80056-93-5Relevant academic research and scientific papers
Green and Efficient Synthesis of 4-Heteryl-Quinolines and Their Antibacterial Evaluations
Bhupathi, Raja S.,Bandi, Madhu,Ch, Venkata Ramana Reddy,Rama Devi,Dubey
, p. 1236 - 1241 (2017/03/27)
A green and efficient synthesis of 4-heteryl-quinolines (9a, 9b, 9c, 9d), (10a, 10b, 10c, 10d) and (11a, 11b, 11c, 11d) has been described using PEG-600 as a green solvent. Initially, 4-chloro-2-methylquinolines (5a, 5b, 5c, 5d) on reaction with aromatic heterocyclic thiols (6), (7), and (8) using PEG-600 at 100°C for 30–40 min resulted in (9), (10), and (11) in good yields. Alternatively, (9), (10), and (11) could also be prepared in dimethylformamide using K2CO3 as base and tetrabutylammonium bromide as phase transfer catalyst at 100°C for 1–2 h. All the compounds were synthesized and characterized by IR, NMR, mass spectroscopy, and 13C NMR analysis. All synthesized compounds were screened for their antibacterial activity against clinical strains that include Gram-positive (Bacillus subtilis MTCC 121, staphylococcus aureus MLS-16 MTCC 2940, Micrococcus lutes MTCC 2470, and Staphylococcus aureus MTCC 96) and Gram-negative bacteria (Candida albicans MTCC 3017, Klebsiella planticola MTCC 530, Escherichia coli MTCC 739, and Pseudomonas aeruginosa MTCC 2453). The results revealed that compounds (9a, 9d, 10a, 10c, 11b, and 11d) exhibited significant antibacterial activity almost equal to the standard drug, that is, Ciprofloxacin.
Synthesis and antibacterial activities of some quinoline substituted quinoxaline derivatives
Anukumari,Anand Rao,Dubey
, p. 3129 - 3130 (2016/08/24)
p-Anisidine (1) on treatment with ethyl acetoacetate gave 1-(ethyl-3-[(4-methoxyphenyl)imino]butanoate) (2), which on cyclization in hot Dowtherm oil gave 4-hydroxy-6-methoxy-2-methylquinoline (3). The latter, on chlorination with SO2Cl2/
Zn[aminoacid]2 hybrid materials applied as heterogeneous catalysts in the synthesis of β-enaminones
Winck, Cristiane R.,Darbem, Mariana P.,Gomes, Roberto S.,Rinaldi, Andrelson W.,Domingues, Nelson Luís C.
supporting information, p. 4123 - 4125 (2014/07/22)
Hybrid materials have seized attention from scientific community mainly as heterogenic catalysts in organic reactions on a large scale succeeding in some organic compounds with high yields. One of the most important classes of hybrid materials used for this purpose involves the complexation of Zn and aminoacids. Herein, we introduced Zn[Pro]2 and Zn[Gly]2 in the synthesis of several β-enaminones via solvent free protocol and using an ultrasound device.
A one pot microwave assisted synthesis of 3-acyl-2,4-dihydroxyquinoline followed by synthesis of 7-methyldibenzo[c,f][2,7]naphthyridin-6(5H)-ones via three routes
Pitchai,Uvarani,Gengan,Mohan
, p. 776 - 786 (2013/07/26)
An easy one pot microwave assisted synthesis of 3-acyl-2,4- dihydroxyquinoline from simple precursors followed by convenient synthesis of novel and potential HIV integrase inhibitors 7-methyldibenzo[c,f][2,7] naphthyridin-6(5H)-ones has been achieved through three different routes. Mild reaction conditions and good yields are obtained by applying microwave and photochemical techniques.
4-Substituted Thioquinolines and Thiazoloquinolines: Potent, Selective, and Tween-80 invitro Dependent Families of Antitubercular Agents with Moderate invivo Activity
Escribano, Jaime,Rivero-Hernandez, Cristina,Rivera, Hilda,Barros, David,Castro-Pichel, Julia,Perez-Herran, Esther,Mendoza-Losana, Alfonso,Angulo-Barturen, Inigo,Ferrer-Bazaga, Santiago,Jimenez-Navarro, Elena,Ballell, Lluis
experimental part, p. 2252 - 2263 (2012/04/23)
Two new families of closely related selective, non-cytotoxic, and potent antitubercular agents were discovered: thioquinolines and thiazoloquinolines. The compounds were found to possess potent antitubercular properties invitro, an activity that is dependent on experimental conditions of MIC determination (resazurin test and the presence or absence of Tween-80). To clarify the therapeutic potential of these compound families, a medicinal chemistry effort was undertaken to generate a lead-like structure that would enable murine efficacy studies and help elucidate the invivo implications of the invitro observations. Although the final compounds showed only limited levels of systemic exposure in mice, modest levels of efficacy invivo at nontoxic doses were observed. Two new families: In this work we identified two new classes of potent antitubercular agents. Synthesis and analysis of the pharmacological properties of several analogues led to the discovery of potent and selective derivatives invitro, with moderate invivo activity.
Design, synthesis and antimicrobial activities of some new quinoline derivatives carrying 1,2,3-triazole moiety
Thomas,Adhikari, Airody Vasudeva,Shetty, N. Suchetha
experimental part, p. 3803 - 3810 (2010/09/15)
A new series of [1-(6-methoxy-2-methylquinolin-4-yl)-1H-1,2,3-triazol-4-yl] methanamine derivatives were synthesized starting from 4-methoxyaniline through multi-step reactions. The title compounds 5a-y were prepared by treating the azide intermediate 4 with propargyl bromide and different alkyl/heterocyclic amines in a sequential three component synthesis. All the new compounds were characterized by spectral and elemental analyses. The newly synthesized final compounds were evaluated for their in vitro antibacterial and antifungal activities against pathogenic strains. The preliminary screening results indicated that most of the compounds demonstrated moderate to very good antibacterial and antifungal activities, comparable to the first-line drugs. Twenty five new derivatives of [1-(6-methoxy-2-methylquinolin-4-yl)-1H-1,2,3- triazol-4-yl] methanamine have been synthesized and the most effective compounds have MIC of 6.25 μg/mL, which are in comparable with present antibiotics.
Conjugated Schiff's Bases. Part 12. Kinetics and Mechanism of Condensation of Active Methylene Derivatives (CH-Acids) with Nitrosobenzene
Moskal, Janusz,Milart, Piotr
, p. 3201 - 3215 (2007/10/02)
Condensation of various CH-acids of the beta-diketone-type with nitrosobenzene was found to involve a complex sequence of reactions including some reversible processes.The rate-limiting step exhibits second order kinetics and general base catalysis dependence.Structural and solvation effects were considered in terms of the corresponding activation parameters.A detailed mechanism for this condensation is proposed.
