Synthesis and Antimicrobial Activity of Some New S-Substituted Quinazolinones Containing Different Heterocyclic Rings

Suaad M.H. Al-Majidi; Mohammed G.A. Al-Khuzaie

doi:10.14233/ajchem.2015.18417

Issue

Vol. 27 No. 2 (2015): Vol 27 Issue 2

Issue Published : January 10, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Antimicrobial Activity of Some New S-Substituted Quinazolinones Containing Different Heterocyclic Rings

https://doi.org/10.14233/ajchem.2015.18417

Suaad M.H. Al-Majidi

Department of Chemistry, College of Science, Baghdad University, Baghdad, Iraq

Mohammed G.A. Al-Khuzaie

Department of Chemistry, College of Science, Baghdad University, Baghdad, Iraq

Corresponding Author(s) : Suaad M.H. Al-Majidi

m_gabbas@yahoo.com

Asian Journal of Chemistry, Vol. 27 No. 2 (2015): Vol 27 Issue 2
Article Published : January 10, 2015

Abstract

New thiazolidine, azetidine and tetrazole derivatives of 2-mercapto-3-phenyl-4(3H)-quinazolinone are synthesized via the conversation of ester derivative (2) of 2-mercapto-3-phenyl-4(3H)-quinazolinone to hydrazide (3) by the reaction with hydrazine hydrate followed by Schiff's bases (4-8) formation by reaction with different aromatic aldehydes. Finally, Schiff's bases reacted with (2-mercptoacetic acid, monochloroacetyl chloride and sodium azide) to form thiazolidine (9-13), azetidine (14-18) and tetrazole (19-23) derivatives, respectively. The structure of newly synthesized compounds were identified by spectral methods their [FTIR and some of them by ¹H NMR, ¹³C NMR] and measurements some of its physical properties and some specific reactions. Furthermore were studied the effects of the preparing compounds on some strains of bacteria and fungicidal.

Keywords

4(3H)Quinazolinone Azetidine Thiazolidine Tetrazole

M.H. Al-Majidi, S., & G.A. Al-Khuzaie, M. (2015). Synthesis and Antimicrobial Activity of Some New S-Substituted Quinazolinones Containing Different Heterocyclic Rings. Asian Journal of Chemistry, 27(2), 756–762. https://doi.org/10.14233/ajchem.2015.18417

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References

M. Noolvi and H. Patel, Arabian J. Chem., 6, 35 (2013); doi:10.1016/j.arabjc.2010.12.031.
M. Al-Omar, A. El-Azab, H. El-Obeid and S. Abdel Hamide, J. Saudi Chem. Soc., 10, 1131 (2006).
K.M. Amin, M.M. Kamel, M.M. Anwar, M. Khedr and Y.M. Syam, Eur. J. Med. Chem., 45, 2117 (2010); doi:10.1016/j.ejmech.2009.12.078.
A. Kadi, A. El-Azab, A. Alafeefy and S. Abdel-Hamide, Az. J. Pharm. Sci., 34, 147 (2001).
S. Ganguli, M. Firdous, T. Maity, R. Bera and M. Panigrahi, Int. J. Pharm. Pharm. Sci., 4, 175 (2012).
T. Eicher and S. Hauptmann, The Chemistry of Heterocycles: Structure, Reactions, Synthesis and Applications, Wiley-VCH Verlag GmbH, Weinheim, Germany, edn. 2 (2003).
B. Subudhi, P. Panda, B. Tosh and S. Sahu, Dhaka Univ. J. Pharm. Sci., 4, 87 (2005).
N. Anbalagan, P. Shanmugapandiyan, K. Denshing, R. Ilavarasan and R. Nirmal, Int. J. Pharm. Sci. Drug Res., 2, 115 (2010).
K. Vijay, R. Yogananda, H. Shameer, E. Jayachandran and G. Sreenivasa, J. Biomed. Sci. Res., 1, 1 (2009).
M. Shreenivas, B. Chetan and A. Bhat, J. Pharm. Sci. Technol., 1, 88 (2009).
B. Popat and H. Vaidhun, Orbital-The Elect. J. Chem., 2, 311 (2010).
P.B. Mohite, R.B. Pandhare and S.G. Khanage, Anal. Univ. Bucuresti-Chim., 20, 107 (2011).
P. Rajasekaran and P. Thampi, Eur. J. Med. Chem., 39, 273 (2004); doi:10.1016/j.ejmech.2003.11.016.
V.H. Bhaskar and P.B. Mohite, J. Optoelect. Biomed. Mater., 2, 249 (2010).
A. Alafeefy, J. Saudi Chem. Soc., 15, 337 (2011); doi:10.1016/j.jscs.2011.06.019.
A. El-Helby and M. Abdel Wahab, Acta Pharm., 53, 127 (2003).
S. Al-Majidi, M. Ahmad and A. Khan, J. Al-Nahrain Univ., 16, 55 (2013).
B. Ishwar, K. Sunil, J. Mishra, P. James and C. Shastry, J. Chem. Pharm. Res, 3, 114 (2011).
M. Sharma, N. Sahu, D. Kohli, S. Chaturvedi and S. Smita, Digest J. Nanomater. Biostruct., 4, 361 (2009).
M. Cacic, M. Molnar, B. Šarkanj, E. Has-Schön and V. Rajkovic, Molecules, 15, 6795 (2010); doi:10.3390/molecules15106795.
M.R. Muthukur Bhoje Gowd and M. Afzal Pasha, J. Chem. Sci., 123, 75 (2011); doi:10.1007/s12039-011-0065-8.
C. Anesini and C. Perez, J. Ethnopharmacol., 39, 119 (1993); doi:10.1016/0378-8741(93)90027-3.
J. Joule and M. Mills, Heterocyclic Chemistry, John Wiley & Sons, Inc., New York, USA, edn. 5 (2010).
R. Silverstein, F. Webster and D. Kiemle, Spectroscopic Identification of Organic Compounds, John Wiley & Sons, Inc., New York, USA, edn. 7 (2005).
R. Shriner, R. Fuson, D. Cartin and T. Morril, The systematic Identification of Organic Compounds, John Wiley & Sons, New York, USA, edn. 8 (1980).

