Synthesis of 2-Benzylidene and 2-Hetarylmethyl Derivatives of 2H-1,4-Benzoxazin-3-(4H)-ones as Neuroprotecting Agents

REFERENCES

• Balderamos , M. ; Ankati , H. ; Akubathini , S. K. ; Patel , A. V. ; Kamila , S. ; Mukherjee , C. ; Wang , L. ; Chen , H.-M. ; Biehl , E. R. ; D'Mello , S. R. Synthesis and structure–activity relationship studies of 3′ substituted indolin-2-ones as effective neuroprotective agents . Exp. Biol. Med. 2008 , 233 , 1395 .
   Google Scholar
• Ankati , H. ; Akibathini , S. K. ; Kamila , S. ; Mukjerjee , C. ; D'Mello , S. R. ; Biehl , E. R. Preparation of 3′-substituted indolin-2-ones . Open Org. Chem. J. 2008 , 2 , 138 .
   Google Scholar
• Wang , L. ; Ankati , H. ; Akubathini , S. K. ; Balderamos , M. ; Storey , C. A. ; Patel , A. V. ; Price , V. ; Kretzschmar , D. ; Biehl , E. R. ; D'Mello , S. R. Identification of novel 1,4-benzoxazine compounds that are protective in tissue culture and in vivo models of neurodegeneration . J. Neurosci. Res. 2010 , 88 , 1970 – 1984 .
   PubMed Web of Science ®Google Scholar
• See, for example, (a) Akubathini , S. K. ; Biehl , E. Copper-catalyzed alkyne–aryne coupling reaction under microwave conditions: Preparation of unsymmetric and symmetric disubstituted alkynes . Tetrahedron Lett. 2009 , 50 , 1809 – 1813 ; (b) Kamila , S. ; Biehl , E. R. Synthesis of thiazolines by the reaction of aryl keto nitriles with cysteamine via microwave irradiation . J. Heterocycl. Chem. 2007 , 44 , 407 – 412 ; (c) Kamila , S. ; Biehl , E. R. Microwave-assisted “green” synthesis of 2-alkyl/arylbenzothiazoles in one pot: A facile approach to anti-tumour drugs . J. Heterocycl. Chem. 2006 , 43 , 1 – 6 ; (d) Kamila , S. ; Koh , B. ; Khan , O. ; Biehl , E. R. Regioselective one-pot synthesis of 2-alkyl/aryl-4H-benzo[1,4]thiazine-3-ones via microwave irradiation . J. Heterocycl. Chem. 2006 , 43 , 1641 – 1645 ; (e) Kamila , S. ; Zhang , H. ; Biehl , E. R. One-pot synthesis of 2-aryl- and 2-alkylbenzothiazoles under microwave-assisted solvent-free conditions . Heterocycles 2005 , 65 , 2493 – 2499 .
   Google Scholar
• Rafferty , P. ; Calderwood , D. ; Arnold , L. D. ; Gonzalez , P. B. ; Ortego , M. ; Jose , L. ; Perez , D. V. ; Maria , J. ; Fernandez , I. F. Preparation and effects of benzothiazinones and benzoxazinones as protein kinase inhibitors. PCT Int. Appl. WO 2000075139, 2000.
   Google Scholar
• Sastry , C. V. R. ; Bansal , O. P. ; Rao , K. S. ; Rao , P. P. ; Jain , M. L. ; Shridhar , D. R. Synthesis and biological activity of some new 6-isothiocyanato-, 6-N-[bis9methoxycrbonyl)guanidine]-, and 6-[2-aryl/2-(arylamino)thiazol-4-yl]-2H-1,4-benzoxacin-3-(4H)-ones . Ind. J. Chem., Sect. B 1987 , 26B ( 7 ), 662 – 665 .
   Google Scholar
• Turk , C. F. ; Krapcho , J. ; Michel , I. M. ; Weinryb , I. Synthesis and central nervous system activity of 2-arylidene-4-aminoalkyl-2H-1,4-benzoxazin-3(4H)-ones and related compounds . J. Med. Chem. 1977 , 20 ( 5 ), 729 – 732 .
   PubMed Web of Science ®Google Scholar