SYNTHESIS AND ANTIMICROBIAL SCREENING OF NEW PYRAZOLINES DERIVED FROM CHALCONES OF VANILLIN ANALOG
Abstract
In present study the new series of 3-(Aryl)-5-[4-(2, 4-Dichlorophenylmethoxy)-3-methoxyphenyl]-4, 5-dihydro pyrazoline (2a-k) and 3-(Aryl)-5-[4-(2, 4-Dichlorophenylmethoxy)-3-methoxyphenyl]-4, 5-dihydroacetyl pyrazoline (3a-k) derivatives were synthesized from various substituted 3-Methoxy-4-(2, 4-Dichlorophenyl methoxy) chalcones (1a-k). The new chalcones were synthesized using various acetophenones with newly synthesized aldehyde of vanillin analog by Claisen-Schmidt condensation. Characterization of pyrazoline derivatives have been established on the basis of IR, NMR, Mass and elemental analyses. The derivatives were screened for their in vitro antimicrobial Screening.
Keywords:
Vanillin, Chalcone, Pyrazoline, Antimicrobial ScreeningDOI
https://doi.org/10.25004/IJPSDR.2016.080206References
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12. Abunada NM, Hassaneen HM, Kandile NG, Miqdad OA. Synthesis and biological activity of some new pyrazoline and pyrrolo [3, 4-c] pyrazole-4, 6-dione derivatives: reaction of nitrilimines with some dipolarophiles. Molecules 2008; 13: 1011-1024.
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14. Parham WE, Dooley JF. 1, 3-Bridged Aromatic Systems. I. A New Synthesis of Pyrazoles. Journal of the American Chemical Society 1967; 89(4): 985-988.
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16. Gaoa C, Haya AS. A New Simple Method for the Synthesis of Hydroxy Substituted 1,2-Diphenylcyclopropanes. Synthetic Communication 1995; 25(12): 1877-1883.
17. Patel MR, Dodiya BL, Ghetiya RM et al. Synthesis and Antimicrobial Evaluation of Pyrazoline derivatives. International Journal of Chem Tech Research 2011; 3(2): 967-974.
18. Upadhyay J, Dave U, Parekh H. Preparation and antimicrobial activity of 3-(4'-phenyl-sulphonamidophenyl)-5-aryl-1-acetyl/phenyl-4, 5-dihydropyrazole. J. Indian Chem. Soc. 1991; 68: 413-414.
19. Karangiya KL, Upadhyay JJ. Synthesis and Biological Studies of Novel Chalcones of Vanillin analogue. IJPRS 2015; 4(3): 194-199.
20. Aftab A, Husain A, Khan SA, Mujeebd M, Bhandari A. Synthesis, antimicrobial and antitubercular activities of some new pyrazoline derivative. Journal of Saudi Chemical Society, article in press (2014).
21. Samshuddin S, Narayana B, Baktir Z, Mehmet Akkurt M, Yathirajan HS. Synthesis, Characterization and Crystal Structure of 1-[3, 5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]propan-1-one. Der Pharma Chemica 2011; 3(6): 487-493.
2. Tuite NL, Lacey K. Overview of invasive fungal infections. Methods Mol. Biol. 2013; 968: 1–23.
3. Rao AS, Kanne VB. Anticonvulsant and Antidepressant Activity Studies of synthesized Some New1, 3, 5-trisubstituted-2-pyrazolines. International Journal of Pharm Tech Research 2014; 6(3): 1113-1123.
4. Jain SK, Mishra P. Preparation and evaluation of some 1, 3, 4 thiadiazole as diuretic agents. Indian Journal of Chemistry 2004; 43B: 184-188.
5. Wagna W. Synthesis of new pyrazole derivatives as potential antimicrobial and antifungal agents. Journal of Chil chemical society 2007; 52(2): 1145-1149.
6. Chovatia YS. Synthesis and evaluation of certain pyrazolines and related compounds for their antitubercular, antibacterial and antifungal activities. Indian Journal of Heterocyclic Chemistry 2004; 13(3): 225-228.
