Pyridazine as a privileged structure: An updated review on anticancer activity of pyridazine containing bioactive molecules

He, Zhang-Xu; Gong, Yunpeng; Zhang, Xin; Ma, Liying; Zhao, Wen

doi:10.1016/j.ejmech.2020.112946

Cited by 63 publications

(33 citation statements)

References 131 publications

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“…Pyridazines, like pyrazoles, are widely used in medicine chemistry and agrochemistry, since pyridazine derivatives exhibit a variety of biological and physicochemical properties. 224,225 However, pyridazine is a particularly rare functional group in natural compounds. Pyridazomycin 285 was isolated from extracts of the strain Streptomyces violaceoniger sp.…”

Section: Pyridazinesmentioning

confidence: 99%

Synthetic and biosynthetic routes to nitrogen–nitrogen bonds

Niikura

et al. 2022

Chem. Soc. Rev.

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Section: Pyridazinesmentioning

confidence: 99%

Synthetic and biosynthetic routes to nitrogen–nitrogen bonds

Niikura

et al. 2022

Chem. Soc. Rev.

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“…[21] Alternatively, hydrogenolysis in presence of (Boc) 2 O followed by treatment with hydrogen chloride allowed isolation of the corresponding hydrazines as its hydrochloride salts. Considering the growing interest in 1,2-diazaheterocycles as therapeutic agents, [23] the above deprotection protocol was applied to adducts 3bI and 3eI followed by in situ with maleic anhydride, affording 1,2-dihydropyridazine-3,6-diones 4 a and 4 b in good overall yields (80-84%, 3 steps) without any observable racemization. Additionally, the introduction of amino acids by CÀ N couplings employing 3bG and different reagents was investigated.…”

Section: Resultsmentioning

confidence: 99%

Pd(II)‐Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic N‐Carbamoyl Hydrazones

et al. 2022

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Catalysts generated by combinations of Pd(TFA) 2 and pyridine-hydrazone ligands have been applied to 1,2 addition of arylboronic acids to aliphatic N-carbamoyl (Cbz) hydrazones, affording protected αaryl monoalkylhydrazines with high enantioselectivities (37-99% ee). Subsequent removal of the benzyloxy carbonyl protecting group provides a direct entry to free monosubstituted hydrazines, key building blocks for the synthesis of appealing 1,2-diaza-heterocycles, aminoacid derived hydrazides and other pharmacophores thereof.

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“…Furan carboxamides were chosen in this work since they are novel and provide reasonable antioxidant activity as their counterpart analog as indole carboxamide (14). In addition, furan and other privileged structure such as pyridazine, pyridazine as a privileged structure (15), quinoline (16), pyran (17), and other heterocyclic structures have been investigated as the scaffold and a core for potential anticancer agents. Therefore, it is important to keep searching for a potent anticancer agent with remarkable selectivity and lower toxicity.…”

Section: Discussionmentioning

confidence: 99%

Synthesis and Biological Evaluation of Furyl-Carboxamide Derivatives as Potential Anticancer Agents

AL-SAMMARRA'E

Al-Najdawi

Saleh

et al. 2022

Journal of the Turkish Chemical Society Section A: Chemistry

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Topoisomerase II (Top-II) is an essential therapeutic target in cancer treatment owing to its overexpression in a wide variety of cancerous cells, including colorectal and breast cancer. Significant efforts have been made to discover and develop competitive inhibitors of the Top-II enzyme as potential anticancer agents. Herein, molecular modeling was employed to identify a new series of furyl-2-carboxamide derivatives as potential anticancer agents. Compounds 3, 5, and 7 were synthesized and characterized with the aid of several spectroscopic techniques, such as FT-IR, NMR, and mass spectroscopy, as well as elemental analysis. The anticancer activity properties of compounds 3, 5, and 7 were evaluated in vitro using an MTT assay in a human colorectal HCT-116 cell line with different concentration dilutions. The results indicate that the anthraquinone compound 3 is 1.3-1.6 times more potent against human colon cancer HCT-116 cells than the pyridine and benzophenone compounds 7 and 5, respectively, which reveals the importance of the anthraquinone moiety in exerting the inhibitory activity of the compound. Our findings recommend that further optimization of this series would benefit colon cancer treatment.

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Pyridazine as a privileged structure: An updated review on anticancer activity of pyridazine containing bioactive molecules

Cited by 63 publications

References 131 publications

Synthetic and biosynthetic routes to nitrogen–nitrogen bonds

Synthetic and biosynthetic routes to nitrogen–nitrogen bonds

Pd(II)‐Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic N‐Carbamoyl Hydrazones

Synthesis and Biological Evaluation of Furyl-Carboxamide Derivatives as Potential Anticancer Agents

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