Thermodynamic parameters of amitriptyline hydrochloride–additives at cloud point: effects of the ethanol–water mixed media

References

• Alam, M. S., Ghosh, G., Mandal, A. B., and Kabir-Ud-Din, (2011). Aggregation behavior and interaction of an amphiphilic drug imipramine hydrochloride with cationic surfactant cetyltrimethylammonium bromide: Light scattering studies, Colloids Surf. B., Biointerf., 88, 779–784.
   PubMed Web of Science ®Google Scholar
• Alam, M. S., Kabir-Ud-Din., and Mandal, A. B. (2010). Amphiphilic drug promethazine hydrochloride − additive systems: Evaluation of thermodynamic parameters at cloud point, J. Chem. Eng. Data, 55, 1893–1896.
   Web of Science ®Google Scholar
• Alam, M. S., Kumar, S., Naqvi, A. Z., and Kabir-Ud-Din, (2006). Study of the cloud point of an amphiphilic antidepressant drug: Influence of surfactants, polymers, and non-electrolytes, Colloids Surf. A Physicochem. Eng. Asp., 287, 197–202.
   Web of Science ®Google Scholar
• Alam, M. S., Mandal, A., and Mandal, A. B. (2011). Effect of KCl on the micellization and clouding phenomenon of the amphiphilic phenothiazine drug promethazine hydrochloride: Some thermodynamic properties, J. Chem. Eng. Data, 56, 1540–1546.
   Google Scholar
• Alam, M. S., and Naqvi, A. Z. (2008). Cloud point phenomenon in amphiphilic drug promethazine hydrochloride + electrolyte systems, J. Dispers. Sci. Technol., 29, 783–786.
   Web of Science ®Google Scholar
• Alam, M. S., Naqvi, A. Z. and Kabir-Ud-Din. (2007). Surface and micellar properties of some amphiphilic drugs in the presence of additives, J. Chem. Eng. Data, 52, 1326–1331.
   Web of Science ®Google Scholar
• Alami, E., Beinert, G., Marie, P., and Zana, R. (1993). Alkanediyl-α,ω-bis(dimethylalkylammonium bromide) surfactants. Behavior at the air-water interface, Langmuir, 9, 1465–1467.
   Web of Science ®Google Scholar
• Atherton, A. D., and Barry, B. W. (1985). Micellar properties of phenothiazine drugs: a laser light scattering study, J. Colloid Interf. Sci., 106, 479–489.
   Google Scholar
• Attwood, D., and Florence, A. T. (1983). Surfactant systems: Their chemistry, pharmacy and biology. New York: Chapman & Hall.
   Google Scholar
• Attwood, D. (1995). The mode of association of amphiphilic drugs in aqueous solution, Adv. Colloid Interf. Sci., 55, 271–303.
   Web of Science ®Google Scholar
• Attwood, D., and Natarajan, R. (1981). Effect of pH on the micellar properties of amphiphilic drugs in aqueous solution, J. Pharm. Pharmacol., 33, 136–140.
   PubMed Web of Science ®Google Scholar
• Avdeef, A. (2001). Physicochemical profiling (solubility, permeability and charge state), Curr. Top. Med. Chem., 1, 277–351.
   Google Scholar
• Azum, N., Rub, M. A., and Asiri, A. M. (2019). Bile salt–bile salt interaction in mixed monolayer and mixed micelle formation, J. Chem. Thermodyn., 128, 406–414.
   Web of Science ®Google Scholar
• Azum, N., Rub, M. A., Asiri, A. M., and Kashmery, H. A. (2018). Synergistic effect of an antipsychotic drug chlorpromazine hydrochloride with pluronic triblock copolymer: a physicochemical study, J. Mol. Liq., 260, 159–165.
   Web of Science ®Google Scholar
• Batıgöç, Ç., and Akbaş, H. (2017). Thermodynamic parameters of clouding phenomenon in nonionic surfactants: the effect of the electrolytes, J. Mol. Liq., 231, 509–513.
   Web of Science ®Google Scholar
• Bernstein, F., and Augustine, M. A. (1988). Vehicle amphiphilicity on the dissolution, J. Pharm. Sci., 77, 414–417.
   PubMed Web of Science ®Google Scholar
• Blessel, K. W., Rudy, B. C., and Senkowski, B. Z. (1974). Amitriptyline hydrochloride. In K. Florey (Ed.), Analytical profiles of drug substances. New York: Academic Press.
   Google Scholar
• Gu, T., and Galera-Gómez, P. A. (1995). Clouding of triton X-114: the effect of added electrolytes on the cloud point of triton X-114 in the presence of ionic surfactants, Colloids Surf. A Physicochem. Eng. Aspects, 104, 307–312.
   Web of Science ®Google Scholar
• Gurung, J., and Koya, P. A. (2017). Effects of cationic surfactants on clouding action of the drug amitriptyline hydrochloride in ethylene glycol-water and glycerol-water mixed media, ChemistrySelect, 2, 9193–9200.
