Synthesis and Physico-Chemical Characteristics of N-Methyl/Acetyl-3-phenyl semicarbazones

Authors

  • Mukesh Research Scholar, Sunrise University, Alwar, Rajasthan, India Author
  • Dr. Girja Shankar Tripathi Assistant Professor, Department of Chemistry Sunrise University , Alwar, Rajasthan, India Author

Keywords:

UV-Vis Spectroscopy, Physico-Chemical Properties, Semicarbazones, 3-Phenyl Hydrazine, Carbonyl Compounds

Abstract

This study presents the synthesis and comprehensive physico-chemical characterization of N-methyl/acetyl-3-phenyl semicarbazones. The semicarbazones were synthesized through a condensation reaction involving 3-phenyl hydrazine and various carbonyl compounds. The reaction conditions were optimized to achieve high yields and purity. The synthesized compounds were characterized using a range of techniques including NMR, IR, and mass spectrometry, confirming their molecular structures and functional groups. Thermal stability and melting points were determined through thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). Solubility and partition coefficient measurements were conducted to assess the lipophilicity of the semicarbazones. Furthermore, the electronic properties were evaluated using UV-Vis spectroscopy, while X-ray crystallography provided detailed insights into the crystal structures of selected compounds. The results highlight the influence of different substituents on the physico-chemical properties of the semicarbazones, contributing to their potential applications in pharmaceutical and material science fields. The study underscores the versatility of N-methyl/acetyl-3-phenyl semicarbazones as building blocks in organic synthesis and their relevance in the development of novel compounds with desired chemical and physical properties.

Downloads

Download data is not yet available.

References

Medvedev A, Buneeva O, Gnedenko O, Ershov P, Ivanov A, et al. (2023) Isatin, an endogenous nonpeptide biofactor: A review of its molecular targets, mechanisms of actions, and their biomedical implications, Biofactors 44(2): 95-108.

Nath Pandeya S, Smitha S, Jyoti M, Krishnan Sridhar S (2005) Biological activities of isatin and its derivatives Acta Pharm 55(1): 27-46.

Sridhar SK, Pandeya SN, Stables JP, Ramesh A (2021) Anticonvulsant activity of hydrazones, Schiff and Mannich bases of isatin derivatives. European Journal of Pharmaceutical Sciences 16(3): 129-132.

Mishra R. Jana A, Panday AK, Choudhury LH (2019) Synthesis of spirooxindoles fused with pyrazolo-tetrahydropyridinone and coumarin-dihydropyridine-pyrazole tetracycles by reaction medium dependent isatin-based multicomponent reactions. New J Chem 43 :2920-2932.

R. W. Wagner, "Microwave-assisted synthesis in the pharmaceutical industry-a current perspective and future prospects," Drug Discovery World, vol. 7, no. 3, pp. 59-66, 2006.

G. Kiran, T. Maneshwar, Y. Rajeshwar, and M. Sarangapani, "Microwave-assisted synthesis, characterization, antimicrobial and antioxidant activity of some new Isatin derivatives," Journal of Chemistry, vol. 2013, Article ID 192039, 7 pages, 2013.

H.M. Meshram, N.N. Rao, N.S. Kumar, and L.C. Rao, "Microwane assisted Castlyst Free synthesis of 3-hydroxy-2-oxidoles by aldol condensation of acetophenones with isatins", Der Pharmma Chemica, Vol. 4, no, pp. 1355-1360, 2012.

S. Ghosal, S. K. Bhattacharya, A. V. Muruganandam, and K. S. Satyan, "Iron ion-catalyzed oxidation of tryptophan-a simulated biosynthetic route to isatin," Biogenic Amines, vol. 13, no. 2, pp. 91-100, 1997.

S. N. Pandeya, S. Smitha, M. Jyoti, and S. K. Sridhar, "Biological activities of isatin and its derivatives," Acta Pharmaceutica, vol. 55, no. 1, pp. 27-46, 2005.

M. Verma, S. N. Pandeya, K. N. Singh, and J. P. Stables, "Anticonvulsant activity of Schiff bases of isatin derivatives," Acta Pharmaceutica, vol. 54, no. 1, pp. 49-56, 2004.

S. Bajroliya, G. S. Kalwania, S. Choudhary, and S. Chomal, "Synthesis, characterization and antimicrobial activities of 1.2.4triazole /isatin Schiff bases and their Mn(II), Co(II) Complexes," Oriental Journal of Chemistry, vol. 30, no. 4, pp. 16011608, 2014

J. Azizian, M. K. Mohammadi. O. Firuzi, N. Razzaghi-Asl, and R. Miri, "Synthesis, biological activity and docking study of some new isatin Schiff base derivatives," Medicinal Chemistry Research, vol. 21, no. 11, pp. 3730-3740, 2012 (27)

K. Gangarapu, S. Manda, A. Jallapally et al., "Synthesis of thiocarbohydrazide and carbohydrazide derivatives as possible biologically active agents," Medicinal Chemistry Research, vol. 23, no. 2, pp. 1046-1056, 2014.

U. K. Singh, S. N. Pandeya, A. Singh, B. K. Srivastava, and M. Pandey, "Synthesis and antimicrobial activity of Schiff's and N. Mannich bases of isatin and its derivatives with 4-amino-Ncarbamimidoyl benzene sulfonamide," International Journal of Pharmaceutical Sciences and Drug Research, vol. 2, no. 2, pp. 151154, 2010.

Downloads

Published

30-05-2024

Issue

Section

Research Articles

How to Cite

Synthesis and Physico-Chemical Characteristics of N-Methyl/Acetyl-3-phenyl semicarbazones. (2024). International Journal of Scientific Research in Science and Technology, 11(3), 840-846. https://ijsrst.com/index.php/home/article/view/IJSRST2411359

Similar Articles

1-10 of 110

You may also start an advanced similarity search for this article.