Synthesis, Spectroscopic and optical properties studies of new luminol azo 1-(2,5dichloro-4-sulfophenyl)-3-methyl-5- pyrazolone)
Main Article Content
Keywords
luminol azo 1-(2,5dichloro-4-sulfophenyl)-3-methyl-5- pyrazolone) , synthesis, spectroscopic, optical properties
Abstract
New azo dye was synthesized by coupling 1-(2,5 dichloro-4-sulfophenyl)-3- methyl-5- pyrazolone) with diazonium salt from luminol. The prepared dye was characterized by UV-Visible, FT-IR and 1HNMR spectroscopic method. Spectroscopic analysis of this dye, dissolved in five polar solvents, were examined. The effect of temperature and amounts on the UV-Visible absorption spectra of the dye as well as measured. Polyvinylpyrrolidone (PVP) with prepared new azo dye films of thickness micrometer was prepared onto quartz substrate. The optical constant of the film by spectrophotometric measurements are also reported. The extinction coefficient and optical band gap (Eg) of the dye were examined by transmittance and reflectance in the spectra wavelength 300-780 nm.
References
1. Bayu A, Recent reports on pyrazole-based bioactive compounds as candidate for anticancer agents, Asian J Pharm Clin Res, Vol 10, Issue 12, 2017, 45-51.
2. Bhawna P and Bharghav G. A review of pyrazole an its derivative, National Journal of Pharmaceutical Sciences 2021; 1(1): 34-41.
3. Pengju Feng I Katarzyna N. Lee Johnny W. Lee Chengbo Z and Ming-Yu N. Access to a new class of synthetic building blocks via trifluoromethoxylation of pyridines and pyrimidines, Chem. Sci., 2016, 7, 424–429.
4. Yang G, Jianhong N, Yanping H and Xiao-Qiang Hu. Anthranils: versatile building blocks in the construction of C–N bonds and N-heterocycles, This journal is © the Partner Organisations 2020.
5. Rabindranath M, Coordination chemistry with pyrazole-based chelating ligands: molecular structural aspects, Coordination Chemistry Reviews, Volume 203, Issue 1,2000. Pages 151-218. 6. Seham A. Ibrahim, A. R, Hoda A. El-Ghamry, Coordination compounds of pyrazolone-based ligand: Design, characterization, biological evaluation, antitumor efficiency, and DNA binding evaluation supported by in silico studies, Applied organometallic chemistry Volume36, Issue2 February 2022 e6508
7. Sayan S, Avik D, Arijit G, Avik G, Kaushik B, Krishna S D, Sohel A, Nakul C. M, Abhijit K. D, Benu B D and Raju M. Pyridine-pyrazole based Al(III) ‘turn on’ sensor for MCF7 cancer Ghoshc cell imaging and detection of picric acid Royal society of chemistry 2021, 11, 10094-10109. 8. Anam A. A , Mohd A and Shamsuzzaman , Review: biologically active pyrazole derivatives, New J. Chem., 2017, 41, 16-41.
9. Kumar K.A and Jayaroopa P. Pyrazoles: Synthetic Strategies and Their Pharmaceutical Applications-An Overview /Int.J.PharmTech Res.2013,5(4). 10. Mahmoud. M. M. Ramiz, Ibrahim. S. Abdel Hafiz, Mohamed. A. M. Abdel Reheim, Pyrazolones as Building Blocks in Heterocyclic Synthesis: Synthesis of New Pyrazolopyran, Pyrazolopyridazine and Pyrazole Derivatives of Expected Antifungicidal Activity, Journal of the Chinese chemical society, Vzzlume59, Issue1January 2012. 11. Tsurumi K, Mirii I, Nozaki M, Fujimura H. [Anti-inflammatory, analgesic and antipyretic actions of 1-(m-chlorophenyl)-3-N, N-dimethylcarbamoyl-5-methoxypyrazole (PZ-177)]. Nihon Yakurigaku Zasshi. 1975 Nov;71(8):843-56. Japanese. doi: 10.1254/fpj.71.843. PMID: 1082832. 12. Alsayari A, Asiri YI, Muhsinah AB, Hassan MZ. Anticolon Cancer Properties of Pyrazole Derivatives Acting through Xanthine Oxidase Inhibition. J Oncol. 2021 Jul 5;2021:5691982. doi: 10.1155/2021/5691982. PMID: 34326873; PMCID: PMC8277517. 13. Hiroshi M, Mode of Action of Pyrazole Herbicides Pyrazolate and Pyrazoxyfen: HPPD Inhibition by the Common Metabolite, Chapter 15pp 161-171, 2005 American Chemical Society. 14. Alka Ch, Sharma P. K., Niranjan K, Pyrazole: A Versatile Moiety, International Journal of ChemTech Research, Vol.3, No.1, pp 11-17, Jan-Mar 2011. 15. Rashidian .M, Dorranian .D, Low-intensity UV effects on optical constants of PMMA film, J Theor Appl Phys (2014) 8:121.
16. Yasir J. A, Hussein J. M, Electrochemical behavior solvatochromic and spectrophotometric determination of some metal ions by using new reagent heterocyclic derivative.. Thesis, 2021, University of Kufa. 17. Xia. J, Zhou. Z, Wen. Li, Zhang .H, Redshaw. C and Sun. W, Synthesis, structure and fluorescent properties of 2-(1H-benzoimidazol-2-yl) quinolin-8-ol ligands and their zinc complexes, Inorganica Chim. Acta, (2013), 394, 569–575. 18. Yadigar G. S, İsa S, Halil B, UV-spectral changes for some azo compounds in the presence of different solvents.August 2011. Journal of Molecular Liquids 162(3):148-154.
19. Ananthalakshmi.P. V, Jayatyagaraju. V. and Reddy.P. S., Synthesis and Structural Studies of First Row Transition Metal Complexes with Tetradentate ONNO Donor Schiff Base Derived from 5-Acetyl 2,4-dihydroxyacetophenone and Ethylenediamine E-Journal of chemistry, (2011), 8(1), 415-420.
20. Fedorov L A, NMR Spectroscopy of Azo Dyes, 1988 Russ. Chem. Rev. 57 941DOI 10.1070/RC1988v057n10ABEH003403 21. Rong-tao Z, Dong P, Pei-liang Yu, Jan-teng W, Ning-li Wang, Duo-Long Di, Ye-wei L, Aqueous two-phase systems based on deep eutectic solvents and their application in green separation processes, Journal of separation science Volume43, January 2020 22. Christian R, Solvatochromic Dyes as Solvent Polarity Indicators,Chem. Rev. 1994, 94, 8, 2319–2358,Publication Date:December 1, 1994,© American Chemical Society
23. Adel H. O. Alkhayatta, *, Shymaa K. Hussian. Fluorine dopant concentration effect on the structural and optical properties of spray deposited nanocrystalline ZnO thin films, Surfaces and Interfaces, Volume 8, September 2017, Pages 176-181.
24. Mustafa D. J, Adel H. O Al-khayatt, Salah M. S, Structural, Surface Topography and Optical Characterization of Nanocrystalline Mgx Zn1-xO Thin Films Grown by Modified Chemical Bath Deposition (SILAR) Method. Journal of Physics: Conference Series 2019 J. Phys.: Conf. Ser. 1234 012001.
2. Bhawna P and Bharghav G. A review of pyrazole an its derivative, National Journal of Pharmaceutical Sciences 2021; 1(1): 34-41.
3. Pengju Feng I Katarzyna N. Lee Johnny W. Lee Chengbo Z and Ming-Yu N. Access to a new class of synthetic building blocks via trifluoromethoxylation of pyridines and pyrimidines, Chem. Sci., 2016, 7, 424–429.
4. Yang G, Jianhong N, Yanping H and Xiao-Qiang Hu. Anthranils: versatile building blocks in the construction of C–N bonds and N-heterocycles, This journal is © the Partner Organisations 2020.
5. Rabindranath M, Coordination chemistry with pyrazole-based chelating ligands: molecular structural aspects, Coordination Chemistry Reviews, Volume 203, Issue 1,2000. Pages 151-218. 6. Seham A. Ibrahim, A. R, Hoda A. El-Ghamry, Coordination compounds of pyrazolone-based ligand: Design, characterization, biological evaluation, antitumor efficiency, and DNA binding evaluation supported by in silico studies, Applied organometallic chemistry Volume36, Issue2 February 2022 e6508
7. Sayan S, Avik D, Arijit G, Avik G, Kaushik B, Krishna S D, Sohel A, Nakul C. M, Abhijit K. D, Benu B D and Raju M. Pyridine-pyrazole based Al(III) ‘turn on’ sensor for MCF7 cancer Ghoshc cell imaging and detection of picric acid Royal society of chemistry 2021, 11, 10094-10109. 8. Anam A. A , Mohd A and Shamsuzzaman , Review: biologically active pyrazole derivatives, New J. Chem., 2017, 41, 16-41.
