Synthesis and Properties of Tetrazole Compounds on Adamantan’s Schiff Bases Derivatives

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Dalia Sadiq Mahdi AL-Khateeb

Abstract

This research includes the preparation of azo-schiff compounds derived from amino salicylic acid, and that is through linking with the first amine group after converting it to diazonium salt and its interaction with aromatic compounds containing a group (aldehyde or ketone) and the formation of azo and through the carbonyl group of the aldehyde or ketone , it reacts again with compounds containing the first amine group to form Schiff bases  ,Through the imine bond, we work to form heterogeneous rings to obtain compounds with industrial or medical benefits. Preparation of azo compounds (H1-H8) through the transformation of 5-amino salicylic acid into diazonium salt to be reacted later with a number of aromatic compounds (aldehydes or ketones).The compounds prepared were diagnosed using FT-IR and H-NMR technology for some of the prepared compounds and their physical properties. Studying the biological activity of some of the prepared compounds.

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How to Cite
Dalia Sadiq Mahdi AL-Khateeb. (2023). Synthesis and Properties of Tetrazole Compounds on Adamantan’s Schiff Bases Derivatives. International Journal of Pharmaceutical and Bio Medical Science, 3(11), 671–687. https://doi.org/10.47191/ijpbms/v3-i11-14
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References

I. Soliman, M. H. & Mohamed, G. G. Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II) and Zn(II) new complexes of 5-aminosalicylic acid: Spectroscopic, thermal characterization and biological activity studies. Spectrochim. Acta - Part A Mol. Biomol. Spectrosc. 107, 8–15 (2013).

II. Yousefi, S. Saadi Bayat, Mohd Basyaruddin Abdul Rahman, Zalikha Ibrahim, and Emilia Abdulmalek. Synthesis and in vitro bioactivity evaluation of new glucose and xylitol ester derivatives of 5-aminosalicylic acid. RSC Adv. 5, 97295–97307 (2015).

III. Kruis, W, S Schreiber, D Theuer, J-W Brandes, E Schütz, S Howaldt, B Krakamp, J Hämling, H Mönnikes, I Koop, M Stolte, D Pallant, U Ewald. Low dose balsalazide (1.5 g twice daily) and mesalazine (0.5 g three times daily) maintained remission of ulcerative colitis but high dose balsalazide (3.0 g twice daily) was superior in preventing relapses. Gut 49, 783–789 (2001).

IV. Williams, C., Panaccione, R., Ghosh, S. & Rioux, K. Optimizing clinical use of mesalazine (5-aminosalicylic acid) in inflammatory bowel disease. Therap. Adv. Gastroenterol. 4, 237–248 (2011(.

V. Pangal, A., Ahmed, K. & Shaikh, S. Synthesis, Characterization and Study of Antimicrobial Activity of 2,6-Ditertiary Butyl-1,4-Benzoquinone Hydrazones. Int. Res. J. Pharm. 4, 172–176 (2013).

VI. Otutu, J. O.; Okoro, D.; Ossai.praparation of Dis-Azo Dyes Derived p-Aminophenol and Their Fastness Properties for synthetic polymer-Fibres. App. Sci. 8, 334-339(2008).

VII. Heinrich Zollinger. Color Chemistry. Synthesis, Properties and Applications of Organic Dyes and Pigments. 3rd revised edition. Angew. Chemie Int. Ed. 43, 5291–5292 (2004).

VIII. H.Lucans; '' Organic Chemistry '' , 2th ed ., American Book Company, New York: 484-488, (1960).

IX. Ghafil, R.A. M.Sc. Thesis, Al-Kufa University/Iraq(2008).

X. Patil C J and Nehete C A . The Azo Derivatives of Salicylic Acid . Int. J. Pharm. Sci. Rev. Res. 33(2), 51, 248-256 (2015).

XI. Khalid, A., Arshad, M. & Crowley, D. E. Accelerated decolorization of structurally different azo dyes by newly isolated bacterial strains. Appl. Microbiol. Biotechnol. 78, 361–369 (2008).

XII. Farghaly, T. A. & Abdallah, Z. A. Synthesis, azo-hydrazone tautomerism and antitumor screening of N-(3-ethoxycarbonyl-4,5,6,7-tetrahydro-benzo[b]thien-2-yl)-2-arylhydrazono-3- oxobutanamide derivatives. Arkivoc 2008, 295–305 (2008).

XIII. Dardeer, H. M., Elboray, E. E. & Mohamed, G. S. Antibacterial and Insecticidal Activities of the Revived Azoanthrols. Polycycl. Aromat. Compd. 40, 622–632 (2020).

XIV. Fadeyi, O. ., Obafemi, C. ., Adewunmi, C. . & Iwalew, E. . Effects of four derivatives of salicylic acid and anthranilic acid in mice and rats. African J. Biotechnol. 3 (8), 426–431 (2004).

XV. Craig, M. R., Claridge, T. D. W., Hutchings, M. G. & Anderson, H. L. Synthesis of a cyclodextrin azo dye [3]rotaxane as a single isomer. Chem. Commun. 1537–1538 (1999).

XVI. N.D. Ismail, Some analytical application of diazonium reactions, M.Sc Thesis. Mosul University(1986).

XVII. O.M. Ramadhan, K.A. Alghannam and A.A.Thanoon, “The Industrial Chemistry and Industrial Pollution”, Arabic Version, Mosul University Press, pp. 151–194(1991) .

XVIII. R. Hari and S. Vithal, “Synthesis and dyeing performance of some Novel heterocyclic azo disperse dyes”, J. Braz. Chem. Soc., Vol. 12, No. 6, pp. 710-717 (2001).

