PL EN


Preferences help
enabled [disable] Abstract
Number of results
2014 | 69 | 1-2 | 141-158
Article title

Hydroxyapatite catalyzed cyclization of aryl enones: Solvent-free efficient synthesis of some 4-aryl-5,6-dihydro- 6-(substituted phenyl)-4H-1,3-oxazine-2-amines

Content
Title variants
Languages of publication
EN
Abstracts
EN
Some 4-aryl-5,6-dihydro-6-(substituted phenyl)-4H-1,3-oxazine- 2-amine derivatives including 4-(4-methyl-1-naphthyl)-5,6- dihydro-6-(substituted phenyl)-4H-1,3-oxazine-2-amines have been synthesised by hydroxyapatite catalyzed solvent-free cyclization of aryl chalcones and urea using microwave irradiation under solventfree condition. The yields of the oxazines were more than 85%. The synthesised oxazine amines have been characterized by their physical constants, analytical and spectroscopic data.
Publisher
Year
Volume
69
Issue
1-2
Pages
141-158
Physical description
Dates
published
1 - 12 - 2014
online
30 - 12 - 2014
References
  • [1] J. Cherian, I. Choi, A. Nayyar, U.H. Manjunatha, T. Mukherjee, Y.S. Lee, H.I. Boshoff, R. Singh,Y. H. Ha, M. Goodwin, S.B. Lakshminarayana, P. Niyomrattanakit, J. Jiricek, R. Ravindran, T. Dick, T.H. Keller, V. Dartois, C.E. Barry, J. Med. Chem., 54(16), 5639 (2011).
  • [2] A.M. Thompson, H.S. Sutherl , D.B. Palmer, I. Kmentova, A. Blaser, S.G. Franzblau, B. Wan, Y. Wang, Z. Ma, W.A. Denny, J. Med. Chem., 54(16), 6563, (2011).
  • [3] I.P. Yakovlev, A.V. Prep’yalov, B.A. Ivin, Chem. Heterocycl. Compd, 30(3), 255, (1994).
  • [4] M.K. Manjula, K.M.L. Rai, S.L. Gaonkar, K.A. Raveesha S. Satish, Eur. J. Med. Chem., 44, 280 (2009).
  • [5] B.P. Mathew, A. Kumar, S. Sharma, P.K. Shukla, M. Nath, Eur. J. Med. Chem. 45, 1502, (2010).
  • [6] M.J. Elarfi, H.A. Al-Difar, Sci. Rev.Chem. Commun., 2(2), 103, (2012).
  • [7] V. Tiwari, J. Meshram, P. Ali, J. Sheikh U. Tripathi, J. Enzyme Inhibit.Med. Chem., 26(4), 569, (2011).
  • [8] B.C. Das, A.V. Madhukumar, J. Anguiano S. Mani, Bioorg. Med. Chem. Lett., 19(15), 4204, (2009).
  • [9] D. Zhou, B.L. Harrison, U. Shah, T.H. Andree, G.A. Hornby, R. Scerni, Bioorg. Med. Chem. Lett., 16(5), 1338,(2006).
  • [10] S. Wang, Y. Li, Y. Liu, A. Lu Q. You, Bioorg. Med. Chem. Lett., 18(14), 4095, (2008).
  • [11] Y. Ando, K. Ando, M. Yamaguchi, J. Kunitomo, M. Koida, R. Fukuyama, Bioorg. Med. Chem. Lett., 16(22), 5849, (2006).
  • [12] L. Benameur, Z. Bouaziz, P. Nebois, M. H. Bartoli, M. Boitard, H. Fillion, Chem. Pharm. Bulletin (Tokyo), 44(3), 605, (1996).
  • [13] K. Roy, I. Mitra A. Saha, Chem. Biol. Drug Design, 74(5), 507, (2009)..
  • [14] A. Blaser, D. Palmer, S. H. Sutherl , I. Kmentova, S. G. Franzblau B. Wan, J. Med.Chem., 55(1), 312, (2012).
  • [15] L. Seal, D. Von Hoff. R. Lawrence, E. Izbicka R.M. Jamison, Investi. New Drugs, 15(4), 289, (1997).
  • [16] B. Brudeli, L.R. Moltzau, K.W. Andressen, K.A. Krobert, J. Klaveness F.O. Levy, Bioorg. Med. Chem., 18(24), 8600, (2010).
  • [17] M. Akhter, A. Husain, N. Akhter M.S.Y. Khan, Indian J. Pharm. Sci., 73, 101, (2011).
  • [18] D. Gothi, J.M. Joshi, Recent Patent. Antiinfect. Drug Discov., 6(1), 27, (2011).[Crossref]
  • [19] K.S. Oh. S. Lee, J.K. Choi B.H. Lee, Comb. Chem. Higher Throughput Screen, 13(9), 790 (2010).
  • [20] S.Y. Cho, J.Y. Baek, S.S. Han. S.K. Kang, J.D. Ha J.H. Ahn, Bioorg. Med. Chem. Lett., 16(3), 499, (2006).
  • [21] S.F. Lee, Q. Vérolet A. Fürstenberg, Angew. Chem. Int. Ed., 52(34), 8948, (2013).
  • [22] L.A. Kass, Biotech Histochem, 70(1), 19, (1995).[PubMed]
  • [23] L.A. Kass, Biotech Histochem, 70(1), 29,(1995).
  • [24] C. Jung, B.K. Müller, D.C. Lamb, F. Nolde, K. Müllen C. Bräuchle, J. Am.Chem. Soc., 128(15), 5238, (2006).
  • [25] A.K. Verma, D. Chioudhary, R.K. Saunthwal, V. Rustagi, M. Patel R.K. Tiwari, J. Org. Chem., 78(13), 6657, (2013).
  • [26] M.A. Khalilzadeh, I. Yavari, Z. Hossaini H. Sadeghifar, Monatsch Chem., 140, 467, (2009).
  • [27] S.B. Sapkal, K.F. Shelke, A.H. Kategaonkar M.S. Shingare, Green Chem. Lett., 2(2), 57, (2009).
  • [28] J.H. MacMillan S.S. Washburne, Detailed Synthetic Procedure for 4-(4-bromophenyl)-1,3(3H) Oxazine-2,6-Dione related 4 5-aryl substituted -1,3(3H) Oxazine-2,6-Diones. Spectroscopic analytical data are included. Temple University, http://www.archive.org. (2013).
  • [29] G. Thirunarayanan, P. Mayavel K. Thirumurthy, Spectrochim. Acta Part A, 91, 18, (2012).
  • [30] G. Thirunarayanan, S. Surya, S. Srinivasan, G. Vanangamudi, V. Sathiyendiran, Spectrochim. Acta Part A, 75, 152, (2010).
  • [31] M. Subramanian, G. Vanangamudi G. Thirunarayanan, Spectrochim. Acta Part A, 110, 116, (2013).
  • [32] Z. Turgut, E. Pelit A. Koycil, Molecules, 12, 345, (2007).[PubMed]
  • [33] M. Ansari, S. M. Naghib, F. Moztarzadeh A. Salati, Ceramics- Silikáty, 55, 123, (2011).
  • [34] G. Thirunarayanan, Int. J. Sci. Res. Know, 1, 580, (2013).
Document Type
Publication order reference
YADDA identifier
bwmeta1.element.-psjd-doi-10_2478_umcschem-2013-0015
Identifiers
JavaScript is turned off in your web browser. Turn it on to take full advantage of this site, then refresh the page.