Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures

Background: Solubility is one of the most important parameters in the research and development processes of the pharmaceutical industry. In this context, cosolubility is one of the most used strategies to improve the solubility of poorly soluble drugs, besides allowing to identify some factors invol...

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Autores:
Delgado, Daniel Ricardo
Castro-Camacho, Jennifer Katiusca
Ortiz, Claudia
Caviedes Rubio, Diego Ivan
Martinez, Fleming
Tipo de recurso:
Article of journal
Fecha de publicación:
2024
Institución:
Universidad Cooperativa de Colombia
Repositorio:
Repositorio UCC
Idioma:
eng
OAI Identifier:
oai:repository.ucc.edu.co:20.500.12494/57840
Acceso en línea:
https://hdl.handle.net/20.500.12494/57840
Palabra clave:
540 - Química y ciencias afines
sulfamethazine
solubility
acetonitrile
1-propanol
cosolvency
solution thermodynamics
Rights
openAccess
License
Creative Commons Attribution (CC BY)
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network_name_str Repositorio UCC
repository_id_str
dc.title.eng.fl_str_mv Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures
title Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures
spellingShingle Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures
540 - Química y ciencias afines
sulfamethazine
solubility
acetonitrile
1-propanol
cosolvency
solution thermodynamics
title_short Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures
title_full Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures
title_fullStr Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures
title_full_unstemmed Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures
title_sort Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures
dc.creator.fl_str_mv Delgado, Daniel Ricardo
Castro-Camacho, Jennifer Katiusca
Ortiz, Claudia
Caviedes Rubio, Diego Ivan
Martinez, Fleming
dc.contributor.author.none.fl_str_mv Delgado, Daniel Ricardo
Castro-Camacho, Jennifer Katiusca
Ortiz, Claudia
Caviedes Rubio, Diego Ivan
Martinez, Fleming
dc.contributor.researchgroup.none.fl_str_mv Grupo de Investigación de Ingenierías UCC-Neiva
dc.subject.ddc.none.fl_str_mv 540 - Química y ciencias afines
topic 540 - Química y ciencias afines
sulfamethazine
solubility
acetonitrile
1-propanol
cosolvency
solution thermodynamics
dc.subject.proposal.eng.fl_str_mv sulfamethazine
solubility
acetonitrile
1-propanol
cosolvency
solution thermodynamics
description Background: Solubility is one of the most important parameters in the research and development processes of the pharmaceutical industry. In this context, cosolubility is one of the most used strategies to improve the solubility of poorly soluble drugs, besides allowing to identify some factors involved in the dissolution process. The aim of this research is to evaluate the solubility of sulfamethazine in acetotinitrile + 1-propanol cosolvent mixtures at 9 temperatures (278.15, 283.15, 288.15, 293.15, 298.15, 303.15, 308.15, 313.15, and 318.15 K); a drug used in human and veterinary therapy and two solvents of great chemical–pharmaceutical interest. Methods: The determination was carried out by the shaking flask method and the drug was quantified by UV/Vis spectrophotometry. Results: The solubility of sulfamethazine increases from pure 1-propanol (solvent in which it reaches its lowest solubility at 278.15 K) to pure acetonitrile (solvent in which it reaches its maximum solubility at 318.15 K), behaving in a logarithmic-linear fashion. Conclusions: The increase in solubility is related to the acid/base character of the cosolvent mixtures and not to the solubility parameter of the mixtures. The dissolution process is endothermic and favored by the solution entropy, and also shows a strong entropic compensation.
