2012
DOI: 10.1016/j.ejmech.2012.07.029
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Design, synthesis, antimicrobial, anti-inflammatory and analgesic activity of novel isoxazolyl pyrimido[4,5-b]quinolines and isoxazolyl chromeno[2,3-d]pyrimidin-4-ones

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Cited by 99 publications
(29 citation statements)
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“…In addition to these functions, the active hydrogen on C-2 participates in a variety of condensation and substitution reactions. [13,14] The reactive N-substituted-2cyanoacetamide derivative 2 was allowed to react with both salicylaldehyde and 5-bromosalicylaldehyde in refluxing absolute ethanol containing piperidine as a base [12] to give the respective iminochromene compounds 3a and 3b, respectively. A plausible mechanism for the synthesis of chromene derivatives was illustrated to proceed via initial Knoevenagel condensation of the active methylene nitrile derivatives with carbonyl functions of salicylaldehyde and its derivatives to afford the arylidene intermediate followed by intramolecular 1,6dipolarcyclization via the addition of a phenolic OH function on the triple bond of the CN group to give iminochromene [15,16] .…”
Section: Resultsmentioning
confidence: 99%
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“…In addition to these functions, the active hydrogen on C-2 participates in a variety of condensation and substitution reactions. [13,14] The reactive N-substituted-2cyanoacetamide derivative 2 was allowed to react with both salicylaldehyde and 5-bromosalicylaldehyde in refluxing absolute ethanol containing piperidine as a base [12] to give the respective iminochromene compounds 3a and 3b, respectively. A plausible mechanism for the synthesis of chromene derivatives was illustrated to proceed via initial Knoevenagel condensation of the active methylene nitrile derivatives with carbonyl functions of salicylaldehyde and its derivatives to afford the arylidene intermediate followed by intramolecular 1,6dipolarcyclization via the addition of a phenolic OH function on the triple bond of the CN group to give iminochromene [15,16] .…”
Section: Resultsmentioning
confidence: 99%
“…-C 3,5 -H & pyridine-C 2 -C 6 H 5 -C 3,4,5 -H); 7.71-7.80 (m, 2H, pyrrole-C 5 -C 6 H 5 -C 2,6 -H); 7.96 (s, 1H, pyridine-C 3 -H); 8.00-8.10 (m, 2H, pyridine-C 2 -C 6 H 5 -C 2,6 -H) 13. C NMR (DMSO-d 6 , δppm): 112.00, 113.00 (2C, CN); 162.94 (C═O).…”
mentioning
confidence: 99%
“…Besides, isolation of biologically active substances from the plant or animal raw material, their subsequent purification and standardization is, as a rule, difficult and time-consuming. That is why it is quite natural that the search of new analgesics of the quinoline Internet resources reveals a lot of publications concerning the given topics [17][18][19][20][21][22][23]. Thus, promising substances are created based on various derivatives both quinoline (3) itself and its hydrogenized analogs (4).…”
Section: Introductionmentioning
confidence: 99%
“…Numerous bioactive natural products have been identified, and the presence of the chromene-based structure has been associated with the capacity to prevent disease [20]. These compounds have occupied an important place in drug research because of their various biological and pharmacological activities such as anti-microbial [21], anti-inflammatory and analgesic [22], anti-tuberculosis [23], antiviral [24], anti-proliferative [25], antibacterial and antifungal [26], anticancer [27], antioxidants [28], and antitumor [29] activities. Other properties such as laser dyes and fluorescence [30], pigments and cosmetics [31], are well known for decades.…”
Section: Introductionmentioning
confidence: 99%