   Google Scholar
• Gurung, J., and Pulikkal, A. K. (2018). Phase separation of amphiphilic drug amitriptyline hydrochloride in the presence of additives: Role of ethanol, J. Chem. Eng. Data, 63, 3829–3838.
   Google Scholar
• Hansch, C. (1990). Comprehensive medicinal chemistry: The rational design, mechanistic study and therapeutic application of chemical compounds. Pergamon: Oxford.
   Google Scholar
• Junquera, E., Romero, J. C., and Aicart, E. (2001). Behavior of tricyclic antidepressants in aqueous solution: Self-aggregation and association with β-cyclodextrin, Langmuir, 17, 1826–1832.
   Web of Science ®Google Scholar
• Kabir-Ud-Din, Rub, M. A., and Naqvi, A. Z. (2010). Mixed micelle formation between amphiphilic drug amitriptyline hydrochloride and surfactants (conventional and gemini) at 293.15 − 308.15 K, J. Phys. Chem. B, 114, 6354–6364.
   PubMed Web of Science ®Google Scholar
• Kabir-Ud-Din, Rub, M. A., and Sheikh, M. S. (2010). Cloud-point modulation of an amphiphilic drug with pharmaceutical excipients, J. Chem. Eng. Data, 55, 5642–5652.
   Web of Science ®Google Scholar
• Kerns, E. H., and Di, L. (2004). Physicochemical profiling: overview of the screens, Drug Discov. Today Technol., 1, 343–348.
   PubMedGoogle Scholar
• Khan, I. A., Anjum, K., Koya, P. A., Qadeer, A. and Kabir-Ud-Din, (2014). Cloud point, fluorimetric and1H NMR studies of ibuprofen-polymer systems, J. Mol. Struct., 1056–1057, 254–261.
   Web of Science ®Google Scholar
• Kim, E. J., and Shah, D. O. (2002). Cloud point phenomenon in amphiphilic drug solutions, Langmuir, 18, 10105–10108.
   Web of Science ®Google Scholar
• Kim, E. J., and Shah, D. O. (2003). A cloud point study on the micellar growth of an amphiphilic drug in the presence of alcohol and ionic surfactant, J. Phys. Chem. B, 107, 8689–8693.
   Web of Science ®Google Scholar
• Kumar, D., and Rub, M. A. (2017). Effect of anionic surfactant and temperature on micellization behavior of promethazine hydrochloride drug in absence and presence of urea, J. Mol. Liq., 238, 389–396.
   Web of Science ®Google Scholar
• Kumar, D., Hidayathulla, S., and Rub, M. A. (2018). Association behavior of a mixed system of the antidepressant drug imipramine hydrochloride and dioctyl sulfosuccinate sodium salt: Effect of temperature and salt, J. Mol. Liq., 271, 254–264.
   Web of Science ®Google Scholar
• Kumar, S., Alam, M. S., Parveen, N. and Kabir-Ud-Din, (2006). Influence of additives on the clouding behavior of amphiphilic drug solutions, Colloid Polym. Sci., 284, 1459–1463.
   Web of Science ®Google Scholar
• Kumar, S., Sharma, D., and Kabir-Ud-Din, (2000). Cloud point phenomenon in anionic surfactant + quaternary bromide systems and its variation with additives, Langmuir, 16, 6821–6824.
   Web of Science ®Google Scholar
• Leis, D., Barbosa, S., Attwood, D., Taboada, P., and Mosquera, V. (2002). Influence of the pH on the complexation of an amphiphilic antidepressant drug and human serum albumin, J. Phys. Chem. B, 106, 9143–9150.
   Google Scholar
• Li, J. L., Bai, D. S., and Chen, B. H. (2009). Effects of additives on the cloud points of selected nonionic linear ethoxylated alcohol surfactants, Colloids Surf. A, Physicochem. Eng. Asp., 346, 237–243.
   Web of Science ®Google Scholar
• Manallack, D. T. (2007). The pK(a) distribution of drugs: Application to drug discovery, Perspect. Med. Chem., 1, 25–38.
   PubMedGoogle Scholar
• Mandal, A. B., Nair, B. U., and Ramaswamy, D. (1988). Determination of the critical micelle concentration of surfactants and the partition coefficient of an electrochemical probe by using cyclic voltammetry, Langmuir, 4, 736–739.
   Web of Science ®Google Scholar
• Molina-Bolívar, J. A., Hierrezuelo, J. M., and Carnero Ruiz, C. (2013). Energetics of clouding and size effects in non-ionic surfactant mixtures: the influence of alkyl chain length and NaCl addition, J. Chem. Thermodyn., 57, 59–66.
   Web of Science ®Google Scholar
• Na, G. C., Yuan, B. O., Jr., Stevens, H. J., Weekley, B. S., and Rajagopalan, N. (1999). Cloud point of nonionic surfactants: modulation with pharmaceutical excipients, Pharm. Res., 16, 562–568.
   PubMed Web of Science ®Google Scholar
• Naqvi, A. Z., Khatoon, S. and Kabir-Ud-Din, (2011). Cloud point variation of amphiphilic drug promethazine hydrochloride with added surfactants, Colloid Surf. B, Biointerf., 88, 568–573.
