pH-Dependent solubility profiles of imipramine and amitriptyline hydrochlorides
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The aim of this study was to examine solubility-pH behavior of desipramine structural analogues:
imipramine and amitriptyline hydrochlorides. Appearance of aggregates (trimer, around pH 4 in imipramine case), which lead to slow sedimentation, and oil forms make solubility determination extremely challenging. Oils which are more soluble than crystalline forms are formed in alkaline solutions (above pH 7.8 in imipramine case). Sometimes in such cases, pH adjustment in that pH region can be unpredictable. Furthermore, oil sticks to electrode making pH measurement difficult,
especially in amitryptiline case. Concentration was measured using HPLC with UV/Vis
detection. Different techniques were used for solid phase characterization. Solid phase
characterization is particularly important in complicated systems like this.
Keywords:
solubility / pH-dependent solubility / imipramine / amitriptyline / pH-Ramp Shake-Flask methodSource:
8th World Conference on Physico-Chemical Methods in Drug Discovery, Split, Croatia, September 9-11, 2019 - Book of Abstracts, 2019, 51-51Publisher:
- International Association of Physical Chemists
Funding / projects:
- The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors (RS-172008)
- Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
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IHTMTY - CONF AU - Marković, Olivera AU - Pešić, Miloš P. AU - Avdeef, Alex AU - Verbić, Tatjana PY - 2019 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/3404 AB - The aim of this study was to examine solubility-pH behavior of desipramine structural analogues: imipramine and amitriptyline hydrochlorides. Appearance of aggregates (trimer, around pH 4 in imipramine case), which lead to slow sedimentation, and oil forms make solubility determination extremely challenging. Oils which are more soluble than crystalline forms are formed in alkaline solutions (above pH 7.8 in imipramine case). Sometimes in such cases, pH adjustment in that pH region can be unpredictable. Furthermore, oil sticks to electrode making pH measurement difficult, especially in amitryptiline case. Concentration was measured using HPLC with UV/Vis detection. Different techniques were used for solid phase characterization. Solid phase characterization is particularly important in complicated systems like this. PB - International Association of Physical Chemists C3 - 8th World Conference on Physico-Chemical Methods in Drug Discovery, Split, Croatia, September 9-11, 2019 - Book of Abstracts T1 - pH-Dependent solubility profiles of imipramine and amitriptyline hydrochlorides SP - 51 EP - 51 UR - https://hdl.handle.net/21.15107/rcub_cer_3404 ER -
@conference{ author = "Marković, Olivera and Pešić, Miloš P. and Avdeef, Alex and Verbić, Tatjana", year = "2019", abstract = "The aim of this study was to examine solubility-pH behavior of desipramine structural analogues: imipramine and amitriptyline hydrochlorides. Appearance of aggregates (trimer, around pH 4 in imipramine case), which lead to slow sedimentation, and oil forms make solubility determination extremely challenging. Oils which are more soluble than crystalline forms are formed in alkaline solutions (above pH 7.8 in imipramine case). Sometimes in such cases, pH adjustment in that pH region can be unpredictable. Furthermore, oil sticks to electrode making pH measurement difficult, especially in amitryptiline case. Concentration was measured using HPLC with UV/Vis detection. Different techniques were used for solid phase characterization. Solid phase characterization is particularly important in complicated systems like this.", publisher = "International Association of Physical Chemists", journal = "8th World Conference on Physico-Chemical Methods in Drug Discovery, Split, Croatia, September 9-11, 2019 - Book of Abstracts", title = "pH-Dependent solubility profiles of imipramine and amitriptyline hydrochlorides", pages = "51-51", url = "https://hdl.handle.net/21.15107/rcub_cer_3404" }
Marković, O., Pešić, M. P., Avdeef, A.,& Verbić, T.. (2019). pH-Dependent solubility profiles of imipramine and amitriptyline hydrochlorides. in 8th World Conference on Physico-Chemical Methods in Drug Discovery, Split, Croatia, September 9-11, 2019 - Book of Abstracts International Association of Physical Chemists., 51-51. https://hdl.handle.net/21.15107/rcub_cer_3404
Marković O, Pešić MP, Avdeef A, Verbić T. pH-Dependent solubility profiles of imipramine and amitriptyline hydrochlorides. in 8th World Conference on Physico-Chemical Methods in Drug Discovery, Split, Croatia, September 9-11, 2019 - Book of Abstracts. 2019;:51-51. https://hdl.handle.net/21.15107/rcub_cer_3404 .
Marković, Olivera, Pešić, Miloš P., Avdeef, Alex, Verbić, Tatjana, "pH-Dependent solubility profiles of imipramine and amitriptyline hydrochlorides" in 8th World Conference on Physico-Chemical Methods in Drug Discovery, Split, Croatia, September 9-11, 2019 - Book of Abstracts (2019):51-51, https://hdl.handle.net/21.15107/rcub_cer_3404 .