Synthesis and characterization of 2-Benzamido-NBenzylbenzamide Derivative

  • Ani Riani Hasana Fakultas Farmasi, STIKes Panti Waluya Malang
  • Siswandono Siswandono Fakultas Farmasi, Universitas Airlangga
  • Marcellino Rudyanto Fakultas Farmasi, Universitas Airlangga


Anthranilamide derivatives exhibit anti-inflammatory, antipyretic, antibacterial, antiangiogenic, and anticoagulant properties. With an early in silico examination of its analgesic capabilities, this study aimed to generate a novel anthranilamide molecule by altering 2-Benzamido-N-Benzylbenzamide. Modification of anthranilamide with 1/2/3-chloro benzoyl chloride by acylation resulted in the design, synthesis, characterization, and research of the analgesic effects of 2-benzamido-N-benzoylbenzamide derivatives. 2-(2-chlorobenzamido)-N-(2-chlorobenzoyl)benzamide, 2-(3-chlorobenzamido)-N-(3-chlorobenzoyl)benzamide, and 2-(4-chlorobenzamido)-N-(4-chlorobenzoyl)benzamide were prepared. The nucleophilic acyl substitution reaction method was used to prepare these three chemicals by interaction with anthranylamide and benzoyl chloride molecules. Melting point and thin-layer chromatography were used to check the purity of the synthesis fi ndings. The structure was confi rmed by UV-Vis and infrared spectrophotometry.


1. Khairani S, Rahayu L, Sandhiutami NM, Dewi RS, Rahmawati I. Uji efek anti-inflamasi dan analgesik dari rebusan daun bambu kuning (Bambusa vulgaris Schard). Jurnal Ilmu Kefarmasian Indonesia. 2021;19(2):266-71.

2. P rasher P, Sharma M. Medicinal chemistry of anthranilic acid derivatives: A mini review. Drug Development Research. 2021;82(7):945-58.

3. Siswandono E. Kimia Medisinal 1 Edisi 2. Airlangga University Press;2020 Jan 14:100–120 .

4. Okunrobo LO, Usifoh CO, Scriba GK. Synthesis and pharmacological evaluation of 2-hydroxymethylbenzamides as anti-inflammatory and analgesic agents. Acta Poloniae Pharmaceutica. 2006;63(1):25-31.

5. Aldilla VR, Chen R, Martin AD, Marjo CE, Rich AM, Black DS, Thordarson P, Kumar N. Anthranilamide-based short peptides self-assembled hydrogels as antibacterial agents. Scientific reports. 2020 Jan 21;10(1):1-2.

6. DeRuiter J. Non-Steroidal Antiinflammatory Drugs (NSAIDS). Principles of Drug Action 2. Fall. 2002;1–25. 7. Puspaningtyas AR. Drug Development of Mefenamic Acid Derivatives as Analgesic by Molecular Approach. International Journal of Pharmaceutical and Clinical Research. 2017;9(2):123-30.

8. Hasana AR , Rudyanto M.Synthesisand characterization of 2-Benzamido- N -Benzoylbenzami de. Synthesis.2018;3(01):1–5 .

9. Shalas AF, Siswandono RM. Synthesis and structure-activity relationship of 1-allyl-3-(2-chlorobenzoyl) thiourea as analgesic. International Journal of Pharmacy and Pharmaceutical Sciences. 2016;8(6):297-8.

10. Suchetan PA, Gowda BT, Foro S, Fuess H. 2-C hloro-N-( 2-c hlorobenzoyl) benzenesulfonamide. Acta Crystallographica Section E: Structure Reports Online. 2010 May 1;66(5):o1040.

11. Pavia DL, Lampman GM, Kriz GS, Vyvyan JA. Introduction to spectroscopy. Cengage learning; 2014.

12. Thangavel N, Al Bratty M, Alhazmi HA, Najmi A, Sivadasan D. Structural attributes of organic compounds for UV-Spectrophotometric determination of dissociation constant-A systematic review. Oriental Journal of Chemistry. 2022(1):85-93.

13. Hallberg H. Approaches to modeling of recrystallization. Metals. 2011;1(1):16-48.

14. Satiadarma K, Mulya M, Tjohjono DH dan Kartasasmita RE. Asas Pengembangan Prosedur Analisis. 1 ed. Surabaya: Airlangga University Press; 2004. 183–210 15. Mulja M. Analisis instrumental. Surabaya: Airlangga University Press; 1995. 26–71, 114–36, 192–4

16. McMurry JE. Fundamentals of organic chemistry. Cengage Learning; 2010.
How to Cite
HASANA, Ani Riani; SISWANDONO, Siswandono; RUDYANTO, Marcellino. Synthesis and characterization of 2-Benzamido-NBenzylbenzamide Derivative. JURNAL ILMU KEFARMASIAN INDONESIA, [S.l.], v. 20, n. 2, p. 281-290, oct. 2022. ISSN 2614-6495. Available at: <>. Date accessed: 18 may 2024. doi: