Author(s):
Raghad Skaikar, Ola Younes, Basima Arous, Mhd Amer Al-Mardini
Email(s):
raghadskaikar@gmail.com
DOI:
10.52711/0974-360X.2024.00746
Address:
Raghad Skaikar*, Ola Younes , Basima Arous, Mhd Amer Al-Mardini
Department of Pharmaceutical Chemistry and Quality Control, Faculty of Pharmacy, Damascus University, Damascus, Syria.
*Corresponding Author
Published In:
Volume - 17,
Issue - 10,
Year - 2024
ABSTRACT:
Isatin represents a derivative of indole heterocycles characterized by the presence of a ketone group and a secondary amide group. Its fundamental characteristics encompass the inclusion of a lactam group and a ketone group within the indole nucleus. These distinctive functional groups have prompted extensive academic research on this compound. Isatin assumes a pivotal role in the synthesis of numerous compounds through a large number of chemical reactions, the most important of them the Schiff base reaction, yielding the carbon atom at position No. 3, and the Mannich base reaction, acquiring the nitrogen atom. The latter has been synthesized in an unconventional method within the scope of this study, demonstrating a relatively expeditious process that involves relatively short time and yielding moderate, facilitated by the utilization of dichloromethane (DCM) as a catalyst in the presense of a sonicator device.
Cite this article:
Raghad Skaikar, Ola Younes , Basima Arous, Mhd Amer Al-Mardini. Synthesis and identification of a novel N-Mannich base from Isatin using a Sonicator by adding DCM as catalyst. Research Journal of Pharmacy and Technology. 2024; 17(10):4851-5. doi: 10.52711/0974-360X.2024.00746
Cite(Electronic):
Raghad Skaikar, Ola Younes , Basima Arous, Mhd Amer Al-Mardini. Synthesis and identification of a novel N-Mannich base from Isatin using a Sonicator by adding DCM as catalyst. Research Journal of Pharmacy and Technology. 2024; 17(10):4851-5. doi: 10.52711/0974-360X.2024.00746 Available on: https://www.rjptonline.org/AbstractView.aspx?PID=2024-17-10-31
REFERENCES:
1. Aljamali NM. Abdulzahra MA. Almuhana WH. Majeed AS. Review on Isatin (Preparation, Reactions, Biological Applications, Bio-Uses). 2020 Jan; 11.
2. Haider A. Ahmed M. Faisal M. Naseer MM. Isatin as a simple, highly selective and sensitive colorimetric sensor for fluoride anion. Heterocyclic Communications. 2020; Jan 1; 26(1): 14-9. doi:10.1515/hc-2020-0003
3. Aziz T. Ullah A. Ullah R. Haq F. Iqbal M. Khan FU. Jamil MI. Raheel M. Kiran M. Synthesis of Isatin and Its Derivatives and their Applications in Biological System. 2020; 30(4): 23615-21. doi: 10.26717/BJSTR.2020.30.004991
4. Chauhan G. Pathak DP. Ali R. Kapoor G. Khasimbi S.Advanced in synthesis, derivatization and bioactivity of isatin: A review. 2020; Sep; 17: 1-38. doi: 10.2174/1570179417666200924150907
5. Adibi H. Beyhaghi E. Hayati S. Hosseinzadeh L. Amin N. In Vitro Cytotoxicity and Apoptosis Inducing Evaluation of Novel Halogenated Isatin Derivatives. 2022; Jan 19. doi: 10.2174/1871520622666220119091642
6. Beula SJ. Reddy TR. Suthakaran R. Suneetha K. A review an Isatin: Isatin derivatives and their pharmacological activity. 2021; 13(2): 59-62. doi: 10.52711/2321-5836.2021.00013
7. El-Serwy WS. Mohamed NA. Kassem EM. Al Shimaa G. S. Synthesis, antioxidant, anticoagulant, and fibrinolytic activities of new isatin derivative. 2020; 19(2): 113. doi:10.4103/epj.epj_52_19
8. Dawar M. Utreja D. Rani R. Kaur K. Synthesis and evaluation of isatin derivatives as antifungal agents. 2020; 17(3): 199-205. doi:10.2174/1570178616666190724120308
9. Jiang D. Wang GQ. Liu X. Zhang Z. Feng LS. Liu ML. Isatin derivatives with potential antitubercular activities. 2018; 55(6): 1263-1279. doi:org/10.1002/jhet.3189
10. Elsaman T. Mohamed MS.Eltayib EM.Abdel-Aziz HA. Elgaili AA. Munir MU. Mohamed MA. Isatin derivatives as broad-spectrum antiviral agents: the current landscape. 2022; 31(2): 1-30. doi: 10.1007/s00044-021-02832-4
11. Meenakshi K. Gopal N. Sarangapani M. Synthesis. Characterization and Antimicrobial Activity of Some Novel Schiff and Mannich Bases of Isatin. 2014; 6(6): 318-322.
