Subscribe to our Newsletter and get informed about new publication regulary and special discounts for subscribers!

ILCPA > Volume 69 > Approach for the Synthesis of Potent...
< Back to Volume

Approach for the Synthesis of Potent Antimicrobials Containing Pyrazole, Pyrimidine and Morpholine Analogues

Full Text PDF


The present study is in the interest of some synthesized novel derivatives containing 4-(1,3-diphenyl-1H-pyrazol-4-yl)-N-(morpholinomethyl)-6-arylpyrimidin-2-amines pooled with different bio-active heterocycles such as pyrazole, pyrimidine and morpholine derivatives. The structures of newly synthesized compounds were elucidated by IR, 1H NMR, 13C NMR and mass spectral data. The synthesized compounds were evaluated for their in vitro antimicrobial activity against different bacterial and fungal strains using Mueller-Hinton Broth dilution method. On the basis of SAR studies, it was observed that the presence of electron withdrawing groups remarkably enhanced the antimicrobial activity of synthesized compounds.


International Letters of Chemistry, Physics and Astronomy (Volume 69)
N. C. Desai et al., "Approach for the Synthesis of Potent Antimicrobials Containing Pyrazole, Pyrimidine and Morpholine Analogues", International Letters of Chemistry, Physics and Astronomy, Vol. 69, pp. 87-96, 2016
Online since:
Aug 2016

[1] N.C. Desai et al., Synthesis and Evaluation of N-Substituted Thiazolidine-2, 4-dione Containing Pyrazole as Potent Antimicrobial Agents, Anti-infact. Agents. 12 (2014) 85-94.

DOI: 10.2174/22113525113119990117

[2] L.C. Chou et al., Synthesis of furopyrazole analogs of 1-benzyl-3-(5-hydroxymethyl-2-furyl)indazole (YC-1) as novel anti-leukemia agents, Bioorg. Med. Chem. 15 (2007) 1732-1740.

DOI: 10.1016/j.bmc.2006.12.001

[3] M. Abdel-Aziz, G.E.A. Abuo-Rahma, A.A. Hassan, Synthesis of novel pyrazole derivatives and evaluation of their antidepressant and anticonvulsant activities, Eur. J. Med. Chem. 44 (2009) 3480-3487.

DOI: 10.1002/chin.200948129

[4] D. Castagnolo et al., Synthesis, biological evaluation and SAR study of novel pyrazole analogues as inhibitors of Mycobacterium tuberculosis, Bioorg. Med. Chem. 16 (2008) 8587-8591.

DOI: 10.1016/j.bmc.2008.08.016

[5] A. Palomer et al., Identification of novel cyclooxygenase-2 selective inhibitors using pharmacophore models, J. Med. Chem. 45 (2002) 1402-1411.

[6] N.C. Desai, G.M. Kotadiya, A.R. Trivedi, Studies on molecular properties prediction, antitubercular and antimicrobial activities of novel quinoline based pyrimidine motifs, Bioorg. Med. Chem. Lett. 24 (2014) 3126-3130.

DOI: 10.1016/j.bmcl.2014.05.002

[7] A. Barakat et al., Synthesis and structure investigation of novel pyrimidine-2, 4, 6-trione derivatives of highly potential biological activity as anti-diabetic agent, J. Mol. Str. 1098 (2015) 365-376.

[8] M.M. Hanna, New pyrimido[5, 4-e]pyrrolo[1, 2-c]pyrimidines: Synthesis, 2D-QSAR, anti-inflammatory, analgesic and ulcerogenicity studies, Eur. J. Med. Chem. 55 (2012) 12-22.

DOI: 10.1016/j.ejmech.2012.06.048

[9] H. Kaur et al., Primaquine–pyrimidine hybrids: Synthesis and dual-stage antiplasmodial activity, Eur. J. Med. Chem. 101 (2015) 266-273.

[10] R.K. Yadlapalli et al., Synthesis and in vitro anticancer and antitubercular activity of diarylpyrazole ligated dihydropyrimidines possessing lipophilic carbamoyl group, Bioorg. Med. Chem. Lett. 22 (2012) 2708-2711.

DOI: 10.1016/j.bmcl.2012.02.101

[11] J.J. Bariwal ey al., Synthesis, characterization and anticancer activity of 3-aza-analogues of DP-7, Med. Chem. Res. 21 (2012) 4002-4009.

[12] R. Govindaraju, M. Gopalakrishnan, J. Thanusu, V. Kanagarajan, Synthesis, antibacterial and antifungal activities of biolabile (E)-1-4-morpholinophenyl)-3-aryl-prop-2-en-1-ones, Med. Chem. Res. 18 (2009) 341-350.

DOI: 10.1007/s00044-008-9131-2

[13] A. Ranise et al., 3, 3-disubstituted 1-acyl-1-phenylthioureas with platelet antiaggregating and other activities, Farmaco. 46 (1991) 317-338.

[14] J.J. Hale et al., Phosphorylated Morpholine Acetal Human Neurokinin-1 Receptor Antagonists as Water-Soluble Prodrugs, J. Med. Chem. 43 (2000) 1234-1241.

[15] P. Avramova, N. Danchev, R. Buyukliev, T. Bogoslovova, Synthesis, Toxicological, and Pharmacological Assessment of Derivatives of 2-Aryl-4-(3-arylpropyl) morpholines, Arch. Pharm. 331 (1998) 342-346.

DOI: 10.1002/(sici)1521-4184(199811)331:11<342::aid-ardp342>;2-y

[16] N.C. Desai et al., Studies on Antimicrobial Evaluation of Some 1-(1-(1H-Benzo[d]imidazol-2-yl)ethylidene)amino)-6-(arylidene)amino)-2-oxo-4-phenyl-1, 2-dihydropyridine-3, 5-dicarbonitriles, Synth. Commun. 45 (2015) 2701-2711.

DOI: 10.1080/00397911.2015.1102286

[17] N.C. Desai et al., Synthesis, characterization and antimicrobial screening of thiazole based 1, 3, 4-oxadiazoles heterocycles, Res. Chem. Intermed. 42 (2015) 3039-3053.

[18] N.C. Desai et al., Synthesis, biological evaluation and molecular docking study of some novel indole and pyridine based 1, 3, 4-oxadiazole derivatives as potential antitubercular agents, Bioorg. Med. Chem. Lett. (2016).

DOI: 10.1016/j.bmcl.2016.02.043

[19] N.C. Desai et al., Facile synthesis of novel fluorine containing pyrazole based thiazole derivatives and evaluation of antimicrobial activity, J. Fluorine Chem. 142 (2012) 67-78.

DOI: 10.1016/j.jfluchem.2012.06.021

[20] D.I. Brahmbhatt, A.R. Kaneria, A.K. Patel, N.H. Patel, Synthesis and antimicrobial screening of some 3-[4-(3-aryl-1-phenyl-1H-pyrazol-4-yl)-6-aryl-pyridin-2-yl] and 4-methyl-3-phenyl-6-[4-(3-aryl-1-phenyl-1H-pyrazol4-yl)-6-aryl-pyridin-2-yl]coumarin, Ind. J. Chem. 49B (2010).

DOI: 10.1002/chin.201047141

[21] M.B. Siddesh, B. Padmashali, K.S. Thriveni, C. Sandeep, Synthesis of thiophene-linked pyrimidopyrimidines as pharmaceutical leads, J. Chem. Sci. 126 (2014) 821-826.

DOI: 10.1007/s12039-014-0614-z

[22] National committee for clinical laboratory, Standards Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically approved standard, third ed. NCCLS Publication M7-A3, Villanova, PA, (1993).

[23] National committee for clinical laboratory standards, Reference Method for Broth Dilution Antifungal Testing of Yeasts, Proposed Standard, NCCLS Document M27-P; Villanova, PA, (1992).

[24] N.C. Desai, H.V. Vaghani, P.N. Shihora, A new hybrid approach and in vitro antimicrobial evaluation of novel 4(3H)-quinazolinones and thiazolidinone motifs, J. Fluorine Chem. 153 (2013) 39-47.

DOI: 10.1016/j.jfluchem.2013.05.022

[25] N.C. Desai, K.M. Rajpara, V.V. Joshi, Synthesis and characterization of some new quinoline based derivatives endowed with broad spectrum antimicrobial potency, Bioorg. Med. Chem. Lett. 22 (2012) 6871-6875.

DOI: 10.1016/j.bmcl.2012.09.039
Show More Hide