Low-temperature Structural Dynamics of Isatin in Dimethyl Sulfoxide (DMSO) Using Dielectric Spectroscopy

References

• A. Guzman-Perez, R. T. Wester, M. C. Allen, J. A. Brown, A. R. Buchholz, E. R. Cook, W. W. Day, E. S. Hamanaka, S. P. Kennedy, D. R. Knight, et al., “Discovery of Zoniporide: A Potent and Selective Sodium-Hydrogen Exchanger Type 1 (NHE-1) Inhibitor with High Aqueous Solubility,” Bioorganic & Medicinal Chemistry Letters 11, no. 6 (2001): 803–07. doi:10.1016/s0960-894x(01)00059-2
   PubMed Web of Science ®Google Scholar
• A. E. Amr, N. A. Abdel-Latif, M. M. AbdallaBioorg, "Synthesis and reactions of pyrazolines. Part I: synthesis of some 1,3,5-trisubstituted pyrazoline derivatives using 2-chloro-N-(4-(3-(substituted phenyl)acryloyl)phenyl)-5-methoxybenzamide as starting material," Medicinal Chemistry 14, (2006): 373–84.
   Web of Science ®Google Scholar
• I.-J. Kang, L.-W. Wang, T.-A. Hsu, A. Yueh, C.-C. Lee, Y.-C. Lee, C.-Y. Lee, Y.-S. Chao, S.-R. Shih, and J.-H. Chern, “Isatin-β-Thiosemicarbazones as Potent Herpes Simplex Virus Inhibitors,” Bioorganic & Medicinal Chemistry Letters 21, no. 7 (2011): 1948–52. doi:10.1016/j.bmcl.2011.02.037
   PubMed Web of Science ®Google Scholar
• P. Paira, A. Hazra, S. Kumar Paira,. K. B Sahu, S. Naskar, P. Saha, S. Mondal, A. Maity, S. Banerjee, et al., “Efficient Synthesis of 3,3-Diheteroaromatic Oxindole Analogues and their In Vitro Evaluation for Spermicidal Potential,” Bioorganic & Medicinal Chemistry Letters 19, no. 16 (2009): 4786–89. doi:10.1016/j.bmcl.2009.06.049
   PubMed Web of Science ®Google Scholar
• M. A. Quraishi, I. Ahamad, A. K. Singh, and S. K. Shukla, "N-(Piperidinomethyl)-3-[(pyridylidene)amino]isatin: A new and effective acid corrosion inhibitor for mild steel," Materials Chemistry and Physics 3 (2008): 1035–9.
   Google Scholar
• G. S. Figueiredo, R. S. Zardo, B. V. Silva, F. A. Violante, A. C. Pinto, and P. D. Fernandes, "Central and peripheral antinociceptive activity of 3-(2-oxopropyl)-3-hydroxy-2-oxindoles," Pharmacology Biochemistry and Behavior 135 (2015): 13–19.
   PubMed Web of Science ®Google Scholar
• B. Nagihan, B. Kocyigit-Kaymakcioglu, G. Salih, and F. Aricioglu, "Synthesis and anticonvulsant activity of some 2-pyrazolines derived from chalcones,"Arabian Journal of Chemistry 10 (2017): s2073–s2081.
   Web of Science ®Google Scholar
• A. Andreani, S. Burnelli, M. Granaiola, A. Leoni, A. Locatelli, R. Morigi, M. Rambaldi, L. Varoli, M. A. Cremonini, G. Placucci, et al., “New Isatin Derivatives with Antioxidant Activity,” European Journal of Medicinal Chemistry 45, no. 4 (2010): 1374–78. doi:10.1016/j.ejmech.2009.12.035
   PubMed Web of Science ®Google Scholar
• K. Kumar, S. Carrere-Kremer, L. Kremer, Y. Guerardel Biot, and V. Kumar, "1 H-1, 2, 3-triazole-tethered isatin–ferrocene and isatin–ferrocenylchalcone conjugates: synthesis and in vitro antitubercular evaluation," Organometallics 32 (2013): 110–16.
