Condensed 1,2,4-Triazines: I. Fused to Heterocycles with Three-, Four-, and Five-Membered Rings

Ashry, El Sayed H. El; Rashed, N.; Taha, Mohamed Hamed N.; Ramadan, El Sayed

doi:10.1016/s0065-2725(08)60007-0

Cited by 53 publications

(29 citation statements)

References 245 publications

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“…A number of 1,2,4-triazinone derivatives possess significant biological activities, such as antimicrobial, fungicide, pesticide, herbicide and crop protection agents, as well as blood platelet aggregation-inhibition (Neunhoeffer et al, 1978;El Ashry et al, 1994;Abdel-Rahman, 2001), while some others exhibit anti-HIV and antitumoral activity against leukemia, ovarian cancer, small and large lung cancer cells, and breast cancer (Abdel-Rahman et al, 1999;El-Gendy et al, 2001;Krauth et al, 2010). Among the different 1, 2, 4-triazinones described in the literature, only a few are 4,5-dihydro-1,2,4-triazin-6-ones 1-4 ( Fig.1) (El-Abadelah et al,1991;Dalloul et al, 2008;Collins et al, 1996;El-Abadelah et al, 1997).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Fluorogenic Properties of Some 1-(Coumarin-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones

Mustafa¹,

El‐Abadelah²,

Mubarak³

et al. 2011

IJC

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Herein, we have synthesized and tested a selected set of N1-(coumarin-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones (8) incorporating masked α-amino acids within the triazinone skeleton as synthetic fluorogenic substrates for amino peptidases using human nasal epithelium that expressed aminopeptidases. These chiral triazinones, obtained via direct interaction of α-amino esters with N1-(coumarin-7-yl) nitrile imine (generated in situ from its hydrazonoyl chloride by the action of triethylamine), bear close resemblance to 7-amino-4-methylcoumarin (AMC) with labeled α-amino acids (AA-AMC's/7). The aminopeptidase activity of the synthesized compounds (0.125 and 0.5 mM) was compared with that of a model compound L-alanine-4-methylcoumaryl-7-amide (Ala-MCA), following in-house validation of the aminopeptidase activities of the human nasal primary culture. In comparison to the model aminopeptidase substrate (Ala-MCA), the synthesized compounds yielded fluorescent 7-amino-4-methylcoumarin following incubation with nasal epithelial cells. However, the yield was significantly lower than was observed for the control compound.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Fluorogenic Properties of Some 1-(Coumarin-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones

Mustafa¹,

El‐Abadelah²,

Mubarak³

et al. 2011

IJC

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“…Various 1,2,4-triazine derivatives found application as pharmaceuticals, herbicides, pesticides and dyes [1][2][3][4][5]. Moreover, in recent years, 1,2,4-triazine compounds have been reported to possess biological activities as anti-AIDS [6], anticancer [7], anti-inflammatory [8], antihypertensive activities [9] and antimicrobial activities [10][11].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antimicrobial evaluation of some new polyheterocyclic systems containing 1,2,4-triazine moiety

Abdel-Monem

2010

Eur. J. Chem.

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KEYWORDS7-(4-Chloro/3-nitrophenyl)-8- [5,6-diphenyl-4-(1,3-thiazol-2-yl-a]pyridine-6-carbonitrile (6a, b) was utilized as a key intermediate for the target polyheterocyclic systems. Reactions of 6a, b with halocarbonyl reagents followed by heterocyclization with bi-nitrogen nucleophiles gave some new nitrogen heterocycles (7-13). Structures of the new compounds were established by elemental analyses and spectral data. The synthesized compounds were screened for their antimicrobial activity.

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“…[2][3][4][5][6] Several reports revealed that 1,2,4-triazinone derivatives possess significant biological activities, such as antimicrobial, antibacterial, fungicide, pesticide, herbicide and crop protection, as well as blood platelet aggregation-inhibition. [7][8][9][10][11][12] Researchers have also reported that some substituted 1,2,4-triazin-6-ones possess antitumoral activity against leukemia, ovarian cancer, small and large lung cancer cells, and breast cancer. [13][14][15][16][17] Recently, 1,2,4-triazinones have received significant attention as ligands to transition metals.…”

Section: Introductionmentioning

confidence: 99%

Heterocyclic synthesis using nitrilimines: Part 10. Synthesis of 1-aryl-3-phenylaminocarbonyl-4,5-dihydro-1,4,5-triazin-6-ones

Dalloul¹,

Mohamed²,

Shorafa³

et al. 2008

Arkivoc

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Condensed 1,2,4-Triazines: I. Fused to Heterocycles with Three-, Four-, and Five-Membered Rings

Cited by 53 publications

References 245 publications

Synthesis and Fluorogenic Properties of Some 1-(Coumarin-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones

Synthesis and Fluorogenic Properties of Some 1-(Coumarin-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones

Synthesis and antimicrobial evaluation of some new polyheterocyclic systems containing 1,2,4-triazine moiety

Heterocyclic synthesis using nitrilimines: Part 10. Synthesis of 1-aryl-3-phenylaminocarbonyl-4,5-dihydro-1,4,5-triazin-6-ones

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