[Synthesis and radiosensitizing activity of benzimidazoles].
In search for effective radiosensitizer with low neurotoxicity, benzimidazole compounds were synthesized. Reaction of 2-nitrobenzimidazole with ethyl chloroformate yielded ethyl alpha-(2-nitrobenzimidazolyl-1)-formate(1) or ethyl alpha-(2-hydroxybenzimidazolyl-1)-formate(2), depending upon the solvents used. Reaction of 2-nitrobenzimidazole with 1,2-epoxy-3-chloropropane gave a cyclized compound which was confirmed to be benzimidazo(1,2b)-5'-chloromethyl-oxazolidine(3). In attempt to increase hydrophilicity, 1-substituted 2(3'-pyridyl)-5-nitrobenzimidazoles were prepared by reaction of 2-(3'-pyridyl)-5(6)-nitrobenzimidazole(4) with alkyl epoxides or ethyl chloroacetate. Some of the compounds synthesized were tested for radiosensitizing activity in Ehrlich ascites carcinoma-bearing mice. Preliminary results showed that some compounds have radiosensitizing activity. The radiosensitizing enhancement ratio (SER) of compounds 3, 5 and 6 were found to be 1.50, 1.52 and 1.65 respectively.
Li
M J
MJ
Institute of Radiation Medicine, CAMS, Tianjin.
Li
S Z
SZ
Zhuang
X L
XL
Chen
A
A
Zhang
H Q
HQ
Pang
X C
XC
Hu
B
B
D000818:Animals; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000627:therapeutic use; D002286:Carcinoma, Ehrlich Tumor / Q000532:radiotherapy; D051379:Mice; D011838:Radiation-Sensitizing Agents / Q000138:chemical synthesis* / Q000627:therapeutic use
D001562:Benzimidazoles; D011838:Radiation-Sensitizing Agents