Synthesis and structure of biologically active ferrocenylalkyl polyfluoro benzimidazoles

Ferrocene‐modified thiopyrimidines: synthesis, enantiomeric resolution, antitumor activity

“…Earlier, this method of separation was successfully used for enantiomeric ferrocene compounds with different simple substituents [18] and ferrocenylalkyl azoles. [17,19] The chiral sorbents based upon β-and γ -cyclodextrins turned out to be effective in these cases. To separate mixtures of enantiomeric ferrocene derivatives having bulky thiopyrimidine substituents we used modified cellulose as chiral stationary phase.…”

Ferrocenylalkyl azoles: bioactivity, synthesis, structure

“…[8,25,28,29] Using this method, we prepared a variety of neutral ferrocene-containing benzotriazoles, fluoro-containing benzimidazoles and diferrocenyl-substituted salt of benzotriazole. Some of these have been prepared for in vivo experiments ( Fig.…”

“…[42] Ferrocenylethanol FcCH(CH 3 )OH was prepared by reduction of acyl ferrocene with lithium aluminum hydride in diethyl ether or THF. [43,29] Naphthotriazole was synthesized from 2,3-diaminonaphthtalene and sodium nitrite in acetic acid using a modified published procedure for preparing benzotriazole. [ …”

“…[29] [29] FcCH 2 -2-(CHF-CF 3 )Bim was prepared from ferrocenylmethanol and 2-(α-hydrotetrafluoroethyl)benzimidazole according to the procedure for compound [38] FcCH(CH 3 )-Ad was prepared from adenine and ferrocenylethanol in methylene dichloride in the presence of 45% fluoroboric acid as described above for ferrocenylethyl benzotriazole (1 …”

“…These results are comparable with those of cisplatin. The X-ray structural data for 1N-(ferrocenylethyl)benzotridazole (1) [34] 5 Fc-CH(CH 3 )-(CHF-O-CF 3 )-Bim -1000 [29] 6 Fc-CH 2 -2-(CHF-CF 3 )-Bim -1500 [29] LD 50 was found by the V. B. Prozorovsky's express method. [23] MTD, maximum tolerated dose (for those preparations where the determination of LD 50 turned out to be impossible due to the small solubility of the complexes in water).…”