Synthesis, Characterization and Antimicrobial Activities of Some New Oxazolo Pyrimidine Derivatives
Keywords:
Oxazolo Pyrimidine, Antibacterial Activity, Antifungal Activities, Biginelli ReactionAbstract
Some new thiozolo pyrimidine derivatives have been synthesized. The products tested for their antibacterial activity against Gram (+)ve and Gram (-)ve bacteria. The structures of derivatives were established on the basis of their elemental analysis, IR, NMR and Mass Spectral data.
References
- C. O. Kappe, 100 years of the Biginelli dihydropyrimidine synthesis, Tetrahedron, 1993, vol. 49, no. 32, pp. 6937–6963.
- P. Sharma, N. Rane, and V. K. Gurram, Synthesis and QSAR studies of pyrimido[4,5-d]pyrimidine-2,5-dione derivatives as potential antimicrobial agents, Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, no. 16, pp. 4185–4190.
- O. Prakash, V. Bhardwaj, R. Kumar, P. Tyagi, and K. R. Aneja, Organoiodine (III) mediated synthesis of 3-aryl/hetryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines as antibacterial agents, European Journal of Medicinal Chemistry, 2004, vol. 39, no. 12, pp. 1073–1077.
- M. Botta, M. Artico, S. Massa et al., Synthesis, antimicrobial and antiviral activities of isotrimethoprim and some related derivatives, European Journal of Medicinal Chemistry, 1992, vol. 27, no. 3, pp. 251–257.
- N. Agarwal, P. Srivastava, S. K. Raghuwanshi et al., Chloropyrimidines as a new class of antimicrobial agents, Bioorganic and Medicinal Chemistry, 2002, vol. 10, no. 4, pp. 869–874.
- B. Roth and B. S. Rauckman, 2,4-Diamino-5-(1,2,3,4-tetrahydro-(substituted or unsubstituted)-6-quinolylmethyl)-pyrimidines, useful as antimicrobials, 1986, U.S. Patent 4, 587, 341.
- S. Marquais-Bienewald, W. Holzol, A. Preuss, and A. Mehlin, Use of substituted 2,4-bis (alkylamino) pyrimidines, U.S. Patent, 0188453 A1, 2006.
- S. M. Daluge, P. Skonezny, B. Roth, and B. S. Raukman, 2,4-Diamino-5-(substituted) pyrimidine, useful as antimicrobials, 1986, U.S. Patent 4, 590, 271.
- S. Ito, K. Masuda, S. Kusano et al., Pyrimidine derivative, process for preparing same and agricultural or horticultural fungicidal composition containing same, 1991, U.S. Patent 4, 988, 704.
- M. M. Jotani&B. B. Baldaniya, Crystal structure optimiszation, semi-empirical quantum chemical calculation and antibacterial activity of (4Z)-2-phenyl-4-(3,4,5-trimethoxybenzylidene)-1,3-oxazol-5(4H)-one, Adv.Appl.Res. 2013, vol.5 No 2, pp135-140.
- M. M. Jotani&B. B. Baldaniya. & E. R. T. Tiekink, 4-{[(4Z)-5-Oxo-2-phenyl-4,5-dihydro- 1,3-oxazol-4-ylidene]methyl}phenyl acetate, Acta Cryst. , 2010, E66(5), o1175, ISSN 1600-5368, doi:10.1107/S1600536810004911.
- M. M. Jotani, B. B. Baldaniya, Crystal structure of(4Z)-2-phenyl-4-(3,4,5-trimethoxybenzylidene)-1,3-oxazol-5(4H)- one., Japan XXI Congress of the International Union of Crystallography. IUCr Aug. 24–25, 2008, Osaka, Japan.
- V. J. Ram, N. Haque, and P. Y. Guru, Chemotherapeutic agents XXV: synthesis and leishmanicidal activity of carbazolylpyrimidines, European Journal of Medicinal Chemistry, 1992, vol. 27, no. 8, pp. 851–855.
- M. Amir, S. A. Javed, and H. Kumar, Pyrimidine as anti-inflammatory agent: a review, Indian Journal of Pharmaceutical Sciences, 2007, vol. 68, p. 337.
- S. M. Sondhi, S. Jain, A. D. Dwivedi, R. Shukla, and R. Raghubir, Synthesis of condensed pyrimidines and their evaluation for anti-inflammatory and analgesic activities, Indian Journal of Chemistry B, 2008, vol. 47, no. 1, pp. 136–143.
- S. Vega, J. Alonso, J. A. Diaz, and F. Junquera, Synthesis of 3-substituted-4-phenyl-2-thioxo-1,2,3,4,5,6,7,8-octahydrobenzo[4,5]thieno[2,3-d]pyrimidines, Journal of Heterocyclic Chemistry, 1990, vol. 27, no. 2, pp. 269–273.