9. Kumar K.A and Jayaroopa P. Pyrazoles: Synthetic Strategies and Their Pharmaceutical Applications-An Overview /Int.J.PharmTech Res.2013,5(4). 10. Mahmoud. M. M. Ramiz, Ibrahim. S. Abdel Hafiz, Mohamed. A. M. Abdel Reheim, Pyrazolones as Building Blocks in Heterocyclic Synthesis: Synthesis of New Pyrazolopyran, Pyrazolopyridazine and Pyrazole Derivatives of Expected Antifungicidal Activity, Journal of the Chinese chemical society, Vzzlume59, Issue1January 2012. 11. Tsurumi K, Mirii I, Nozaki M, Fujimura H. [Anti-inflammatory, analgesic and antipyretic actions of 1-(m-chlorophenyl)-3-N, N-dimethylcarbamoyl-5-methoxypyrazole (PZ-177)]. Nihon Yakurigaku Zasshi. 1975 Nov;71(8):843-56. Japanese. doi: 10.1254/fpj.71.843. PMID: 1082832. 12. Alsayari A, Asiri YI, Muhsinah AB, Hassan MZ. Anticolon Cancer Properties of Pyrazole Derivatives Acting through Xanthine Oxidase Inhibition. J Oncol. 2021 Jul 5;2021:5691982. doi: 10.1155/2021/5691982. PMID: 34326873; PMCID: PMC8277517. 13. Hiroshi M, Mode of Action of Pyrazole Herbicides Pyrazolate and Pyrazoxyfen: HPPD Inhibition by the Common Metabolite, Chapter 15pp 161-171, 2005 American Chemical Society. 14. Alka Ch, Sharma P. K., Niranjan K, Pyrazole: A Versatile Moiety, International Journal of ChemTech Research, Vol.3, No.1, pp 11-17, Jan-Mar 2011. 15. Rashidian .M, Dorranian .D, Low-intensity UV effects on optical constants of PMMA film, J Theor Appl Phys (2014) 8:121.
16. Yasir J. A, Hussein J. M, Electrochemical behavior solvatochromic and spectrophotometric determination of some metal ions by using new reagent heterocyclic derivative.. Thesis, 2021, University of Kufa. 17. Xia. J, Zhou. Z, Wen. Li, Zhang .H, Redshaw. C and Sun. W, Synthesis, structure and fluorescent properties of 2-(1H-benzoimidazol-2-yl) quinolin-8-ol ligands and their zinc complexes, Inorganica Chim. Acta, (2013), 394, 569–575. 18. Yadigar G. S, İsa S, Halil B, UV-spectral changes for some azo compounds in the presence of different solvents.August 2011. Journal of Molecular Liquids 162(3):148-154.
19. Ananthalakshmi.P. V, Jayatyagaraju. V. and Reddy.P. S., Synthesis and Structural Studies of First Row Transition Metal Complexes with Tetradentate ONNO Donor Schiff Base Derived from 5-Acetyl 2,4-dihydroxyacetophenone and Ethylenediamine E-Journal of chemistry, (2011), 8(1), 415-420.
20. Fedorov L A, NMR Spectroscopy of Azo Dyes, 1988 Russ. Chem. Rev. 57 941DOI 10.1070/RC1988v057n10ABEH003403 21. Rong-tao Z, Dong P, Pei-liang Yu, Jan-teng W, Ning-li Wang, Duo-Long Di, Ye-wei L, Aqueous two-phase systems based on deep eutectic solvents and their application in green separation processes, Journal of separation science Volume43, January 2020 22. Christian R, Solvatochromic Dyes as Solvent Polarity Indicators,Chem. Rev. 1994, 94, 8, 2319–2358,Publication Date:December 1, 1994,© American Chemical Society
23. Adel H. O. Alkhayatta, *, Shymaa K. Hussian. Fluorine dopant concentration effect on the structural and optical properties of spray deposited nanocrystalline ZnO thin films, Surfaces and Interfaces, Volume 8, September 2017, Pages 176-181.
24. Mustafa D. J, Adel H. O Al-khayatt, Salah M. S, Structural, Surface Topography and Optical Characterization of Nanocrystalline Mgx Zn1-xO Thin Films Grown by Modified Chemical Bath Deposition (SILAR) Method. Journal of Physics: Conference Series 2019 J. Phys.: Conf. Ser. 1234 012001.
Article Sidebar
Published
Jun 3, 2023
Article Details
How to Cite
Hanaa Khazal Abdulghareeb Taha, & Hussain.J. Mohammed. (2023). Synthesis, Spectroscopic and optical properties studies of new luminol azo 1-(2,5dichloro-4-sulfophenyl)-3-methyl-5- pyrazolone). Journal of Population Therapeutics and Clinical Pharmacology, 30(13), 193–199. https://doi.org/10.47750/jptcp.2023.30.13.020
Section
Articles
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
All articles published in JPTCP are licensed under Copyright Creative Commons Attribution-NonCommercial 4.0 International License.