QUINOLIN-6-AMINES: SYNTHESIS AND BIOLOGICAL EVALUATION

https://doi.org/10.22146/ijc.21274

Hament Panwar(1*), Nidhi Chaudhary(2), Ranjana Dubey(3), Tilak Ram(4)

(1) Department of Chemistry, Neelkanth Institute of Technology, Modipuram-250110, Meerut, U.P.
(2) Department of Chemistry, M.I.E.T., Meerut-250001, U.P.
(3) Department of Chemistry, S.R.M. University, Modinagar-201204, Ghaziabad, U.P.
(4) Department of Chemistry, Govt. P.G. College, Uttarkashi-249193, U.K
(*) Corresponding Author

Abstract


Some novel 2-{(chloromethoxy)methyl}thio-N-substituted phenyl-[1,2,4]triazolo[1,5-a] quinolin-6-amines have been derived from 5-bromocoumarin. All the synthesized compounds have been characterized by elemental and spectral (I.R., 1H-NMR, Mass) analysis and evaluated for their antimicrobial, insecticidal and anthelmintic activities.

Keywords


Quinolin-6-amines; antimicrobial; insecticidal; anthelmintic

Full Text:

Full Text PDF


References

[1] Bruneto, J., 1999, Pharmacognosy, Phytochemistry, Medicinal Plants, 2nd ed., Intercept Ltd., Hampshire, U. K., 263–277.

[2] Mulwad, V.V., and Pawar, R.B., 2003, Indian J. Chem., 42B, 2091–2096.

[3] Sharma, P., and Pritmani, S., 1999, Indian J. Chem., 38B, 1139–1142.

[4] Emmanuel-Giota, A.A., Fylaktakidou, K.C., Hadjipavlou-Litina, D.J., Litinas, K.E., and Nicolaides, D.N., 2001, J. Heterocycl. Chem., 38, 3, 717–722.

[5] Pratibha, S., and Shreeya, P., 1999, Indian J. Chem., 38, 1139–1142.

[6] Rajanarendar, E., Karunakar, D., and Srinivas, M., 2004, Indian J. Chem., 43B, 643–648.

[7] Anklekar, K.Y., Lakkannavar, C.D., Kulkarni, G.M., and Kulkarni, M.V., 2003, Indian J. Chem., 42B, 1548–1550.

[8] Patonay, T., Litkei, G.Y., Bognar, R., Erdei, J., and Misztic, C., 1984, Pharmazie, 39, 86–91.

[9] Shaker, R.M., 1996, Pharmazie, 51, 148–151.

[10] El-Farargy, A.F., 1991, Egypt. J. Pharm. Sci., 32, 625–632.

[11] Liu, B., Xie, L-G., Xu, X-H., and Li, Y-H., 2011, Chin. J. Org. Chem., 31, 12, 2067–2073.

[12] Raev, L.D., Voinov, E., Ivanov, I.C., and Popov, D., 1990, Pharmazie, 45, 9, 696.

[13] Nofal, Z.M., El-Zahar, M., and Abd El-Karim, S., 2000, Molecules, 5, 2, 99–113.

[14] Xie, L., Tukeuchi, Y., Consetino, L.M., and Lee, K.H., 1999, J. Med. Chem., 42, 2662–2672.

[15] Manolov, I., and Danchev, N.D., 1995, Eur. J. Med. Chem., 30, 6, 531–536.

[16] Ragavendran, J.V., Sriram, D., Patel, S.K., Reddy, I.V., Bharathwajan, N., Stables, J., and Yogeeswari, P., 2007, Eur. J. Med. Chem., 42, 2, 146–151.

[17] Rahman, V.P.M., Mukhtar, S., Ansari, W.H., and Lemiere, G., 2005, Eur. J. Med. Chem., 40, 2, 173–184.

[18] Zora, M., and Gormen, M., 2007, J. Organomet. Chem., 692, 22, 5026–5032.

[19] Ito, T., Fraser, I.P., Yeo, Y., Highley, C.B., Bellas, E., and Kohane, D.S., 2007, Biomaterials, 28, 10, 1778–1786.

[20] Acharya, B.N., Saraswat, D., and Kaushik, M.P., 2008, Eur. J. Med. Chem., 43, 12, 2840–2852.

[21] O’Kennedy, R., and Thornes, R.D., 1997, Coumarins–Biology, Applications and Mode of Action, John Wiley & Sons Ltd., Chichester, Eds., 315.