- D. R. Hannah and M. F. G. Stevens, Structural studies on bioactive compounds part 38.1: reactions of 5-aminoimidazole-4-carboxamide: synthesis of imidazo[1,5-a]quinazoline-3-carboxamides, Journal of Chemical Research S, 2003, no. 7, pp. 398–401.
- K. Rana, B. Kaur, and B. Kumar, Synthesis and anti-hypertensive activity of some dihydropyrimidines, Indian Journal of Chemistry B, 2004, vol. 43, no. 7, pp. 1553–1557.
- P. A. S. Smith and R. O. Kan, Cyclization of isothiocyanates as a route to phthalic and homophthalic acid derivatives, Journal of Organic Chemistry, 1964, vol. 29, no. 8, pp. 2261–2265.
- J. Balzarini and C. McGuigan, Bicyclic pyrimidine nucleoside analogues (BCNAs) as highly selective and potent inhibitors of varicella-zoster virus replication, Journal of Antimicrobial Chemotherapy, 2002, vol. 50, no. 1, pp. 5–9.
- R. W. von Borstel, Treatment of chemotherapeutic agent and antiviral agent toxicity with acylated pyrimidine nucleosides, U.S. Patent 6, 344, 447 B2, 2002.
- R. Storer, A. Moussa, P. La Colla, and M. Artico, Oxo-pyrimidine compounds, 2005, U.S. Patent, 0014774 A1.
- H. W. Lee, Y. K. Bok, B. A. Joong et al., Mole ecular design, synthesis, and hypoglycemic and hypolipidemic activities of novel pyrimidine derivatives having thiazolidinedione, European Journal of Medicinal Chemistry, 2005, vol. 40, no. 9, pp. 862–874.
- P. F. Juby, T. W. Hudyma, M. Brown, J. M. Essery, and R. A. Partyka, Antiallergy agents. 1., 1,6-dihydro-6-oxo-2-phenylpyrimidine-5-carboxylic acids and esters, Journal of Medicinal Chemistry, 1979, vol. 22, no. 3, pp. 263–269.
- A. K. Gupta, Sanjay, H. P. Kayath, A. Singh, G. Sharma, and K. C. Mishra, Anticonvulsant activity of pyrimidine thiols, Indian Journal of Pharmacology, 1994, vol. 26, no. 3, pp. 227–228.
- A. A. Abu-Hashem, M. M. Youssef, and H. A. R. Hussein, Synthesis, antioxidant, antituomer activities of some new thiazolopyrimidines, pyrrolothiazolopyrimidines and triazolopyrrolothiazolopyrimidines derivatives, Journal of the Chinese Chemical Society, 2011, vol. 58, no. 1, pp. 41–48.
- A. A. Abu-Hashem, M. F. El-Shehry, and F. A. Badria, Design and synthesis of novel thiophenecarbohydrazide, thienopyrazole and thienopyrimidine derivatives as antioxidant and antitumor agents, ActaPharmaceutica, 2010, vol. 60, no. 3, pp. 311–323.
- S. A. Rahaman, Y. R. Pasad, P. Kumar, and B. Kumar, Synthesis and anti-histaminic activity of some novel pyrimidines, Saudi Pharmaceutical Journal, 2009, vol. 17, no. 3, pp. 255–258.
- Y. Nezu, M. Miyazaki, K. Sugiyama, and I. Kajiwara, Dimethoxypyrimidine as novel herbicides part 1: synthesis and herbicidal activity of dimethoxyphenoxyphenoxypyrimidines and analogues, Pesticide Science, 1996, vol. 47, pp. 103–113.
- J. W. Coe, A. F. J. Fliri, T. Kaneko, and E. R. Larson, Pyrimidine derivatives enhancing antitumour activity, 1996, U.S. Patent 5, 491, 234.
- G. A. Breault, N. J. Newcombe, and A. P. Thomas, Imidazolo-5-YL-2-anilino-pyrimidines as agents for the inhibition of the cell proliferation, U.S. Patent 6, 2005, 969, 714 B2.
- F. Xie, H. Zhao, L. Zhao, L. Lou, and Y. Hu, Synthesis and biological evaluation of novel 2,4,5-substituted pyrimidine derivatives for anticancer activity, Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, no. 1, pp. 275–278.
- M. A. Kaldrikyan, L. A. Grigoryan, V. A. Geboyan, F. G. Arsenyan, G. M. Stepanyan, and B. T. Garibdzhanyan, Synthesis and antitumor activity of some disubstituted 5-(3-methyl-4-alkoxybenzyl)pyrimidines, Pharmaceutical Chemistry Journal, 2000, vol. 34, no. 10, pp. 521–524.
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[1]
Shital N. Chadotra, B. B. Baldaniya, "
Synthesis, Characterization and Antimicrobial Activities of Some New Oxazolo Pyrimidine Derivatives, International Journal of Scientific Research in Chemistry(IJSRCH), ISSN : 2456-8457,
Volume 3, Issue 2, pp.49-59, July-August-2018.