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Thermal analysis of binary systems of the pharmaceuticals trimethoprim and benzoic acid

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Abstract

Thermal analysis of the binary system benzoic acid (BA) and trimethoprim (TMP) provided evidence of the formation of two molecular compounds. BA-TMP and two crystalline forms of (BA)2-TMP were characterized on the basis of their thermodynamic parameters as well as of crystallographic and spectroscopic properties. The availability of these compounds (by recrystallization) allowed interpretation of thermal effects in the DSC curves of the mixtures and the theoretical phase diagrams could be drawn. The results are consistent with the model of a very slight dissociation of the molecular compounds in the melt.

Zusammenfassung

Die thermische Analyse des binären Systems Benzoesäure (BA) — Trimethoprim (TMP) erbrachte Hinweise auf die Bildung von zwei Molekülverbindungen. BA-TMP und zwei kristalline Formen von (BA)2-TMP wurden sowohl durch ihre thermodynamischen Parameter als auch durch kristallographische und spektroskopische Eigenschaften charakterisiert. Die Darstellbarkeit dieser Verbindungen (durch Rekristallisation) ermöglichte die Interpretation der thermischen Effekte in den DSC-Kurven der Gemische und die Aufstellung der theoretischen Phasendiagramme. Die Ergebnisse sind vereinbar mit dem Modell einer sehr schwachen Dissoziation der Molekularverbindungen in der Schmelze.

Резюме

Термический анализ д войной системы бензо йная кислота (БК)—триметоп рим (ТМР) показал обращова ние двух молекулярны х соединений. Бинарная система БК—ТМП и две кристаллически е формы системы (БК)2-ТМ П были охарактеризованы те рг эдинамическими параметрами, кристал лографическими и спектроскопическим и характеристиками. Д оступность этих соединений, полу чаемых путем перекристалли зации, позволила интерпретировать те рмические эффекты, наблюдаемые на ДСК-кр ивых смесей соединен ий, и quстановить теоретиче ские фазовые диаграм мы. Полученные результа ты согласуются с моделью очень малой диссоциации молекулярных соедин ений в расплаве.

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References

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Authors and Affiliations

  1. Department of Pharmaceutical Chemistry, University of Pavia, Italy

    G. P. Bettinetti, C. Caramella, F. Giordano, A. La Manna, C. Margheritis & C. Sinistri

  2. Department of Physical Chemistry, University of Pavia, Italy

    C. Margheritis & C. Sinistri

Authors
  1. G. P. Bettinetti
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  2. C. Caramella
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  3. F. Giordano
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  4. A. La Manna
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  5. C. Margheritis
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  6. C. Sinistri
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Additional information

The authors gratefully acknowledge the skilful assistance of Prof. C. Tadini and Prof. G. Giuseppetti in the X-ray analyses.

The work was supported in part by a grant from the Ministero Pubblica Istruzione to A. L. M. and in part by a CNR grant to C. M. and C. S.

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Bettinetti, G.P., Caramella, C., Giordano, F. et al. Thermal analysis of binary systems of the pharmaceuticals trimethoprim and benzoic acid. Journal of Thermal Analysis 28, 285–293 (1983). https://doi.org/10.1007/BF01983262

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  • DOI: https://doi.org/10.1007/BF01983262

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