publishDate 2024
dc.date.accessioned.none.fl_str_mv 2024-12-10T16:08:07Z
dc.date.available.none.fl_str_mv 2024-12-10T16:08:07Z
dc.date.issued.none.fl_str_mv 2024-11-26
dc.type.none.fl_str_mv Artículo de revista
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dc.identifier.citation.none.fl_str_mv MDPI and ACS Style Delgado, D.R.; Castro-Camacho, J.K.; Ortiz, C.P.; Caviedes-Rubio, D.I.; Martinez, F. Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures. Pharmaceuticals 2024, 17, 1594. https://doi.org/10.3390/ph17121594 AMA Style Delgado DR, Castro-Camacho JK, Ortiz CP, Caviedes-Rubio DI, Martinez F. Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures. Pharmaceuticals. 2024; 17(12):1594. https://doi.org/10.3390/ph17121594 Chicago/Turabian Style Delgado, Daniel Ricardo, Jennifer Katiusca Castro-Camacho, Claudia Patricia Ortiz, Diego Ivan Caviedes-Rubio, and Fleming Martinez. 2024. "Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures" Pharmaceuticals 17, no. 12: 1594. https://doi.org/10.3390/ph17121594 APA Style Delgado, D. R., Castro-Camacho, J. K., Ortiz, C. P., Caviedes-Rubio, D. I., & Martinez, F. (2024). Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures. Pharmaceuticals, 17(12), 1594. https://doi.org/10.3390/ph17121594
dc.identifier.issn.none.fl_str_mv 1424-8247
dc.identifier.uri.none.fl_str_mv https://hdl.handle.net/20.500.12494/57840
dc.identifier.doi.none.fl_str_mv doi.org/10.3390/ph17121594
identifier_str_mv MDPI and ACS Style Delgado, D.R.; Castro-Camacho, J.K.; Ortiz, C.P.; Caviedes-Rubio, D.I.; Martinez, F. Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures. Pharmaceuticals 2024, 17, 1594. https://doi.org/10.3390/ph17121594 AMA Style Delgado DR, Castro-Camacho JK, Ortiz CP, Caviedes-Rubio DI, Martinez F. Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures. Pharmaceuticals. 2024; 17(12):1594. https://doi.org/10.3390/ph17121594 Chicago/Turabian Style Delgado, Daniel Ricardo, Jennifer Katiusca Castro-Camacho, Claudia Patricia Ortiz, Diego Ivan Caviedes-Rubio, and Fleming Martinez. 2024. "Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures" Pharmaceuticals 17, no. 12: 1594. https://doi.org/10.3390/ph17121594 APA Style Delgado, D. R., Castro-Camacho, J. K., Ortiz, C. P., Caviedes-Rubio, D. I., & Martinez, F. (2024). Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures. Pharmaceuticals, 17(12), 1594. https://doi.org/10.3390/ph17121594
1424-8247
doi.org/10.3390/ph17121594
url https://hdl.handle.net/20.500.12494/57840
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language eng
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dc.relation.citationstartpage.none.fl_str_mv 1
dc.relation.citationvolume.none.fl_str_mv 17
dc.relation.references.none.fl_str_mv Davis, K.J.; Athira, K. Chapter 24: Infectious Abortive Diseases. In Elements of Reproduction and Reproductive Diseases of Goats; John Wiley & Sons, Ltd.: Hoboken, NJ, USA, 2024; pp. 279–296
Ndlovu, K.; Mwanza, M.; Nleya, N.; Ngoma, L. Detection and quantification of antibiotic residues in goat milk in Mahikeng Local Municipality. J. S. Afr. Vet. Assoc. 2024, 95, 121–130.
Kim, J.H.; Kuppusamy, S.; Kim, S.Y.; Kim, S.C.; Kim, H.T.; Lee, Y.B. Occurrence of sulfonamide class of antibiotics resistance in Korean paddy soils under long-term fertilization practices. J. Soils Sediments 2017, 17, 1618–1625.
Cheng, G.; Xu, Y.; Zhu, X.; Xie, S.; Wang, L.; Huang, L.; Hao, H.; Liu, Z.; Pan, Y.; Chen, D.; et al. The antibacterial activities of aditoprim and its efficacy in the treatment of swine streptococcosis. Sci. Rep. 2017, 7, 41370.
Aswal, V.K.; Chatterjee, S.; Bhattacharyya, J. In vitro solubilization of antibiotic drug sulfamethazine: An investigation on drug–micelle aggregate formation by spectroscopic and scattering techniques. J. Surfactants Deterg. 2022, 25, 331–339.
Wang, H.; Dang, D.; Zhu, L.; Pan, M.; Zhu, J.; Lu, W.; Lu, S.; Zhao, J. Effects of varied sulfamethazine dosage and exposure durations on offspring mice. Microorganisms 2024, 12, 381.
NORMAN Network. Emerging Substances. 2024. Available online: https://www.norman-network.com/nds/susdat/susdatSearchShow.php (accessed on 3 August 2024).
Akinwamide, S.O.; Bossuyt, S.; Akinribide, O.J.; Falodun, O.E.; Borode, A.O.; Olubambi, P.A. Chapter 7—Mitigating environmental challenges in manufacturing industries via electrochemical processes toward climate sustainability. In Smart Nanomaterials for Environmental Applications; Ayeleru, O.O., Idris, A.O., Pandey, S., Olubambi, P.A., Eds.; Micro and Nano Technologies; Elsevier: Amsterdam, The Netherlands, 2024; pp. 165–187.
