International E-publication: Publish Projects, Dissertation, Theses, Books, Souvenir, Conference Proceeding with ISBN.  International E-Bulletin: Information/News regarding: Academics and Research

Synthesis, Characterization and Biological studies of Novel Heterocyclic compounds

    ,

Author Affiliations

  • 1K.K. Shah Jarodwala Maninagar Science College, Ahmedabad, Gujarat, INDIA
  • 2Shri R K Parikh Arts and Science College, Petlad. Gujarat, INDIA

Res. J. Recent Sci., Volume 4, Issue (ISC-2014), Pages 177-181, (2015)

Abstract

Reaction of N-((1H-benzoimidazol-2-yl)methyl)-N-methylethanamine(1) with chloro acetic acid and hydrazine hydrate gives 2-(2-((ethyl(methyl)amino)methyl)-1H-benzoimidazol-1-yl)acetohydrazide(2),Which react with CS2/KOH gives 5-((2-((ethylmethylamino)methyl)-1H-benzoimidazol-1-yl)methyl)-1,3,4-oxadiazole-2(3H)-thione(3). The product (3) on Mannich reaction gives different 3-((dialkyl amino)methyl)-5-((2-((ethyl (methyl)amino)methyl)-1H-benzoimidazol-1-yl)methyl)-1,3,4-oxadiazole-2(3H)-thione (4a-e). The structures of these newly synthesized compounds were established on the basis of analytical studies as well as spectral studies. The final products were examined for their antibacterial studies and antifungal studies.

