Antitumor agents. VI. Synthesis and antitumor activity of ring A-, ring B-, and ring C-modified derivatives of camptothecin was written by Sugimori, Masamichi;Ejima, Akio;Ohsuki, Satoru;Matsumoto, Kensuke;Kawato, Yasuyoshi;Yasuoka, Megumi;Tagawa, Hiroaki;Terasawa, Hirofumi. And the article was included in Heterocycles in 1994.Quality Control of Ethyl 5-cyano-4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylate The following contents are mentioned in the article:
Eleven ring A-, ring B-, and ring C-modified analogs of the antitumor alkaloid camptothecin (I) were prepared and evaluated for cytotoxicity and antitumor activity against P388 mouse leukemia. Among the six ring A-modified analogs, hexacyclic compound II retained the same order of activity as I. Most of the ring B- and ring C-modified analogs displayed greatly reduced activity, whereas compound III, which has an alkylidene group at position 5, was found to be as active as I. These results confirmed the necessity of the intact rings A, B, and C of I for antitumor activity. Further, the higher activity of II and III suggest that the “northern” part of the camptothecin mol. may be a suitable site for functionalization to obtain more potent analogs of I. This study involved multiple reactions and reactants, such as Ethyl 5-cyano-4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylate (cas: 58610-61-0Quality Control of Ethyl 5-cyano-4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylate).
Ethyl 5-cyano-4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylate (cas: 58610-61-0) belongs to pyridine derivatives. Pyridine has a conjugated system of six 蟺 electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H眉ckel criteria for aromatic systems. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Quality Control of Ethyl 5-cyano-4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylate