59838-65-2Relevant academic research and scientific papers
An unorthodox metal-free synthesis of dihydro-6: H-quinoline-5-ones in ethanol/water using a non-nucleophilic base and their cytotoxic studies on human cancer cell line
Bhattacharyya, Bhaswati,Dhara, Kaliprasanna,Kundu, Arijit,Kundu, Rita,Majumder, Indira,Paul, Subhabrata
, p. 4898 - 4906 (2020/04/03)
A DBU-catalysed metal-free domino reaction strategy has been developed for the facile synthesis of dihydro-6H-quinoline-5-ones. This protocol employs a very expedient route to the synthesis of pyridine frameworks using β-chloro-α,β-unsaturated aldehydes, 1,3-diketones, and ammonium acetate in ethanol : water (1 : 1) solvent under eco-friendly conditions. Diverse types of acyclic and cyclic β-chloro-α,β-unsaturated aldehydes were used to obtain a variety of dihydro-6H-quinoline-5-ones. The mechanism of the domino reaction was established by isolating the intermediate compound, which was subjected to the next step of the reaction to obtain the target product. The structure of the intermediate was established from spectral and single crystal XRD studies. Most of the synthesized dihydro-6H-quinoline-5-one derivatives were found to be cytotoxic to the HeLa cell lines, showing profound cytotoxicity in MTT assays. The DNA fragmentation assay showed no fragmented DNA in the treated sets, which indicated that the compounds did not induce apoptosis of the HeLa cells. In most of the cases, autophagic cell death was evident from fluorescence microscopy studies, though necrosis was also observed in some cases.
Synthesis, in vitro, and in vivo (Zebra fish) antitubercular activity of 7,8-dihydroquinolin-5(6H)-ylidenehydrazinecarbothioamides
Kantevari, Srinivas,Krishna, Vagolu Siva,Marvadi, Sandeep kumar,Sridhar, Balasubramanian,Srilakshmi Reshma, Rudraraju,Sriram, Dharmarajan,Surineni, Goverdhan
, (2020/02/04)
We, herein, describe the synthesis of a series of novel aryl tethered 7,8-dihydroquinolin-5(6H)-ylidenehydrazinecarbothioamides 4a–v, which showed in vitro and in vivo antimycobacterial activity against Mycobacterium tuberculosis (Mtb) H37Rv. The intermed
Pd-catalyzed site selective C-H acetoxylation of aryl/heteroaryl/thiophenyl tethered dihydroquinolinones
Patpi, Santhosh Reddy,Sridhar, Balasubramanian,Tadikamalla, Prabhakar Rao,Kantevari, Srinivas
, p. 10251 - 10261 (2013/09/02)
Described herein is an efficient protocol for the site selective oxidative C-H activation/acetoxylation of a series of 2-aryl/heteroaryl/thiophenyl tethered dihydroquinolinones using palladium acetate as the catalyst and iodobenzene diacetate as an oxidan
Vinyliminophosphorane-mediated preparation of 2-arylquinoline and 4-aryl-1-azaanthraquinone derivatives. X-Ray crystal structure of 1,2-dihydro-3H-indazolo[2,3-a]quinolin-4-one
Molina,Molina, Pedro,Pastor,Pastor, Aurelia,Vilaplana,Vilaplana, Maria Jesus,Foces-Foces,Foces-Foces, Concepcion
, p. 1265 - 1276 (2007/10/02)
The reaction of the iminophosphorane derived from 3-azidocyclohexan-2-enone with substituted cinnamyl aldehydes affords 2-aryl-tetrahydroquinoline derivatives, which are easily converted into 2-arylquinolones. By contrast, iminophosphorane derived from 2-azidocyclohex-2-enone reacts only with α,β-unsaturated aldehydes without substituent at β-position to give 5,6-dihydro-8(7H)quinolinones. The iminophosphorane derived from 2-azido-1,4-naphthoquinone reacts with substituted cinnamyl aldehydes providing directly 4-aryl-1-azaanthraquinones. The crystal and molecular structure of 1,2-dihydro-3H-indazolo[2,3-a]quinolin-4-ono has been solved by X-Ray analysis.
Novel 5,6,7,8-tetrahydro-5-quinolines and their use as anti-inflammatory agents
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, (2008/06/13)
Pyridine derivatives of the formula STR1 wherein R1 is an alkyl, aliphatic, a cycloalkyl, or a substituted or unsubstituted hydrocarbon aryl and the substituent is halogen, alkoxy or methylenedioxy; R2 is H or Cl; X is CN, 5-tetrazolyl, or COOH or a carboxylic acid derivative; Y is H, OH, OCOR7, NH2, NHCOR8, R9, COOH or COOR10 and R7, R8, R9 and R10 are alkyl groups of 1-10 carbon atoms; A is methylene or a carbon-to-carbon bond; and R3 and R4 are each H or alkyl groups of 1-4 carbon atoms, are useful as anti-inflammatory agents.
