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^▸^▾

Requires Subscription or Fee pdf (INR 2000)

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

Similar Articles

J.P. Sen, D.K. Shukla, A Jain, Conventional as well as Microwave Assisted Synthesis Characterization and Antimicrobial Studies of Some New Derivatives of -5-[2'-Marcapto-1-Methylene)-(1', 3’, 4’-Thiadiazoles)] - 1, 2, 3-Benzotriazoles , International Journal of Drug Design and Discovery: Vol. 1 No. 4 (2010): October-December 2010
Rajendra D. Dighe, Mahendra R. Shiradkar, Sheetal S. Rohom, Prashant D. Dighe, Sanjay R. Chaudhari, Microwave Assisted Synthesis and Evaluation of Thiazole Derivatives as M. tuberculosis and Antimicrobial Activity , International Journal of Drug Design and Discovery: Vol. 2 No. 2 (2011): April – June 2011
Malleshappa N. Noolvi, Varun Bhardwaj, Harun M. Patel, 3D QSAR Studies on a Series of 4-Anilino Quinazoline Derivatives as Tyrosine Kinase (EGFR) Inhibitor: The k-Nearest Neighbor Molecular Field Analysis Approach , International Journal of Drug Design and Discovery: Vol. 1 No. 4 (2010): October-December 2010
Chetan P. Pulate, Gurubasavrajswamy P. M., Rishikesh V Antre, Divakar Goli, Microwave-Assisted Synthesis and Antimicrobial Activity of Novel Azetidinones from Dehydroacetic Acid , International Journal of Drug Design and Discovery: Vol. 2 No. 2 (2011): April – June 2011
Revathi A Gupta, Kaskhedikar S.G, Investigation of the Structural Requirement for 3, 5-disubstituted 4, 5 dihydroisoxazole analogs against M. tuberculosis: QSAR Study , International Journal of Drug Design and Discovery: Vol. 1 No. 1 (2010): January-March 2010
Sachin Ingale, Tabreskhan Pathan, Rhea Mohan, C.S Ramaa, Synthesis and Preliminary Evaluation of a Series of Difluorinated Chalcones as Potential Antiproliferative Agents in the Treatment of Breast Cancer , International Journal of Drug Design and Discovery: Vol. 1 No. 3 (2010): July–September 2010
Vivek K Vyas, Manjunath Ghate , QSAR Modeling of Substituted Benzimidazole Derivative as Angiotensin II-AT1 Receptor Antagonist: WHIM Descriptors , International Journal of Drug Design and Discovery: Vol. 2 No. 1 (2011): January – March 2011
Jubie S, Gayathri R, Srividya A.R., Kalirajan R, `Suresh S, Sankar S., Elango K, New Benzimidazolo Indane-1, 3-Dione Derivatives: Synthesis and In-vitro Screening Against Helminthic Infections , International Journal of Drug Design and Discovery: Vol. 2 No. 2 (2011): April – June 2011
Navin B. Patel , Hemant R.Patel , Design and Synthesis of 2-(5-ethyl-pyridine-2-yl) ethanol Analogs as Potential Microbial Agents , International Journal of Drug Design and Discovery: Vol. 1 No. 1 (2010): January-March 2010
Okram M Singh, Nepram S Devi, Laishram R. Devi, Nonibala Khumanthem, Cupric Chloride Catalysed Synthesis of 5-methylmercaptothiocarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones under Solvent-free Condition and their Antimicrobial Activities , International Journal of Drug Design and Discovery: Vol. 1 No. 3 (2010): July–September 2010

<< < 1 2 3 4 5 6 7 > >>

You may also start an advanced similarity search for this article.

[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