7. Kaplancikli ZA, Turan-Zitouni G, Ozdemir A, Can OD, Chevallet P. Synthesis and antinociceptive activities of some pyrazoline derivatives. European Journal of Medicinal Chemistry 2009; 44: 2606-2610.
8. Siddiqui N, Alam P, Ahsan W. Design, Synthesis, and In-vivo harmacological Screening of N, 3-(Substituted Diphenyl)-5- phenyl-1H-pyrazoline-1- carbothioamide Derivatives. Arch. Pharm. Chem. Life Sci. 2009; 342: 173-181.
9. Malhotra P, Pattan S, Nikalje AP. Microwave Assisted Synthesis and Anti-inflammatory Activity of 3, 5-diaryl substituted-2-pyrazolines. International Journal of Pharmacy and Pharmaceutical Sciences 2010; 2(2): 21-26.
10. Divekar K, Swamy S, Kavitha N, Murugan V, Devgun M. Synthesis and Evaluation of Some New Pyrazole Derivatives as Antimicrobial Agents. Research Journal of Pharmacy and Technology 2010; 3(4): 1039-1043.
11. Chovatia YS. Synthesis and Antibacterial Activity of some Pyrazoline derivatives. Oriental Journal of Chemistry 2010; 26(1): 275-278.
12. Abunada NM, Hassaneen HM, Kandile NG, Miqdad OA. Synthesis and biological activity of some new pyrazoline and pyrrolo [3, 4-c] pyrazole-4, 6-dione derivatives: reaction of nitrilimines with some dipolarophiles. Molecules 2008; 13: 1011-1024.
13. Shaaban MR, Mayhoub AS, Farag AS. Recent advances in the therapeutic applications of pyrazolines. Expert Opin. Ther. Pat. 2012; 22: 253-291.
14. Parham WE, Dooley JF. 1, 3-Bridged Aromatic Systems. I. A New Synthesis of Pyrazoles. Journal of the American Chemical Society 1967; 89(4): 985-988.
15. Parham WE, Dooley JF. 1, 3-Bridged Aromatic Systems. III. Ring-Opening Reactions of gem- Dihaloacetoxycyclopropanes. Journal of Organic Chemistry 1968; 33(4): 1476-1480.
16. Gaoa C, Haya AS. A New Simple Method for the Synthesis of Hydroxy Substituted 1,2-Diphenylcyclopropanes. Synthetic Communication 1995; 25(12): 1877-1883.
17. Patel MR, Dodiya BL, Ghetiya RM et al. Synthesis and Antimicrobial Evaluation of Pyrazoline derivatives. International Journal of Chem Tech Research 2011; 3(2): 967-974.
18. Upadhyay J, Dave U, Parekh H. Preparation and antimicrobial activity of 3-(4'-phenyl-sulphonamidophenyl)-5-aryl-1-acetyl/phenyl-4, 5-dihydropyrazole. J. Indian Chem. Soc. 1991; 68: 413-414.
19. Karangiya KL, Upadhyay JJ. Synthesis and Biological Studies of Novel Chalcones of Vanillin analogue. IJPRS 2015; 4(3): 194-199.
20. Aftab A, Husain A, Khan SA, Mujeebd M, Bhandari A. Synthesis, antimicrobial and antitubercular activities of some new pyrazoline derivative. Journal of Saudi Chemical Society, article in press (2014).
21. Samshuddin S, Narayana B, Baktir Z, Mehmet Akkurt M, Yathirajan HS. Synthesis, Characterization and Crystal Structure of 1-[3, 5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]propan-1-one. Der Pharma Chemica 2011; 3(6): 487-493.
Published
01-03-2016
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“SYNTHESIS AND ANTIMICROBIAL SCREENING OF NEW PYRAZOLINES DERIVED FROM CHALCONES OF VANILLIN ANALOG”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 8, no. 2, Mar. 2016, pp. 98-102, https://doi.org/10.25004/IJPSDR.2016.080206.
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How to Cite
“SYNTHESIS AND ANTIMICROBIAL SCREENING OF NEW PYRAZOLINES DERIVED FROM CHALCONES OF VANILLIN ANALOG”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 8, no. 2, Mar. 2016, pp. 98-102, https://doi.org/10.25004/IJPSDR.2016.080206.
