Synthesis and Anti-Anxiety Activity of Some 1-Piperazino Derivatives of 2,  4-Diphenyl 2, 3-Dihydro-1, 5-Benzodiazepine

N.R. Chatterjee; B.G. Chandak; G.R. Jadhav; D.C. Sharma

doi:10.37285/ijddd.1.2.4

Articles

Vol. 1 No. 2 (2010): April– June 2010

Synthesis and Anti-Anxiety Activity of Some 1-Piperazino Derivatives of 2, 4-Diphenyl 2, 3-Dihydro-1, 5-Benzodiazepine

N.R. Chatterjee^▸^▾
B.G. Chandak^▸^▾
G.R. Jadhav^▸^▾
D.C. Sharma^▸^▾

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DOI: https://doi.org/10.37285/ijddd.1.2.4
Submitted: November 24, 2024
Published: 2010-05-15

Abstract

Halogenation reaction of 2-methyl, 2, 4- diphenyl-1H-1, 5-benzodiazepine (1) with thionyl chloride gave the N-chloro derivative(2) which on condensation with 4- substituted piperazines afforded the title compounds (3) which were characterized by analytical and spectral data. All these compounds (3a-c) showed significant anti-anxiety activity against diazepam as a standard by elevated plus maze method.

References

[1] J.K. Landquist, In Comprehensive Heterocyclic Chemistry, Vol. 1; A.R. Katritzky and C. W. Pees, Pergamon: Oxford, (1984), 166.
[2] L.O. Randall and B. Kappel, Benzodiazepines, Garattini S. Mussini E, Randall L.O., Eds. Raven press: New York,(1973), 27.
[3] J. Knabe, H.P. Buch and S. Bender, Arch. Pharm.(Weinheim) (1995), 59-66.
[4] A. Matsuhisa, H. Koshio, K. Sakamoto, N. Taniguchi, T. Yatsu and A. Tanaka, Chem. Pharm. Bull. 46 (1998), 1566-1579.
[5] M. C. Aversa, A. Ferlazzo, P. Giannetto and F. H. Kohnke, Synthesis, (1986), 230.
[6] A. M. El-Sayed, H. Abdel-Ghany and A. M. El-Saghier, Synth Commun, 29 (1999), 3561.
[7] J. S. Yadev, B. V. S. Reddy, S. Praveenkumar and K. Nagaiah, Synthesis, (2005), 480.
[8] P. Stahlofen and W. Ried, Chem Ber,90 (1957),815.
[9] W. Ried and E. Torinus, Chem Ber,92(1957),2902
[10] Chatterjee N. R., Chandak B. G., Thube S. S.,S. D.Kulkarni and A.D.Deshpande, Inter. J. of Chem. Sci.: 7(2), 2009, 805-813.
[11] M.A. Rubin, C.A. Albach, D.B. Berlese, H.G. Bonacorso, S.R.T. Bittencourt, C.M.T. Queiroz, A.E. Maixner and C.F. Mello,Brazilian Journal of Medical and Biological Research 33 (2000),1069-1073.
[12] S.L. Bodhankar, S.D. Ambavade, N.A. Mhetre and V.D. Tate, Ind. J. Phacmacol, 38 (2009), 254-9

Keywords

Benzodiazepines
anti-anxiety activity

How to Cite

Chatterjee, N., Chandak, B., Jadhav, G., & Sharma, D. (2010). Synthesis and Anti-Anxiety Activity of Some 1-Piperazino Derivatives of 2, 4-Diphenyl 2, 3-Dihydro-1, 5-Benzodiazepine. International Journal of Drug Design and Discovery, 1(2), 136–139. https://doi.org/10.37285/ijddd.1.2.4

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[1] [1] J.K. Landquist, In Comprehensive Heterocyclic Chemistry, Vol. 1; A.R. Katritzky and C. W. Pees, Pergamon: Oxford, (1984), 166.

[2] [2] L.O. Randall and B. Kappel, Benzodiazepines, Garattini S. Mussini E, Randall L.O., Eds. Raven press: New York,(1973), 27.

[3] [3] J. Knabe, H.P. Buch and S. Bender, Arch. Pharm.(Weinheim) (1995), 59-66.

[4] [4] A. Matsuhisa, H. Koshio, K. Sakamoto, N. Taniguchi, T. Yatsu and A. Tanaka, Chem. Pharm. Bull. 46 (1998), 1566-1579.

[5] [5] M. C. Aversa, A. Ferlazzo, P. Giannetto and F. H. Kohnke, Synthesis, (1986), 230.

[6] [6] A. M. El-Sayed, H. Abdel-Ghany and A. M. El-Saghier, Synth Commun, 29 (1999), 3561.

[7] [7] J. S. Yadev, B. V. S. Reddy, S. Praveenkumar and K. Nagaiah, Synthesis, (2005), 480.

[8] [8] P. Stahlofen and W. Ried, Chem Ber,90 (1957),815.

[9] [9] W. Ried and E. Torinus, Chem Ber,92(1957),2902

[10] [10] Chatterjee N. R., Chandak B. G., Thube S. S.,S. D.Kulkarni and A.D.Deshpande, Inter. J. of Chem. Sci.: 7(2), 2009, 805-813.

[11] [11] M.A. Rubin, C.A. Albach, D.B. Berlese, H.G. Bonacorso, S.R.T. Bittencourt, C.M.T. Queiroz, A.E. Maixner and C.F. Mello,Brazilian Journal of Medical and Biological Research 33 (2000),1069-1073.

[12] [12] S.L. Bodhankar, S.D. Ambavade, N.A. Mhetre and V.D. Tate, Ind. J. Phacmacol, 38 (2009), 254-9