Delgado, D.R. LaTeX Code of the Chemical Structure of Some Drugs; Universidad Cooperativa de Colombia: Arauca, Colombia, 2024.
Rubino, J.T.; Yalkowsky, S.H. Cosolvency and cosolvent polarity. Pharm. Res. 1987, 4, 220–230.
Rubino, J.T. Cosolvents and Cosolvency. In Encyclopedia of Pharmaceutical Science and Technology; CRC Press: Boca Raton, FL, USA, 2013; pp. 711–722.
Yu, Q.; Li, J.; Liu, C.; Yang, H. Solubility correlation by model with partial molar volume. Can. J. Chem. Eng. 2023, 101, 4151–4159.
McConvey, I.F.; Woods, D.; Lewis, M.; Gan, Q.; Nancarrow, P. The importance of acetonitrile in the pharmaceutical industry and opportunities for its recovery from waste. Org. Process Res. Dev. 2012, 16, 612–624
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spelling Delgado, Daniel RicardoCastro-Camacho, Jennifer KatiuscaOrtiz, ClaudiaCaviedes Rubio, Diego IvanMartinez, FlemingGrupo de Investigación de Ingenierías UCC-NeivaMundial2024-12-10T16:08:07Z2024-12-10T16:08:07Z2024-11-26MDPI and ACS Style Delgado, D.R.; Castro-Camacho, J.K.; Ortiz, C.P.; Caviedes-Rubio, D.I.; Martinez, F. Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures. Pharmaceuticals 2024, 17, 1594. https://doi.org/10.3390/ph17121594 AMA Style Delgado DR, Castro-Camacho JK, Ortiz CP, Caviedes-Rubio DI, Martinez F. Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures. Pharmaceuticals. 2024; 17(12):1594. https://doi.org/10.3390/ph17121594 Chicago/Turabian Style Delgado, Daniel Ricardo, Jennifer Katiusca Castro-Camacho, Claudia Patricia Ortiz, Diego Ivan Caviedes-Rubio, and Fleming Martinez. 2024. "Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures" Pharmaceuticals 17, no. 12: 1594. https://doi.org/10.3390/ph17121594 APA Style Delgado, D. R., Castro-Camacho, J. K., Ortiz, C. P., Caviedes-Rubio, D. I., & Martinez, F. (2024). Dissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures. Pharmaceuticals, 17(12), 1594. https://doi.org/10.3390/ph171215941424-8247https://hdl.handle.net/20.500.12494/57840doi.org/10.3390/ph17121594Background: Solubility is one of the most important parameters in the research and development processes of the pharmaceutical industry. In this context, cosolubility is one of the most used strategies to improve the solubility of poorly soluble drugs, besides allowing to identify some factors involved in the dissolution process. The aim of this research is to evaluate the solubility of sulfamethazine in acetotinitrile + 1-propanol cosolvent mixtures at 9 temperatures (278.15, 283.15, 288.15, 293.15, 298.15, 303.15, 308.15, 313.15, and 318.15 K); a drug used in human and veterinary therapy and two solvents of great chemical–pharmaceutical interest. Methods: The determination was carried out by the shaking flask method and the drug was quantified by UV/Vis spectrophotometry. Results: The solubility of sulfamethazine increases from pure 1-propanol (solvent in which it reaches its lowest solubility at 278.15 K) to pure acetonitrile (solvent in which it reaches its maximum solubility at 318.15 K), behaving in a logarithmic-linear fashion. Conclusions: The increase in solubility is related to the acid/base character of the cosolvent mixtures and not to the solubility parameter of the mixtures. The dissolution process is endothermic and favored by the solution entropy, and also shows a strong entropic compensation.Universidad Cooperativa de ColombiaFinanciación en dinero y especieEnergías, agua y medio ambientepdfapplication/pdfengUniversidad Cooperativa de ColombiaNeivaCreative Commons Attribution (CC BY)http://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessAttribution 4.0 Internationalhttp://purl.org/coar/access_right/c_abf2https://www.mdpi.com/1424-8247/17/12/1594540 - Química y ciencias afinessulfamethazinesolubilityacetonitrile1-propanolcosolvencysolution thermodynamicsDissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) MixturesArtículo de revistahttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1http://purl.org/coar/version/c_970fb48d4fbd8a85Textinfo:eu-repo/semantics/articlehttp://purl.org/redcol/resource_type/ARTinfo:eu-repo/semantics/publishedVersion1612117Davis, K.J.; Athira, K. Chapter 24: Infectious Abortive Diseases. In Elements of Reproduction and Reproductive Diseases of Goats; John Wiley & Sons, Ltd.: Hoboken, NJ, USA, 2024; pp. 279–296Ndlovu, K.; Mwanza, M.; Nleya, N.; Ngoma, L. Detection and quantification of antibiotic residues in goat milk in Mahikeng Local Municipality. J. S. Afr. Vet. Assoc. 2024, 95, 121–130.Kim, J.H.; Kuppusamy, S.; Kim, S.Y.; Kim, S.C.; Kim, H.T.; Lee, Y.B. Occurrence of sulfonamide class of antibiotics resistance in Korean paddy soils under long-term fertilization practices. J. Soils Sediments 2017, 17, 1618–1625.Cheng, G.; Xu, Y.; Zhu, X.; Xie, S.; Wang, L.; Huang, L.; Hao, H.; Liu, Z.; Pan, Y.; Chen, D.; et al. The antibacterial activities of aditoprim and its efficacy in the treatment of swine streptococcosis. Sci. Rep. 2017, 7, 41370.Aswal, V.K.; Chatterjee, S.; Bhattacharyya, J. In vitro solubilization of antibiotic drug sulfamethazine: An investigation on drug–micelle aggregate formation by spectroscopic and scattering techniques. J. Surfactants Deterg. 2022, 25, 331–339.Wang, H.; Dang, D.; Zhu, L.; Pan, M.; Zhu, J.; Lu, W.; Lu, S.; Zhao, J. Effects of varied sulfamethazine dosage and exposure durations on offspring mice. Microorganisms 2024, 12, 381.NORMAN Network. Emerging Substances. 2024. Available online: https://www.norman-network.com/nds/susdat/susdatSearchShow.php (accessed on 3 August 2024).Akinwamide, S.O.; Bossuyt, S.; Akinribide, O.J.; Falodun, O.E.; Borode, A.O.; Olubambi, P.A. Chapter 7—Mitigating environmental challenges in manufacturing industries via electrochemical processes toward climate sustainability. In Smart Nanomaterials for Environmental Applications; Ayeleru, O.O., Idris, A.O., Pandey, S., Olubambi, P.A., Eds.; Micro and Nano Technologies; Elsevier: Amsterdam, The Netherlands, 2024; pp. 165–187.Delgado, D.R. LaTeX Code of the Chemical Structure of Some Drugs; Universidad Cooperativa de Colombia: Arauca, Colombia, 2024.Rubino, J.T.; Yalkowsky, S.H. Cosolvency and cosolvent polarity. Pharm. Res. 1987, 4, 220–230.Rubino, J.T. Cosolvents and Cosolvency. In Encyclopedia of Pharmaceutical Science and Technology; CRC Press: Boca Raton, FL, USA, 2013; pp. 711–722.Yu, Q.; Li, J.; Liu, C.; Yang, H. Solubility correlation by model with partial molar volume. Can. J. Chem. Eng. 2023, 101, 4151–4159.McConvey, I.F.; Woods, D.; Lewis, M.; Gan, Q.; Nancarrow, P. The importance of acetonitrile in the pharmaceutical industry and opportunities for its recovery from waste. Org. Process Res. Dev. 2012, 16, 612–624Sector industrial y académicoPublicationINV3457ANÁLISIS TERMODINÁMICO DE LA SOLUBILIDAD DE ALGUNOS FÁRMACOS EN SISTEMAS COSOLVENTES DE USO INDUSTRIALORIGINALDissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures.pdfDissolution Thermodynamics of the Solubility of Sulfamethazine in (Acetonitrile + 1-Propanol) Mixtures.pdfapplication/pdf493956https://repository.ucc.edu.co/bitstreams/a92b2f1c-86c7-427b-85e0-e20f2019742e/downloadf6a32b3064e6d9d26bece13e2ec8f700MD51CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8908https://repository.ucc.edu.co/bitstreams/92121085-07ea-4175-bcd6-a93db6d7cb63/download0175ea4a2d4caec4bbcc37e300941108MD52LICENSElicense.txtlicense.txttext/plain; charset=utf-84334https://repository.ucc.edu.co/bitstreams/2702c09c-5649-4081-8b04-46f02a70bfa6/download3bce4f7ab09dfc588f126e1e36e98a45MD5320.500.12494/57840oai:repository.ucc.edu.co:20.500.12494/578402024-12-10 11:08:08.72http://creativecommons.org/licenses/by/4.0/Attribution 4.0 Internationalopen.accesshttps://repository.ucc.edu.coRepositorio Institucional Universidad Cooperativa de 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