SYNTHESIS OF BENZOTRIAZOLE–AMINO ACID–BENZENESULFONAMIDE CONJUGATES AND PHENYLSULFONYL-DIPEPTIDES

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Anayochukwu Ezugwu J., Küçükbay H.

6th Organic Chemistry Congress with International Participation, Eskişehir, Turkey, 10 - 13 September 2025, pp.38-39, (Summary Text)

  • Publication Type: Conference Paper / Summary Text
  • City: Eskişehir
  • Country: Turkey
  • Page Numbers: pp.38-39
  • Inonu University Affiliated: Yes

Abstract

The sulfonamide group is a significant entity in medicinal chemistry due to its strong electron-withdrawing capability, stability during hydrolysis, polarity, ability to form hydrogen bonds, and robust resistance to oxidation and reduction. Consequently, the sulfonamide group is present in numerous commercial pharmaceutical agents [1]. In this study, certain L-amino acids were reacted with phenylsulfonyl chloride to convert them into sulfonamides. The interaction of these sulfonamides with 1H-benzotriazole yielded benzotriazole-amino acid-benzenesulfonamide conjugates. From the reaction of the obtained benzotriazole conjugates with free glycine and L-phenylalanine, the corresponding (phenylsulfonyl) dipeptides were synthesized.

 

                       

Figure 1. Synthesized sulfonamide derivatives.

 

Keywords: Benzenesulfonamide, Benzotriazole, Amino acid, Peptide

 

Acknowledgements: This work was supported by İnönü University, BAPB (FBG-2024-3240), and TÜBİTAK (Project No: E-21514107-115.02-612434/ 2221 Program 2024/1).

 

REFERANSLAR

[1]        P, Das,  M.D. Delost, M.H. Qureshi, D.T Smith, J.T. Njardarson. A Survey of the Structures of US FDA Approved Combination Drugs. J Med Chem. 62(9) (2019) 4265–311. https://doi.org/10.1021/acs.jmedchem.8b01610.