   Google Scholar
• A. Gonzalez, J. Quirante, J. Nieto, M. R. Almeida, M. J. Saraiva, A. Planas, G. Arsequell, and G. Valencia, “Isatin Derivatives, A Novel Class of Transthyretin Fibrillogenesis Inhibitors,” Bioorganic & Medicinal Chemistry Letters 19, no. 17 (2009): 5270–73. doi:10.1016/j.bmcl.2009.03.004
   PubMed Web of Science ®Google Scholar
• C. I. Manley-King, J. J. Bergh, J. P. Petzer, “Inhibition of Monoamine Oxidase by Selected C5- and C6-Substituted Isatin Analogues,” Bioorganic and Medicinal Chemistry 19, no. 1 (2011): 261–74. doi:10.1016/j.bmc.2010.11.028
   PubMed Web of Science ®Google Scholar
• C. R. Prakash and S. Raja, “Design, Synthesis and Antiepileptic Properties of Novel 1-(Substituted Benzylidene)-3-(1-(Morpholino/Piperidino Methyl)-2,3-Dioxoindolin-5-yl)Urea Derivatives,” Journal of Medicinal Chemistry 46, no. 12 (2011): 6057–65. doi:10.1016/j.ejmech.2011.10.020
   Web of Science ®Google Scholar
• I. I. Vaisman and M. L. Berkowitz, "Bioinspired ice-binding materials for tissue and organ cryopreservation," Journal of the American Chemical Society 144 (1992): 7889–96.
   Google Scholar
• M. Chalaris, S. Marinakis, D. Dellis, “Temperature Effects on the Structure and Dynamics of Liquid Dimethyl Sulfoxide: A Molecular Dynamics Study,” Fluid Phase Equilibria 267, no. 1 (2008): 47–60. doi:10.1016/j.fluid.2008.02.019
   Web of Science ®Google Scholar
• R. Mishra, A. Singh, J. P. Shukla, and M. C. Saxena, "Dielectric relaxation of some heterocyclic compounds in highly viscous media," Pramana 24, no. 6 (1985): 911–16.
   Google Scholar
• J. Crossley and S. Walkner,"Dielectric studies. Part XX. Molecular relaxation of some heterocyclic amines in dilute solution," Canadian Journal of Chemistry 46 (1968): 2369.
   Web of Science ®Google Scholar
• K. Mehrotra, S. B. L. Misra, S. K. S. Somevanshi, "Dielectric investigation of relaxation in some heterocyclic compounds," Pramana II, no. 2 (1978): 187–90.
   Google Scholar
• V. Ulagendran, P. Balu, V. Kannappan, R. Kumar, and S. Jayakumar, "Influence of fused aromatic ring on the stability of charge transfer complex between iodine and some five membered heterocyclic molecules through ultrasonic and spectral studies," Journal of Molecular Structure 5 (2017): 213–9.
   Google Scholar
• P. Vidhyaa, V. Kannappanb, V. Sathyanarayanamoorthic, "Polarizable continuum model solvation analysis of some isatin derivatives," Indian Journal of Chemistry 54A, (2015): 179–86.
   Google Scholar
• A. Boukaoud, Y. Chiba, D. Sebbar, M. Dehbaoui, and N. Guechi, “A Theoretical Study of Vibrational and Optical Properties of Isatin,” Brazilian Journal of Physics 51, no. 4 (2021): 1207–14. doi:10.1007/s13538-021-00924-5
   Web of Science ®Google Scholar
• K. Kabara, K. Wananje, A. Kumbharkhane, and A. Sarode, "Dielectric behavior of indole in the GHz region using TDR," Journal of Molecular Liquids 11 (2020): 2137.
