2011
DOI: 10.5539/ijc.v3n1p74
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Synthesis and Antimicrobial Study of New 8-bromo-1,3-diaryl-2,3-dihydro-1H-naphtho[1,2e][1,3]oxazines

Abstract: A series of new 8-Bromo-1,3-bis(aryl)-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazines 2a-n have been synthesized, in which 6-bromonaphthol undergoes a ring closure reaction with substituted aryl and heteroarylaldehydes to give naphthoxazine derivatives. Some of these were hydrolyzed to obtain the aminobenzylnaphthols 3c and 3l which are further condensed with different aryl/heteroarylaldehydes to yield 4a-e. The structures were confirmed through elemental analysis, spectral studies and single crystal X-ray study. T… Show more

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Cited by 26 publications
(16 citation statements)
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“…Some fluorescent dyes such as Nile red and Nile blue possess the aromatic benzphenoxazine structural motif. 126 The 1,3-oxazines possess biological properties such as antifungal, 127,128 antibacterial, 129,130 antitumor, 131 antimalarial 132 and anti-HIV agents. 133 They are also used as monomers for polymer formation and photochromic agents.…”
Section: Synthesis Of Dihydroxazinesmentioning
confidence: 99%
“…Some fluorescent dyes such as Nile red and Nile blue possess the aromatic benzphenoxazine structural motif. 126 The 1,3-oxazines possess biological properties such as antifungal, 127,128 antibacterial, 129,130 antitumor, 131 antimalarial 132 and anti-HIV agents. 133 They are also used as monomers for polymer formation and photochromic agents.…”
Section: Synthesis Of Dihydroxazinesmentioning
confidence: 99%
“…Compounds 3g , 3i , and 3j were previously synthesized using standard Betti method , the obtained results raising some doubts. The difference in melting points between our and literature data reaches in certain cases about 70°C, and 1 Н NMR studies exhibit the presence of only one tautomer, which is impossible for this sort of compounds.…”
Section: Resultsmentioning
confidence: 99%
“…; mp: 100°C, ref. ; mp: 150–152°C); 1 H NMR (CDCl 3 ): δ (tautomer A ) 6.41 (s, CHN), 8.63 (s, CH═N), (tautomer B ) 5.63, 5.72 (2s, CHN), (tautomer C ) 5.86, 5.94 (2s, CHN), (tautomers A + B + C ) 7.26–7.96 (m, CH arom ); IR (KBr): ν 1590, 1618 (С═С arom ), 3320 (NH). Anal .…”
Section: Methodsmentioning
confidence: 99%
“…They possess various biological activities such as antimicrobial [3], hypolipidacmic [4], antidiabetic [5], anti-inflammatory [6], antimycobacterial [7], antithrombotic [8], antagonism to progesterone receptor [9], antitumor [10], antiviral [11], leucocyte clastase [12] and scrotonin reuptakes [13]. The ground state equilibration of organic compounds was established using spectroscopic data [14].…”
Section: Intrductionmentioning
confidence: 99%