References

  1. Padmavathi V., Reddy G.S, Padmaia A., Kondaiah P., Shazia A., Synthesis, antimicrobial and cytotoxic activities of 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles, Eur J Med Chem.,44(5), 2106–2112, (2008)
  2. Karegoudar P., Parasa D.J., Ashok M., Mahalinga M., Poojary B. and Holla B.S., Synthesis, antimicrobial and anti-inflammatory activities of some 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles and 1,2,4-triazolo[3,4-b][1,3,4] thiadiazines bearing trichlorophenyl moiety, Eur J Med Chem., 43(4), 808–815,(2008)
  3. Acharya B.N. and Saraswat D., Pharmacophore based discovery of potential antimalarial agent targeting haem detoxification pathway, Eur J Med Chem., 43(12), 2840–2852, (2008)
  4. Ajay Kumar K., Jayaroopa P., Vasanth Kumar G., Comprehensive Review On The Chemistry Of 1,3,4- Oxadiazoles And Their Applications, International Journal of ChemTech Research, 4(4),1782-1791 (2012)
  5. Naik T.A. and Chikhalia K.H.,Studies On Synthesis Of Pyrimidine Derivatives And Their Pharmacological Evaluation, E-journal of chemistry, 4(1), 60-66 (2007)
  6. Bhatia S. and Gupta M, 1, 3, 4-Oxadiazole as antimicrobial agents: An overview, J. Chem. Pharm. Res., 3(3), 137-147(2011)
  7. Ragavendran J.V., Sriram D., Patel S.K., Reddy I.V., Bharathwajan N., Stables J.,Yogeeswari P., Design and synthesis of anticonvulsants from a combined phthalimide–GABA–anilide and hydrazone pharmaco- phore, Eur J Med Chem.,42(2),146–151(2007)
  8. Kaymakçolu K.B., Oruç E.E., Unsalan S., Kandemirli F., Shvets N., Rollas S.,Anatholy D., Synthesis and characterization of novel hydrazide–hydrazones and the study of their structure–antituberculosis activity, Eur. J. Med.Chem, 41(11), 1253-1261 (2006)
  9. Küçükgüzel S.G., Kocatepe A., Clercq E. De, Sahin F., Güllüce M., Synthesis and biological activity of 4-thiazolidinones, thiosemicarbazides derived from diflunisal hydrazide, Eur. J. Med.Chem., 41(3), 353-359 (2006)
  10. Jain S.K. and Nandan J., Synthesis and Biological Evaluation of 3, 5-Disubstituted-1,2,4-Oxadiazoles as Antihistaminic Agents World Journal of Pharmacy and Pharmaceutical Sciences, 3(7), 762-773 (2014)
  11. Harish K., Sadique A.J., Suroor A.K. and Mohammad A., Synthesis And Biological Evaluation Of 3, 5-Disubstituted-1,2,4-Oxadiazoles As Antihistaminic Agents, Eur J Med Chem., 43(12), 2688-2698 (2008)
  12. Karabasanagouda T., Adhikari A.V. and Shetty N.S., Synthesis and Antimicrobial Activities of Some novel 1,3,4-Oxadiazoles Carrying Alkylthio and Alkylsulphonyl phenoxy Moieties, Phosp Sulf and Silicon, 182(12), 2925-2941 (2007)
  13. Fang L., Luo X.O., Song B.A., Bhadury P.S., Song Y., Jin L.H., Weixue X. and Hu D.Y., Synthesis and antifungal activity of novel sulfoxide derivatives containing trimethoxyphenyl substituted 1,3,4-thiadiazole and 1,3,4-oxadiazole moiety, Bioorg Med Chem.,16(7)3632-3640 (2008)
  14. Zicane D., Tetere Z., Mierina I., Turks M., Ravina I. and Leonciks A., Synthesis of quinazolinone-1,3,4 oxadiazole conjugates and studies of their antibacterial and antioxidant activity Journal of Chemical and Pharmaceutical Research, 6(4), 1153-1158 (2014)
  15. Somashekhar M., Sonnad B., Tare B., Heralagi R.V. and Lokapure S., Synthesis and Antimicrobial activity of 5[4(morpholin-4-yl) phenyl]1,3,4 Oxadiazole 2-yl Sulphonyl acetohydrazide Derivatives International Journal of Medicine and Pharmaceutical Research, 2(2), 560-569 (2014)
  16. Harish K.P., Mohana K.N., Mallesha L. and Veeresh B., Synthesis and in vivo anticonvulsant activity of 2-methyl-2-[3-(5-piperazin-1-yl-[1,3,4]oxadiazol-2-yl)-phenyl]-propionitrile derivatives, Arch. Pharm. Chem. Life Sci., 347(4), 256-267, (2014)
  17. Sun J., Zhu H., Yang Z.and Zhu H., Synthesis, molecular modeling and biological evaluation of 2-aminomethyl-5-(quinolin-2-yl)-1,3,4-oxadiazole-2(3H)-thione quinolone derivatives as novel anticancer agent, Eur. J. Med. Chem., 60, 23-28, (2013)
  18. Rane R.A., Bangalore P., Borhade S.D. and Khandare P. K., Synthesis and evaluation of novel 4-nitropyrrole-based 1,3,4-oxadiazole derivatives as antimicrobial and anti-tubercular agents, Eur. J. Med. Chem., 70, 49-58, (2013)
  19. Clitherow J.W., Beswick P., Irving W.J., Scopes D.I.C., Barnes J.C., Clapham J., Brown J.D., Evans D.J. and Hayes A.G., Novel 1, 2, 4-oxadiazoles as potent and selective histamine H3 receptor antagonists, Bioorg. Med. Chem. Lett., 6(7), 833-838 (1996)
  20. Grabmann S., Sadek B., Ligneau X., Elz S., Ganellin C.R., Arrang J.M., Schwartz J.C., Stark H. and Schunack W., Progress in the proxifan class: heterocyclic congeners as novel potent and selective histamine H(3)-receptor antagonists, Eur. J. Pharm. Sci., 15(4), 367-378 (2002)
  21. Shah H.J. and Chaudhari J.A., Synthesis, characterization and biological studies of some novel benzimidazole derivatives,J. Chem. Pharm. Res., 6(7),1890-1894 (2014)
  22. Shah H.J. and Chaudhari J.A., Studies of Novel Heterocyclic Compounds,Der Pharma Chemica 6(6), 79-83 (2014)
  23. Lingala S., Nerella R. and Sambasiva Rao K.R.S., Synthesis, Antimicrobial And Anthelmintic Activity Of Some Novel Benzimidazole Derivatives, International Journal of Pharmaceutical Sciences Review and Research., 10(2), 100-105 (2011)