So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Teng, Qing-Hu; Sun, Gui-Xia; Luo, Shu-Ying; Wang, Kai; Liang, Fu-Pei researched the compound: 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid( cas:13599-22-9 ).Application of 13599-22-9.They published the article 《Design, syntheses and antitumor activities evaluation of 1,5-diaryl substituted pyrazole secnidazole ester derivatives》 about this compound( cas:13599-22-9 ) in Journal of Heterocyclic Chemistry. Keywords: diaryl pyrazole secnidazole ester preparation antitumor activity apoptosis cytotoxicity. We’ll tell you more about this compound (cas:13599-22-9).
According to the drug hybridization principle, a series of novel 1,5-diaryl substituted pyrazole secnidazole ester derivatives I (R1 = 4-I, 3-Me, 4-Cl, etc.; R2 = H, Me, Cl) have been synthesized by the combinations of various 1,5-diarylpyrazole-3-carboxylic acids II with secnidazole. The in vitro antitumor/cytotoxicities activities against tumor and normal cell lines, including NCI-H460 (lung tumor cell), MCG-803 (gastric tumor cell), Skov-3 (ovarian tumor cell), BEL-7404 (liver tumor cell) and HL-7702 (normal liver cell), have been evaluated using MTT assay. All compounds I showed promising inhibitory activities against four tumor cell lines. The IC50 of I (R1 = 4-I; R2 = H) against the BEL-7404 cell was 2.03μM, and those of I (R1 = 3-Me; R2 = H) against the NCI-H460, MCG-803 and Skov-3 were 1.34, 0.14, and 0.87μM, resp. All these values were much lower than those of the cisplatin. Furthermore, I (R1 = 3-Me, R2 = H; R1 = 4-I, R2 = H) were also verified to be considerably safe for normal human liver cell, since the lower IC50 values than cisplatin. Based on these results, the cell cycle anal., apoptosis ratio detection and mitochondrial membrane potential assay of I (R1 = 3-Me, R2 = H; R1 = 4-I, R2 = H) were further performed aiming to investigate their inhibition mechanism of BEL-7404 cells. It is revealed that they have effectively inhibited the cell growth by arresting the BEL-7404 cells at S phase and induced apoptosis through the mitochondria-mediated pathway.
This compound(1,5-Diphenyl-1H-pyrazole-3-carboxylic acid)Application of 13599-22-9 was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.
Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem