Synthesis and biological evaluation of 4-chlorocolchicine derivatives as potent anticancer agents with broad effective dosage ranges was written by Nishiyama, Hiroyuki;Ono, Masahiro;Sugimoto, Takuya;Sasai, Toshio;Asakawa, Naoyuki;Yaegashi, Takashi;Nagaoka, Masato;Matsuzaki, Takeshi;Kogure, Noriyuki;Kitajima, Mariko;Takayama, Hiromitsu. And the article was included in MedChemComm in 2012.Synthetic Route of C8H4ClNO This article mentions the following:
4-Chlorocolchicine derivatives were synthesized with a view of developing new anticancer agents. The derivatives were examined for their potent activity and effective dosage range in mice, as well as favorable metabolic stability. As a result, several compounds bearing an 伪-hydroxyalkanoyl group on the C-7 amino function, were revealed to exhibit potent activities with broad effective dosage ranges. The title compounds thus formed included a colchicine amide derivative (I) and related substances. The title compounds were evaluated against N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]acetamide (colchicine). The synthesis of the target compounds was achieved using (7S)-7-amino-4-chloro-6,7-dihydro-1,2,3,10-tetramethoxybenzo[a]heptalen-9(5H)-one (4-chlorodeacetylcolchicine) as a starting material. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Synthetic Route of C8H4ClNO).
3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Synthetic Route of C8H4ClNO
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics