Electric Literature of 73963-42-5, As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 73963-42-5, Name is 5-(4-Chlorobutyl)-1-cyclohexyl-1H-tetrazole, SMILES is ClCCCCC1=NN=NN1C2CCCCC2, belongs to pyridazines compound. In a article, author is Wang Shuqin, introduce new discover of the category.
Synthesis and Bioactive Evaluation of Pyridazino-[6,1-b]quinazolinones Derivatives
Novel nitrogen-containing heterocyclic scaffold pyridazino[6,1-b]quinazolinones were designed by the combination of two privileged structure units. Then a scheme for the synthesis of pyridazino[6,1-b]quinazolinone derivatives in 4 steps starting from methyl 2-aminobenzoate was developed in which the intramolecular condensation of acylhydrazone with ester was a key step transformation. 14 pyridazino[6,1-b]quinazolinone derivatives were synthesized and their structures were characterized and comfirmed by H-1 NMR, C-13 NMR and HRMS. Their in vitro cytotoxic activities against a panel of human tumor cell lines (SK-OV-3, CNE-2, MGC-803, NCI-H460) and nomal liver cell LO2 were evaluated via methyl thiazolyl tetrazolium (MTT) assay. The result indicated that 2-(4-bromophenyl)-4-hydroxy-10H-pyridazino[6,1-b]quinazolin-10-one (4b) and 2-(3-chlorophenyl)-4-hydroxy-10H-pyridazino [6,1-b]quinazolin-10-one (4d) exhibted very potent cytotoxic activity. The IC50 value of 4b against CNE-2 and 4d against NCI-H460 cell line lowed to 0.85 and 2.31 mu mol/L, respectively, far potent than the positive control cisplatin and almost equivalent to the natrual anticancer medicine camptothecin. Ultraviolet spectrometry and fluorescence titration assay were carried out to evaluate the ability of the compound to interact with DNA. The result indicated that they were able to intercalate in to DNA. Compound 4d, which demonstrated potent antitumor activity while less cytotoxicity against the normal liver cell LO2, could arrest cell, cycle at G1 phase and significantly induce apoptosis on NCI-H460 cell in a dose-dependent manner, while 4b which exhibit potent cytotoxicity against LO2, could result in significant DNA double strand break when treated with the cell.
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Reference:
Pyridazine – Wikipedia,
,Pyridazine | C4H4N2 – PubChem