   Google Scholar
• R. H. Cole, J. G. Berberian, S. Mashimo, G. Chryssikos, A. Burns, and E. Tombari, “Time Domain Reflection Methods for Dielectric Measurements to 10 GHz,” Journal of Applied Physics 66, no. 2 (1989): 793–802. doi:10.1063/1.343499
   Web of Science ®Google Scholar
• C. Lin, “Frequency Domain Versus Travel Time Analyses of TDR Waveforms for Soil Moisture Measurements,” Soil Science Society of America Journal 67, no. 3 (2003): 720–29. doi:10.2136/sssaj2003.7200
   Web of Science ®Google Scholar
• A. C. Kumbharkhane, S. M. Puranik, S. C. Mehrotra, “Dielectric Relaxation of Tert-Butyl Alcohol–Water Mixtures Using a Time-Domain Technique,” Journal of the Chemical Society, Faraday Transactions 87, no. 10 (1991): 1569–73. doi:10.1039/FT9918701569
   Google Scholar
• S. A. Kirillov and T. M. Kolomiyets, "Disorder in Binary Polymer Systems near Their Critical Region Studied by Low-Frequency Raman Spectroscopy," Journal of Physical Chemistry B 105, no. 16 (2001): 3168–73.
   Google Scholar
• Y.‐Z. Zhang, H.‐Z. Du, H.‐L. Liu, Q.‐S. He, and Z. Xu, "Isatin dimers and their biological activities," Archive of Pharmacy Chemistry in Life Sciences 299 (2020): 1900299.
   Google Scholar
• T. Shikata and N. Sugimoto, "Dimeric Molecular Association of Dimethyl Sulfoxide in Solutions of Nonpolar Liquids," Journal of Physical Chemistry A116, no. 3 (2012): 990–99.
   Google Scholar
• V. Natarajan, "Microsolvation of DMSO: Density functional study on the structure and polaraizabilities," International Journal of Quantum Chemistry 112, no. 13 (2012): 2599–606.
   Web of Science ®Google Scholar
• E. A. S. Cavell, P. C. Knight, M. A. Sheikh, “Dielectric Relaxation in Non Aqueous Solutions. Part 2.—Solutions of Tri(n-Butyl)Ammonium Picrate and Iodide in Polar Solvents,” Transactions of the Faraday Society 67 (1971): 2225–33. doi:10.1039/TF9716702225
   Google Scholar
• C. J. F. Bottcher, Theory of Electric Polarization, 2nd ed. (Amsterdam: Elsevier, 1973).
   Google Scholar
• J. Barthel and R. Buchner, “Dielectric Permittivity and Relaxation of Electrolyte Solutions and Their Solvents,” Chemical Society Reviews 21, no. 4 (1992): 263–70. doi:10.1039/cs9922100263
   Web of Science ®Google Scholar
• Alwaleedy, Suad, Saeed Mohemmed, Ravi Karale, Komal Kabara, Ashok Kumbharkhane, Bunty Roy, and Arvind Sarode, “Temperature-dependent dielectric relaxation and hydrophobicity of aqueous alanine using time domain reflectometry,” Journal of Biomolecular Structure and Dynamics (2022): 1–12.
   Google Scholar
• G. Parthipan and P. Anandan, “An Investigation on Molecular Dynamics of Binary Mixtures of Anisole and Isobutanol in Benzene at 303, 313 and 323K,” Journal of Non-Crystalline Solids 356, no. 33–34 (2010): 1721–24. doi:10.1016/j.jnoncrysol.2010.06.023
   Web of Science ®Google Scholar
• T. Shikata and N. Sugimoto, “Reconsideration of the Anomalous Dielectric Behavior of Dimethyl Sulfoxide in the Pure Liquid State,” Physical Chemistry Chemical Physics 13, no. 37 (2011): 16542–7. doi:10.1039/c1cp21479a
   PubMed Web of Science ®Google Scholar