XIX. A.G. Taki, “Spectrophotometric determination of -ketoglutaric acid by the diazo- coupling method”, M.Sc. thesis, Mosul University (1996).

XX. Th. I. Younis, “Photometric assay of 1-naphthyl amine by azo coupling”, M.Sc. Thesis, Mosul University(1994).

XXI. V. Arun; Ph. D. Thesis., Department of Applied Chemistry, Cochin University of Science and Technology, India, (2009).

XXII. Ashraf1. M. A., Mahmood K., Wajid A.: Synthesis, Characterization andBiological Activity of Schiff Bases. IPCBEE, 10, 1–7(2011).

XXIII. Kalaivani S., Priya N. P, Arunachalam S. Schiff bases: facile synthesis, spectral characterization and biocidal studies. IJABPT, 3, 219-223(2012).

XXIV. S. Kal, A. S. Filatov, and P. H. Dinolfo, “Structural, electrochemical, and spectroscopic investigation of acetate bridged dinuclear tetrakis-Schiff base macrocycles of Mn and Zn,” Inorg. Chem., vol. 52, no. 24, pp. 13963–13973 (2013)

XXV. A. A. El-Sherif and M. S. Aljahdali, “Review: Protonation, complex-formation equilibria, and metal-ligand interaction of salicylaldehyde Schiff bases,” J. Coord. Chem., vol. 66, no. 19, pp. 3423–3468 (2013).

XXVI. R. M. Amin, N. S. Abdel-Kader, and A. L. El-Ansary, “Microplate assay for screening the antibacterial activity of Schiff bases derived from substituted benzopyran-4-one,” Spectrochim. Acta Part A Mol. Biomol. Spectrosc., vol. 95, pp. 517–525(2012).

XXVII. M. A. Neelakantan, M. Esakkiammal, S. S. Mariappan, J. Dharmaraja, and T. Jeyakumar, “Synthesis, characterization and biocidal activities of some schiff base metal complexes,” Indian J. Pharm. Sci., vol. 72, no. 2, p. 216, (2010).

XXVIII. M. B. Fugu, N. P. Ndahi, B. B. Paul, and A. N. Mustapha, “Synthesis, characterization, and antimicrobial studies of some vanillin schiff base metal (II) complexes,” J. Chem. Pharm. Res., vol. 5, no. 4, pp. 22–28, (2013).

XXIX. Singh, B. K. & Adhikari, D. Complexation Behaviour of Schiff Base Ligands With transition metalions. Int. J. Basic Appl. Chem. Sci. ISSN 2277-2073 2, 84–107 (2012).

XXX. W.-J. Song et al., “Synthesis, interaction with DNA and antiproliferative activities of two novel Cu (II) complexes with Schiff base of benzimidazole,” Spectrochim. Acta Part A Mol. Biomol. Spectrosc., vol. 121, pp. 70–76( 2014).

XXXI. Khazaal M. S., " Synthesis and Characterization of novel Schiff bases containing heterocyclic units derived from chalcones " MSc. Thesis, College of Education for Pure Science-Ibn-Al-Haitham, University of Baghdad (2016).

XXXII. X. Cao , Z.Sun, Y. Cao, R.Wang, T.Cai, W.Chu and Y.Yang ; ―Design, Synthesis, and Structure − Activity Relationship Studies of Novel Fused Heterocycles-Linked Triazoles with Good Activity and Water Solubility,‖ J. Med. Chem; vol. 57, pp. 3687–3706,( 2014).

XXXIII. P. Martins , J.Jesus, S.Santos , L.Raposo , P.V.Baptista and A. R. Fernandes ; Heterocyclic anticancer compounds: Recent advances and the paradigm shift towards the use of nanomedicine‘s tool Box,‖ Molecules, vol. 20, no. 9, pp. 16852–16891, ( 2015 ).

XXXIV. E. R. El-Sawy, A. H. Mandour, S. M. El-Hallouty, K. H. Shaker, and H. M. Abo-Salem, Synthesis, antimicrobial and anticancer activities of some new N-methylsulphonyl and Nbenzenesulphonyl-3-indolyl heterocycles;‖ Arab. J. Chem; vol. 6, 82 no. 1, pp. 67–78, ( 2013).

XXXV. Shengming Zhang , Jingchun Zhang , Lian Tang , Jiapeng Huang , Yunhua Fang , Peng Ji ,Chaosheng Wang , and Huaping Wang. "A Novel Synthetic Strategy for Preparing Polyamide 6 (PA6)-Based Polymer with Transesterification." Polymers :11.6 ,978:1-17(2019).

XXXVI. Neama, Rana, Nagham Mahmood Aljamali, and Majid Jari. "Synthesis, Identification of Heterocyclic Compounds and Study of Biological Activity." Asian Journal of Research in Chemistry: 7:4(2014) .

XXXVII. Velasco, M. I., Kinen, C. O., Hoyos De Rossi, R. & Rossi, L. I. A green alternative to synthetize azo compounds. Dye. Pigment. 90, 259–264 (2011).

XXXVIII. V. S. V Satyanarayana, P. Sreevani, A. Sivakumar, and V. Vijayakumar, ―Synthesis and antimicrobial activity of new Schiff bases containing coumarin moiety and their spectral characterization, ARKIVOC , no. xvii , pp. 221–233,( 2008).

XXXIX. Mahmood Aljamali Professor, N. International Journal of Innovations in Scientific Engineering Review on (Azo, Formazane, Sulfazane)-Compounds. Int. J. Innov. Sci. Eng. www.ijise.in 2019 18–44 (2019).