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Synthesis of spiro[indolo-1,5-benzodiazepines] from 3-acetyl coumarins for use as possible antianxiety agents

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Abstract

3-Acetyl coumarins (1) when allowed react with isatin (2) gave corresponding 3-(3′-hydroxy-2′-oxo indolo) acetyl coumarins (3), which on dehydration afforded the correspondingα,β-unsaturated ketones (4). Cyclocondensation of (4) with substitutedo-phenylene diamines resulted in novel 3-coumarinyl spiro[indolo-1,5-benzodiazepines] (5). Structures of all the compounds have been established on the basis of their IR, NMR and mass spectral data and have been screened for their antimicrobial activity and antianxiety activity in mice

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References

  1. Richer A G and Sternbach L H 1968Chem. Rev. 68 747

    Article  Google Scholar 

  2. Smith R H, Jorgen W L, Tirado R J and Lamb M L 1998J. Med. Chem. 41 5272

    Article  CAS  Google Scholar 

  3. Jadhav K P and Ingled D B 1983Indian J. Chem. B22 180

    Google Scholar 

  4. Reddy R J, Ashok D and Sharma P N 1993Indian J. Chem. B32 404

    Google Scholar 

  5. Satyanarayan K and Rao M N 1993Indian J. Pharm. Sci. 55 230

    Google Scholar 

  6. Dessarro G, Chimirri A, Dessaro A and Gitto R 1995Eur. J. Med. Chem. 30 925

    Article  Google Scholar 

  7. Ishikawa SJpn. Kokai Tokkyo Koho Jp. 61 96, 650;Chem. Abstr. 106 11222g

  8. Yoshihana I, Okuhara M and Yamamoto TEuri. Pat. Appl EP. 435 262;Chem. Abstr. 117 58904y

  9. Knoevenagel E 1898Berichte 31 730

    CAS  Google Scholar 

  10. Bagchi P P and Ittyeah PI 1955Agra Univ. J. Res. 14 5

    Google Scholar 

  11. Kovonagh F 1963Analytical microbiology (New York: Academic Press) p. 125

  12. Crawley J N and Godwin F K 1980 Preliminary of simple animal behavior model for effect of benzodiazepines.Pharm. Biochem. Behav. 167–170

  13. Kilfoil T, Michel A and Montgomony D 1988Psycho. Pharmacol. 28 901

    Google Scholar 

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Correspondence to Manohar V. Kulkarni.

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Kusanur, R.A., Ghate, M. & Kulkarni, M.V. Synthesis of spiro[indolo-1,5-benzodiazepines] from 3-acetyl coumarins for use as possible antianxiety agents. J Chem Sci 116, 265–270 (2004). https://doi.org/10.1007/BF02708277

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  • DOI: https://doi.org/10.1007/BF02708277

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