References

M. Noolvi and H. Patel, Arabian J. Chem., 6, 35 (2013); doi:10.1016/j.arabjc.2010.12.031.

M. Al-Omar, A. El-Azab, H. El-Obeid and S. Abdel Hamide, J. Saudi Chem. Soc., 10, 1131 (2006).

K.M. Amin, M.M. Kamel, M.M. Anwar, M. Khedr and Y.M. Syam, Eur. J. Med. Chem., 45, 2117 (2010); doi:10.1016/j.ejmech.2009.12.078.

A. Kadi, A. El-Azab, A. Alafeefy and S. Abdel-Hamide, Az. J. Pharm. Sci., 34, 147 (2001).

S. Ganguli, M. Firdous, T. Maity, R. Bera and M. Panigrahi, Int. J. Pharm. Pharm. Sci., 4, 175 (2012).

T. Eicher and S. Hauptmann, The Chemistry of Heterocycles: Structure, Reactions, Synthesis and Applications, Wiley-VCH Verlag GmbH, Weinheim, Germany, edn. 2 (2003).

B. Subudhi, P. Panda, B. Tosh and S. Sahu, Dhaka Univ. J. Pharm. Sci., 4, 87 (2005).

N. Anbalagan, P. Shanmugapandiyan, K. Denshing, R. Ilavarasan and R. Nirmal, Int. J. Pharm. Sci. Drug Res., 2, 115 (2010).

K. Vijay, R. Yogananda, H. Shameer, E. Jayachandran and G. Sreenivasa, J. Biomed. Sci. Res., 1, 1 (2009).

M. Shreenivas, B. Chetan and A. Bhat, J. Pharm. Sci. Technol., 1, 88 (2009).

B. Popat and H. Vaidhun, Orbital-The Elect. J. Chem., 2, 311 (2010).

P.B. Mohite, R.B. Pandhare and S.G. Khanage, Anal. Univ. Bucuresti-Chim., 20, 107 (2011).

P. Rajasekaran and P. Thampi, Eur. J. Med. Chem., 39, 273 (2004); doi:10.1016/j.ejmech.2003.11.016.

V.H. Bhaskar and P.B. Mohite, J. Optoelect. Biomed. Mater., 2, 249 (2010).

A. Alafeefy, J. Saudi Chem. Soc., 15, 337 (2011); doi:10.1016/j.jscs.2011.06.019.

A. El-Helby and M. Abdel Wahab, Acta Pharm., 53, 127 (2003).

S. Al-Majidi, M. Ahmad and A. Khan, J. Al-Nahrain Univ., 16, 55 (2013).

B. Ishwar, K. Sunil, J. Mishra, P. James and C. Shastry, J. Chem. Pharm. Res, 3, 114 (2011).

M. Sharma, N. Sahu, D. Kohli, S. Chaturvedi and S. Smita, Digest J. Nanomater. Biostruct., 4, 361 (2009).

M. Cacic, M. Molnar, B. Šarkanj, E. Has-Schön and V. Rajkovic, Molecules, 15, 6795 (2010); doi:10.3390/molecules15106795.

M.R. Muthukur Bhoje Gowd and M. Afzal Pasha, J. Chem. Sci., 123, 75 (2011); doi:10.1007/s12039-011-0065-8.

C. Anesini and C. Perez, J. Ethnopharmacol., 39, 119 (1993); doi:10.1016/0378-8741(93)90027-3.

J. Joule and M. Mills, Heterocyclic Chemistry, John Wiley & Sons, Inc., New York, USA, edn. 5 (2010).

R. Silverstein, F. Webster and D. Kiemle, Spectroscopic Identification of Organic Compounds, John Wiley & Sons, Inc., New York, USA, edn. 7 (2005).

R. Shriner, R. Fuson, D. Cartin and T. Morril, The systematic Identification of Organic Compounds, John Wiley & Sons, New York, USA, edn. 8 (1980).

Issue

Vol. 27 No. 2 (2015): Vol 27 Issue 2

Synthesis and Antimicrobial Activity of Some New S-Substituted Quinazolinones Containing Different Heterocyclic Rings

Corresponding Author(s) : Suaad M.H. Al-Majidi

Abstract

Keywords

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