1722-19-6Relevant articles and documents
Synthesis of 2-[2-(4-substituted-1,3,5-triazin-2-loxy)phenyl]-3,3-dimethoxypropanoate
Luo, Juan,Yang, Xiu,Wang, Yu-Liang,Wang, Yu-Zhong
, p. 2836 - 2840 (2015)
In this article, the synthesis of a series of novel compounds, methyl 2-[2-(4-substituted-1,3,5-triazin-2-yloxy)phenyl]-3,3-dimethoxypropanoate is reported. 4,6-Dichloro-N,N-diethyl-1,3,5-triazin-2-amine reacted with methyl 2-(2-hydroxyphenyl)-3,3-dimethoxypropanoate to give methyl 2-[2-{4-chloro-6-(diethylamino)-1,3,5-triazin-2-yloxy}phenyl]-3,3-dimethoxypropanoate, which then reacted with phenols or thiophenols to give nine novel targets compounds. The structures of target compounds had been characterized by IR, 1H NMR and HRMS.
Synthesis of Amidation Agents and Their Reactivity in Condensation Reactions
Sole, Roberto,Agostinis, Lodovico,Conca, Silvia,Gatto, Vanessa,Bardella, Noemi,Morandini, Andrea,Buranello, Chiara,Beghetto, Valentina
, p. 1672 - 1682 (2021)
Nowadays, the development of new approaches which smartly bypass the use of harsh reaction conditions and hazardous chemicals covers a pivotal role. In this research paper the synthesis, characterization, and application of novel libraries of triazine bis-quaternary ammonium salts, employed as coupling agents to produce amides is reported. Full characterization of the novel compounds by 1H and 13C NMR, FT-IR spectroscopy, ESI-HRMS, and elemental analysis is provided. Furthermore, a comparison in terms of activity of the preformed triazine compounds versus in situ formulations has been evaluated for the formation of amides in the presence of phenylethylamine and different aliphatic or aromatic acids. A possible correlation between the chemical structure of the triazine and their reactivity for the formation of the triazine bis-quaternary ammonium salts is also reported. Moreover, best performing condensation agents have been further tested for the cross-linking of collagen powder as possible wet white tanning systems, for sustainable and environmentally friendly leather tanning.
Microwave irradiation assists the synthesis of a novel series of bis-arm s-triazine oxy-schiff base and oxybenzylidene barbiturate derivatives
Dahlous, Kholood A.,Almarhoon, Zainab,Badjah-Hadj-Ahmed, Ahmed-Yacine,AL Othman, Zeid A.,El-Faham, Ayman
, (2018)
A novel series of s-triazines incorporating 4-hydroxybenzaldehyde and 4-hydroxy-3-methoxybenzaldehyde was prepared and fully characterized. The reaction was carried out via stepwise nucleophilic aromatic substitution of chlorine atoms in cyanuric chloride. The first chlorine was substituted by different amines (morpholine, piperidine, or diethylamine) to afford 2,4-dichloro-6-substituted-1,3,5-triazine. The second and third chlorines were substituted by benzaldehyde derivatives in the presence of Na2CO3 as a HCl scavenger to afford the target products: s-triazine oxyaldehyde derivatives (dipodal). The dipodal derivatives were reacted with acid hydrazide, hydralazine, barbituric, or thiobarbituric acid derivatives using conventional heating or microwave irradiation to afford the di-arm s-triazine oxy-Schiff base and oxybenzylidene barbiturate derivatives in good yields. Microwave irradiation done in less solvent afforded the target product in less reaction time with good yield and purity. These types of derivatives might have special interest in coordination and medicinal chemistry.
Synthesis and structure-activity relationship study of triazine-based inhibitors of the DNA binding of NF-κB
Fujii, Shinya,Kobayashi, Takanobu,Nakatsu, Aki,Miyazawa, Hiroshi,Kagechika, Hiroyuki
, p. 700 - 708 (2014/08/05)
Nuclear transcription factor nuclear factor-kappa B (NF-κB) has diverse pathophysiological functions, and NF-κ B inhibitors are considered to be candidates for multiple therapeutic applications. We previously reported a novel triazine-based NF-κB inhibitor, 2-anilino-4,6-dichloro-1,3,5- triazine (NI241), that directly inhibits DNA binding of NF-κB. Here, we report synthesis of a series of triazine derivatives and evaluation of their structure-activity relationships for NF-κB inhibition. We found that 2-amino-4,6-dichloro-1,3,5-triazine substructure is essential for the inhibitory activity of the lead compound NI241, and modification of NI241 by introduction of an m-methoxy substituent on the phenyl ring afforded the more potent derivative 28. The structure-activity relationships identified in this study suggested a possible mechanism of irreversible NF-κB inhibition by NI241, and should be helpful in the design of other NF-κB inhibitors.
