novel 4-aminoquinoline derivatives
Ren, Jie,Zhao, Juan,Zhou, Yong-Sheng,Liu, Xian-Hua,Chen, Xin,Hu, Kun
, p. 2855 - 2861 (2013/07/26)
A series of novel 4-aminoquinoline derivatives were synthesized as antitumor agents by reacting 4-chloroquinoline with the corresponding mono/dialkyl amines. The cytotoxicity of these compounds was evaluated in vitro against HCT-116, A549, DU-145, HepG2, and LN229 cell lines. The results showed that most of the synthesized compounds displayed excellent cytotoxicity, and 5,7-dimethoxy-2-phenyl-N-propylquinoline-4-amine (6a) displayed the most potent cytotoxicity against HCT-116 cells. Furthermore, 6a could decrease VEGF protein expression.
Copper catalyzed N-arylation between aryl halides and nitriles in water: An efficient tandem synthesis of benzanilides
Wang, Jichao,Yin, Xinchi,Wu, Jun,Wu, Datong,Pan, Yuanjiang
, p. 10463 - 10469 (2013/11/19)
A series of benzanilide compounds were synthesized through copper-catalyzed tandem reactions. With the assistance of ionic liquid as phase transfer catalyst, aryl halides, and nitriles underwent a hydrolysis/coupling pathway to form benzanilides in water. Advantages of this reaction include the use of water as the environmental friendly solvent, short reaction time, and the tolerance of various functional groups. A proposed mechanism based on control experiments is also presented.
Aminolysis of allyl esters with bislithium aryl amides
Faler, Catherine A.,Joullié, Madeleine M.
, p. 7229 - 7231 (2007/10/03)
The aminolysis of allyl esters with bislithium amides is reported. Tertiary aryl amides were synthesized in a one-pot reaction with bislithium amides and a suitable electrophile in good yields. The scope of this reaction was demonstrated with a variety of anilines and aminopyridines and applied to the synthesis of triphenylmethylacetamides.
Deacetylation of activated acetophenones with tin(IV) chloride
Hadjeri, Mohamed,Mariotte, Anne-Marie,Boumendjel, Ahcene
, p. 463 - 464 (2007/10/03)
Activated acetophenones were deacetylated by treatment with an excess of tin(IV) chloride in 1,2-dichloroethane.
Alkylation of 2-phenyl-4-quinolones: Synthetic and structural studies
Hadjeri,Mariotte,Boumendjel
, p. 1352 - 1355 (2007/10/03)
The alkylation Of 2-phenyl-4-quinolones was investigated and showed that the N-alkylation versus O-alkylation is highly dependent on whether C-5 is hydroxylated or not. N-Alkylation is favoured by the presence of a 5-hydroxyl group. The synthetic and the NMR structural studies are reported.
A convenient method for the synthesis of 3,5,7-trimethoxy-2-phenyl-4-quinolones
Beney,Hadjeri,Mariotte,Boumendjel
, p. 7037 - 7039 (2007/10/03)
The synthesis of 2-aryl-3,5,7-trimethoxy-4-quinolones was accomplished in three steps starting from 3,5-dimethoxyaniline and an aroyl chloride. These structures might be used as potential flavonol analogs. (C) 2000 Elsevier Science Ltd.
