The aim of this work was to synthesize novel purine and purine isosteres and ferrocene conjugates connected by a 1,2,3-triazolyl linker as potential new cytostatic agents. Alkylated purine isosteres (16-21) were prepared by propargylation with propargyl bromide in the presence of base, whereas the azido ferrocene derivatives were prepared from ferrocene derivatives with sodium azide. Alkylation of 6-chloropurine and 2-amino-6-chloropurine yielded a mixture of N-9 and N-7 regioisomers with the N-9 isomer as the major product. The targeted purine and pseudopurine and ferrocene conjugates (22-37) were prepared by 1,3-dipolar cycloaddition of ferrocene azides (13-15) and terminal purine and pseudopurine alkynes (16-21) catalyzed by Cu(I) (CuAAC). The structures of the synthesized compounds have been confirmed by 1H- and 13C- NMR spectroscopy. For the examination of structure-activity relationship (SAR), nitrogen heterocycles and ferrocene pharmacophores were connected via a 1,2,3-triazolyl ring directly, or with a methylene or methylmethylene linker. Antiproliferative activity of differently substituted purines and pseudopurines will also be investigated. Kinetic solubility and lipophilicity (logD) results have shown that adenine ferrocene derivative 23 and 6-chloropurine ferrocene derivatives 28 and 30-33 have great kinetic solubility (>100) and lipophilicity in the range of 3.09-4.27. On the other hand, 6-chloro-7-deazapurine ferrocene derivatives 25, 26 and 27 have the highest lipophilicity (logD≥5.62) and very low solubility. Keeping these results in mind, compounds 28 and 30-35 are meeting the basic requirements for further biological application.