The Renewal of Interest in Nitroaromatic Drugs
Venkatesan Jayaprakash, Daniele Castagnolo, Yusuf Özkay in Medicinal Chemistry of Neglected and Tropical Diseases, 2019
Other 3-nitro-1,2,4-triazole-based compounds were also studied in piperazine (47) and benzothiazole (48) series (Figure 11). Some of them (47–48) showed very potent in vitro activity against T. cruzi amastigotes compared to benznidazole (9) but failed in vivo to totally cure infected mice (Papadopoulou et al. 2013b, 2015c).
Design, synthesis, and anticonvulsant effects evaluation of nonimidazole histamine H3 receptor antagonists/inverse agonists containing triazole moiety
Published in Journal of Enzyme Inhibition and Medicinal Chemistry, 2020
Mingxia Song, Rui Yan, Yanhui Zhang, Dongfu Guo, Naiming Zhou, XianQing Deng
Compounds 3k, 3l, 3m, and 3n were substituted on 3-position of 1,2,4-triazole ring with methyl, phenyl, para-chlorophenyl, and biphenyl, respectively. Encouragingly, the introduction of methyl, phenyl, and para-chlorophenyl groups significantly increased the H3R antagonistic activities, giving the two prominent compounds 3l and 3m with nanomolar IC50 values. While the biphenyl substituted compound 3n showed weaker activity when compared to 3h. Replacing the three-carbon link in the compound 3h with two-carbon, four-carbon and five-carbon links, gave the compounds 3o, 3p, and 3q, respectively. It could be seen that the length of the link had a direct impact on H3 receptor antagonistic activities of the 3-(4-(4H-1,2,4-triazol-4-yl)phenoxy)-propylamine derivatives. The activity order of the link length of carbon was 3 > 2 > 4 ≫ 5.
DFT based QSAR study on quinolone-triazole derivatives as antibacterial agents
Published in Journal of Receptors and Signal Transduction, 2022
Niloofar Ghasedi, Shahin Ahmadi, Sepideh Ketabi, Ali Almasirad
Triazoles, including 1,2,3-triazole and 1,2,4-triazole, are one of the most important classes of nitrogen-containing heterocycles. Triazole derivatives exhibit a variety of biological activities, including anti-tumor, antibacterial, anti-malarial, anti-fungal, anti-HIV, and anti-tuberculous properties [4,5]. The triazole moiety can affect the molecule's lipophilicity, polarity, and hydrogen bonding capacity, improving the compounds' pharmacological, pharmacokinetic, toxicological, and physicochemical properties. Therefore, these derivatives play a significant role in developing new drugs [6,7]. Quinolone-triazole derivatives are a new class of hybrid molecules studied in recent years, and already synthesized samples have shown good antibacterial activity, mostly higher than the reference antibiotics [8–11].
Design, synthesis and biological evaluation of novel 1H-1,2,4-triazole, benzothiazole and indazole-based derivatives as potent FGFR1 inhibitors viafragment-based virtual screening
Published in Journal of Enzyme Inhibition and Medicinal Chemistry, 2020
Jian Liu, Yu Wen, Lina Gao, Liang Gao, Fengjun He, Jingxian Zhou, Junwei Wang, Rupeng Dai, Xiaojing Chen, Di Kang, Lihong Hu
The synthesis of the other 1H-1,2,4-triazole derivatives was shown in Scheme 3. The starting material substituted-benzaldehyde (13) was condensed with propanedioic acid in the presence of pyridine and piperidine at 105 °C via Aldol condensation, which the intermediate 14 was obtained. After hydrogenation of 14 released the corresponding aliphatic acid 15, which was connected with the amino guanidine hydrochloride giving triazole scaffold 16 in 49.1% yield. Then nitrogen atom at the 1-position of the 1H-1,2,4-triazole heterocycle 16 was protected by BOC group. The target compounds 18a-c were prepared in similar way by following condensation and Suzuki-coupling procedures.
Related Knowledge Centers
- Antifungal
- Chemical Compound
- Hydrogen Peroxide
- Nitric Acid
- Triazole
- Fluconazole
- Itraconazole
- Chemical Formula
- Amphoterism
- Thiosemicarbazide