[22] Zahradnik, M., 1992, The Production and Application of Fluorescent Brightening Agent, John Wiley & Sons Ltd., Chichester, England.

[23] Schafer, F.P. (Eds.), 1990, Dye Lasers, 3rd ed., Springer-Verlag, Berlin.

[24] Duarte, F.J., and Hillman L.W. (Eds.), 1990, Dye Laser Principles, Academic, New York.

[25] Duarte F.J., 2003, Tunable Laser Optics, Elsevier-Academic, New York, Appendix of Laser Dyes.

[26] El Ashry, E.H., Kassem, A.A.K., Abdel-Hameed, H.M., Louis, F., Khattab, S.A.N., and Aouad, M.R., 2009, Carbohydr. Res., 344, 6, 725–733.

[27] Cansız, A., Koparır, M., and Demirdag, A., 2004, Molecules, 9, 4, 204–212.

[28] Liu, J., Li, L., Dai, H., Liu, Z., and Fang, J., 2006, J. Organomet. Chem., 691, 12, 2686–2690.

[29] Ye, X-X., Chen, Z-F., Zang, A-J., and Zang, L-X., 2007, Molecules, 12, 6, 1202–1209.

[30] Sztanke, M., Tuzimski, T., Rzymowska, J., Pasternak, K., and Kandefer-Szerszen, M., 2008, Eur. J. Med. Chem., 43, 2, 404–419.

[31] Moise, M., Sunel, V., Profire, L., Popa, M., Debrieres, J., and Peptu, C., 2009, Molecules, 14, 7, 2621–2631.

[32] Isloor, A.M., Kalluraya, B., and Shetty, P., 2009, Eur. J. Med. Chem., 44, 9, 3784–3787.

[33] Farghaly, A., and El-Kashef, H., 2006, ARKIVOC, xi, 76–90.

[34] El Ashry, E.S.H., Kassem, A.A., Abdel-Hamid, H., Khattab, S.A.N, and Aouad, M.R., 2006, ARKIVOC, xiv, 119–132.

[35] Qin, X., Yu, H., Liu, J., Dai, B.G., Qin, Z., Zhang, X., Wang, T., and Fang, J., 2009, ARKIVOC, ii, 201–210.

[36] Xu, W., Song, B., Bhadury, P., Song, Y., and Hu, D., 2010, Molecules, 15, 2, 766–779.

[37] Khanmohammadi, H., Abnosi, M.H., Hosseinzadeh, A., and Erfantalab, M., 2008, Spectrochim. Acta, Part A, 71, 1474–1480.

[38] Chai, B., Qian, X., Coa, S., Lui, H., and Song, G., 2003, ARKIVOC, ii, 141–145.

[39] Cruickshank, R., Duguid, P.J., Marion, P.B., and Swain, H.R., 1975, in Medicinal Microbiology, 12th ed., Churchill Livingstone, London, U.K.

[40] Collins, H.A., 1976, Microbiological Methods, 2nd ed., Butterworth, London, U.K.

[41] Khan, K.Z., 1997, In vitro and vivo screening techniques for bioactivity screening and evaluation, in Proceedings of the International Workshop on UNIDO-CDRI.

[42] Varma, S.R., 1998, Antifungal Agents: Past, Present and Future Prospects, National Academy of Chemistry and Biology, Lucknow, India.

[43] Ogino, K., Shimamura, H., Tomisawa, K., and Urushizaki, F., 1996, US Pat., 5, 484.

[44] Nirmal, S.A., Malwadkar, G., and Laware, R.B., 2007, Songklanakarin J. Sci. Technol., 29, 3, 755–757.

[45] Tambe, V.D., Nirmal, S.A., Jadhav, R.S., Ghogare, P.B., Bhalke, R.D., Girme, A.S., and Bhamber, R.S., 2006, Indian J. Nat. Prod., 22, 27–29.

[46] Thorn, G.W., Adams, R.D., and Petersdrof, R.G., 1977, Harrison’s Principles of Internal Medicine, McGraw Hill Co, New Zoology Department, Prof. M. Bhide, Department of York, 1088.

[47] Vilgar, Z., 1984, Atlas of Medical Parasitology, PG Publishing kind assistance for performing antimicrobial studies House, Singapore, 216.



DOI: https://doi.org/10.22146/ijc.21274

Article Metrics

Abstract views : 1464 | views : 1337


Copyright (c) 2013 Indonesian Journal of Chemistry

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

 


Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.

Web
Analytics View The Statistics of Indones. J. Chem.