12. Ferraz RE. Guimarães EV. Rodrigues D S. Wegermann CA. Ferreira AC. Anticancer Compounds Based on Isatin-Derivatives: Strategies to Ameliorate Selectivity and Efficiency. Frontiers in Molecular Biosciences. 2021; 7: 627272. doi: 10.3389/fmolb.2020.627272
13. Suman Bala. Neha Sharma. Anu Kajal. Sunil Kamboj. Vipin Saini. Mannich Bases: An Important Pharmacophore in Present Scenario.2014.
14. Azizian J. Mohammadi M K. Firuzi O. Razzaghi-asl N. Miri R. Synthesis, biological activity and docking study of some new isatin Schiff base derivatives. 2012; 21: 3730-3740. doi:10.1007/s00044-011-9896-6
15. Saleem M. Ahmad M. Mehmood R F. Shaheen A. Qaiser S. Niaz S. El-Bahy Z. Synthesis of Isatin Derivatives Exhibiting Antibacterial, Antifungal and Cytotoxic Activities, 2022; Jan 28. doi: 10.2174/1570179419666220128091313
16. El Malah T. Farag. H. Hemdan. BA. Mageid RE. Abdelrahman MT. El-Manawaty M A. Nour HF.Synthesis, in vitro antimicrobial evaluation. and molecular docking studies of new isatin-1,2,3-triazole hybrids. 2022; Feb; 1250(2): 131855. doi: 10.1016/j.molstruc.2021.131855
17. N. Habeela Jainab. P. Sivachidambaram. J. Yuvaraju. K. Jesintha Beyatricks. Bincy Raj. Microwave Mediated Synthesis, Characterisation and Biological activity of Certain New Mannich Bases of Isatin and Coumarin.7(2): February 2014; 176-181
18. U.C. Mashelkar. V. Bhagat. Condensation of Carbohydrazides with Isatin. Asian J. Research Chem. 2014; 7(9): September 781-782
19. Neetu Verma. Shruti Awasthi. Vikrant Jain. Synthesis of N-Mannich Bases of some Substituted Carbazoles. 2022; 14(4): 208-2. doi: 10.52711/2349-2988.2022.00034
20. Vijayabaskaran M. Lakshmi G. Senthilraja M. Sivakumar P. Vaijayanthimala P. Perumal P. Synthesis, Characterization and Anti-microbial Evaluation of Substituted Benzo[g]indol-2-one Derivatives. 2011; 3(6): 313-317.
21. Nadia Sadiq Majeed. Nada Ali Saleh. Radhiyah Abd AL-Baqi Aldujaili. Preparation,Characterization and Study of Biological Activity for some new derivatives Mannich's bases derived from Shiff's bases. Research Journal of Pharmacy Technology. 2021; 14(11): 6025-2. doi: 10.52711/0974-360X.2021.01047
22. Arathi K N. Sindhu T J. Vishnu M V. Basith M A. Anitha S V. Annlisa Roy. Arundhathi T. Ashly George. Asish S. Synthesis, Molecular Docking and Characterization of Pyrazole N-Mannich Base Derivatives as Antimicrobial Agents. Research Journal of Pharmacy Technology. 2023; 16(3): 1047-2. doi: 10.52711/0974-360X.2023.00175
23. Faruk Alam. Synthesis and Biological Evaluation of Some Pyrazole-based Mannich Bases. Research Journal of Pharmacy Technology. 2019; 12(9): 4225-4230. doi: 10.5958/0974-360X.2019.00726.1
24. Thanaa M. Al-Mouamin. Omar Abdulateef Mohammed. Synthesis and Characterization of New Isatin Nucleosides.. Research Journal of Pharmacy Technology. 2019; 12(11): 5206-5214. doi:10.5958/0974-360X.2019.00901.6
25. R. Pavithra. K. Hemalatha. K. Girija. Eco-Friendly Synthesis, Characterization, Docking and Anti-Bacterial activity of Mannich Base Substituted Benzimidazoles. Research Journal of Pharmacy Technology. 2017; 10(10): 3346-3352. doi:10.5958/0974-360X.2017.00595.9
26. Kamlendra Kumar. B. K. Singh. Synthesis. Characterization and anti-Microbial activity of Some 4-Thiazolidinone Conjugatives.. 2020; 10(4): 195-200. doi: 10.5958/2231-5675.2020.00036.8
27. Govindarao Kamala. N. Srinivasan. K. Ravi Shankar. R. Suresh. Synthesis, Characterization and Antimicrobial Evaluation of N-Mannich Bases of (2- Substituted Phenyl) Benzimidazole Derivatives. 2018; 8(2): 87-93. doi: 10.5958/2231-5691.2018.00015.1
28. Guo L. Liu Y. Dou J. Huang Q. Lei Y. Chen J. Wei Y. Surface modification of carbon nanotubes with polyethyleneimine through “mussel inspired chemistry” and “Mannich reaction” for adsorptive removal of copper ions from aqueous solution. 2020; 8(3): 1-21. doi:org/10.1016/j.jece.2020.103721