The synthesis of the substituted 4-alkyl/arylsulfonyl-5-amino-3-alkylthiopyrazoles as promising pharmaceutical agents with the antifungal action


  • P. V. Tkachenko National University of Pharmacy, Ukraine
  • O. V. Tkachenko National University of Pharmacy, Ukraine
  • K. Yu. Netosova National University of Pharmacy, Ukraine
  • O. V. Borisov Enamine Ltd, Ukraine
  • I. O. Zhuravel Kharkiv Medical Academy of Postgraduate Education, Ukraine



pyrazole, combinatorial library, synthesis, pharmaceutical agents


One of the promising directions for development of antifungal agents is the synthesis of new chemical compounds that can be used as active pharmaceutical ingredients to produce highly effective drugs for the treatment of fungal infestations.

Aim. To create the combinatorial library of 4-alkyl/arylsulfonyl-5-amino-3-alkylthiopyrazoles derivatives for the total antimicrobial screening to search for new substances with the antifungal activity, and study their spectral properties.

Materials and methods. The methods of organic synthesis, instrumental methods of organic compound analysis were used.

Results and discussion. The design of the library of small molecules based on the core structure of 5-aminopirazole has been developed. The useful and effective synthetic scheme for preparing N1-subsituted 4-alkyl/arylsulfonyl-5-amino-3-alkylthiopyrazoles and their acylation products has been proposed and approved. This approach consists of cyclization of substituted alkyl/arylsulfoacetonitriles under the action of hydrazine hydrate with further alkylation and acylation of 5-aminopyrazoles obtained. The total yield of the target products is 50-85 %. The structure of all compounds synthesized has been confirmed using elemental analysis, 1H NMR- and chromato-mass spectrometric methods.

Conclusions. The design and the synthetic scheme for obtaining 4-alkyl/arylsulfonyl-5-amino-3-alkiltiopirazoles and products of their chemical modification have been proposed. The compounds synthesized are of certain interest as potential pharmaceutical agents and can be used to develop new antifungal agents.

Author Biographies

P. V. Tkachenko, National University of Pharmacy

postgraduate student of the Drug and Analytical Toxicology Department

O. V. Tkachenko, National University of Pharmacy

Candidate of Pharmacy (Ph.D.), associate professor of the Quality Management Department

K. Yu. Netosova, National University of Pharmacy

Candidate of Pharmacy (Ph.D.), assistant professor of the Drug and Analytical Toxicology Department

O. V. Borisov, Enamine Ltd

Candidate of Chemistry (Ph. D.), head of the laboratory of LLC “RPE “Enamine”

I. O. Zhuravel, Kharkiv Medical Academy of Postgraduate Education

Doctor of Chemistry (Dr. habil.), professor, head of the Department of Clinical Biochemistry, Forensic Toxicology and Pharmacy


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Synthesis and Analysis of Biologically Active Substances