   PubMed Web of Science ®Google Scholar
• Naqvi, A. Z., Rub, M. A., and Din, K-U. (2015). Study of phospholipid-induced phase-separation in amphiphilic drugs, Colloid J., 77, 525–531.
   Web of Science ®Google Scholar
• Pulikkal, A. K., and Gurung, J. (2018). Clouding behavior of antidepressant drug-additive system in ethylene glycol/glycerol-water mixed media and their thermodynamic parameters at cloud point, New J. Chem., 42, 4402–4411.
   Web of Science ®Google Scholar
• Rahman Khan, M. A., Amin, M. R., Rahman, M., Abdul Rub, M., Hoque, M. A., Khan, M. A., and Asiri, A. M. (2019). Influence of different additives on the clouding nature and thermodynamic behavior of tween 80 solution in the absence and presence of the amikacin sulfate drug, J. Chem. Eng. Data, 64, 668–675.
   Google Scholar
• Rahman, M., Hoque, M. A., Khan, M. A., Rub, M. A., and Asiri, A. M. (2018). Effect of different additives on the phase separation behavior and thermodynamics of p-tert-alkylphenoxy poly (oxyethylene) ether in absence and presence of drug, Chin. J. Chem. Eng., 26, 1110–1118.
   Web of Science ®Google Scholar
• Rodríguez, A., Junquera, E., and del Burgo, P., A., E. (2004). Conductometric and spectrofluorimetric characterization of the mixed micelles constituted by dodecyltrimethylammonium bromide and a tricyclic antidepressant drug in aqueous solution, J. Colloid Interf. Sci., 269, 476–483.
   Google Scholar
• Rosen, M. J. (2004). Surfactants and Interfacial Phenomena, 3rd ed. New York: Wiley-Interscience.
   Google Scholar
• Roy, B. K., and Moulik, S. P. (2002). Functions of hydrotropes (sodium salicylate, proline, pyrogallol, resorcinol and urea) in solution with special reference to amphiphile behaviors, Colloid Surf. A, Physicochem. Eng. Asp., 203, 155–166.
   Web of Science ®Google Scholar
• Rub, M. A., Azum, N., Khan, F., and Asiri, A. M. (2018). Aggregation of sodium salt of ibuprofen and sodium taurocholate mixture in different media: a tensiometry and fluorometry study, J. Chem. Thermodyn., 121, 199–210.
   Web of Science ®Google Scholar
• Schott, H., and Royce, A. E. (1984). Effect of inorganic additives on solutions of nonionic surfactants VI: Further cloud point relations, J. Pharm. Sci., 73, 793–799.
   PubMed Web of Science ®Google Scholar
• Schreier, S., Malheiros, S. V. P., and de Paula, E. (2000). Surface active drugs: self-association and interaction with membranes and surfactants. Physicochemical and biological aspects, Biochimica et Biophysica Acta (BBA) – Biomembranes, 1508, 210–234.
   PubMed Web of Science ®Google Scholar
• Taboada, P., Attwood, D., Ruso, J. M., García, M., and Mosquera, V. (2000). Static and dynamic light scattering study on the association of some antidepressants in aqueous electrolyte solutions, Phys. Chem. Chem. Phys., 2, 5175–5179.
   Web of Science ®Google Scholar
• Tanford, C. (1980). The hydrophobic effect: Formation of micelles and biological membranes. (2nd ed.). New York: Wiley‐Interscience.
   Google Scholar
• Tasaki, K. (1996). Poly (oxyethylene) -water interactions: a molecular dynamics study, J. Am. Chem. Soc., 118, 8459–8469.
   Google Scholar
• Tiwary, L. K., Mandal, A., Alam, M. S., Thennarasu, S., and Mandal, A. B. (2011). Thermodynamics studies on tyrosine-hydantoin drug–cetyltrimethylammonium bromide mixed micellar system, Colloid Surf. B., Biointerf., 82, 126–133.
   PubMed Web of Science ®Google Scholar
• Vitagliano, V., D’Errico, G., Ortona, O., and Paduano, L. (2007). Physico-chemical properties of ethoxylated surfactants in aqueous solutions. In P. Somasundaran & A. Hubbard (Eds.), Encyclopedia of surface and colloid science (p. 4643−4660). Boca Raton, FL: CRC Press.
   Google Scholar
• Whitesides, G. M., and Grzybowski, B. (2002). Self-assembly at all scales, Science, 295, 2418–2421.
   PubMed Web of Science ®Google Scholar
• Xie, X., Steiner, S. H., and Bickel, M. H. (1991). Kinetics of distribution and adipose tissue storage as a function of lipophilicity and chemical structure, II. Benzodiazepines. Drug Metabol. Dispos., 19, 15–19.
   PubMed Web of Science ®Google Scholar
• Yin, H., Mao, M., Huang, J., and Fu, H. (2002). Two-phase region in the DTAB/SL mixed surfactant system, Langmuir, 18, 9198–9203.
   Web of Science ®Google Scholar