title: Some new congeners of the anticancer agent 1,3-bis(2-chloroethyl)-1-nitrosourea (BCNU). Synthesis of bifunctional analogs and water soluble derivatives and preliminary evaluation of their chemotherapeutic potential.
abstract: The synthesis of new analogs of the anticancer agent BCNU is described. It involves the preparation of N-(2-chloroethyl)-N-nitrosocarbamoylazide and its reaction with aliphatic diamines and aminoalcohols to yield 1,1'-polymethylenebis 3-(2-chloroethyl)-3-nitrosoureas and 1-(omega-hydroxyalkyl)-3-(2-chloroethyl-3-nitrosoureas. Screening for chemotherapeutic activities of the newly synthesized nitrosoureas against rat leukemia L 5222 and s.c. Walker carcinosarcoma 256 revealed remarkable differences between individual compounds. The water soluble 1-(2-hydroxyethyl)-3-(2-chloroethyl)-3-nitrousourea was the most active compound of this series, effecting 90% cures in i.p. inoculated L5222 leukemia.
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000627:therapeutic use; D002279:Carcinoma 256, Walker / Q000188:drug therapy; D002330:Carmustine / Q000031:analogs & derivatives*; D055598:Chemical Phenomena; D002621:Chemistry; D007942:Leukemia, Experimental / Q000188:drug therapy; D009607:Nitrosourea Compounds / Q000138:chemical synthesis* / Q000627:therapeutic use; D051381:Rats; D012995:Solubility; D014867:Water
chemical_list: D000970:Antineoplastic Agents; D009607:Nitrosourea Compounds; D014867:Water; D002330:Carmustine