International Journal of Pharmacy and Chemistry

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Thermodynamic Parameters of Fluoxetine Estimated by Group Contribution Method

Received: Jul. 21, 2023    Accepted: Aug. 23, 2023    Published: Sep. 13, 2023
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Abstract

Background: fluoxetine is a commonly used antidepressant in clinic. There are many synthetic methods, but the total yield is not very high. Physical property data of compounds are often used in scientific research, pharmaceutical process design, chemical and pharmaceutical production, synthesis and resolution of chiral drugs, etc., distinct and accurate estimation of physical property data will greatly save time and effort. In order to provide data support for industrial production of Fluoxetine, the thermodynamic parameters of fluoxetinewere estimated by Joback group contribution method which always used to estimated the thermodynamic parameters of industry product. In particular, thermodynamic parameters such as enthalpy, entropy and heat capacity are state functions, so in practical applications, a state of matter can be arbitrarily chosen as a reference state, and then calculated. Since the melting boiling point is generally related to the structure of the substance, it is found that the measured value is basically consistent with the estimated value by group contribution method. Based on the group contribution method, other thermodynamic properties such as molar melting, standard enthalpy of formation and residual entropy are also estimated to provide data support for the calculation in industrial production. Subjects and Methods: The structure of fluoxetine was divided by Joback group contribution method, and the group contribution value was calculated to get the standard enthalpy of formation, Standard molar isobaric heat capacity, and residual entropy of Fluoxetine. Results: the standard formation enthalpy of fluoxetineis202.09 kJ•mol-1, standard molar isobaric heat capacity of fluoxetineis 54590 J•mol-1•K-1, and residual entropy of fluoxetineis 261.5 J•mol-1•K-1. The melting temperature of fluoxetinewas also estimated by Joback group contribution method at 825.94 K, which measured by experiment is 158°C, or 456 K, with average relative error ARD = 8.11%. The boiling point temperature of fluoxetine was estimated by Joback method is 733.87 K, which was 569.2°C (867.35K) by measured. The average relative error ARD is 15.38%. Conclusions: The results show that the thermodynamic parameters of fluoxetine can be estimated by Joback group contribution method. Joback method has a high accuracy in estimating the boiling point of Fluoxetine, and it quite fit with the melting point after revised.

DOI 10.11648/j.ijpc.20230904.11
Published in International Journal of Pharmacy and Chemistry ( Volume 9, Issue 4, July 2023 )
Page(s) 38-42
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This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

Fluoxetine, Antidepressant Drug, Group Contribution, Standard Enthalpy of Formation, Joback Method

References
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[8] Duan Yu, Xuan Yining. Organic catalytic asymmetric synthesis of fluoxetine (English). Chinese journal of medicinal chemistry, 2022 (7): 1-5.
[9] TongLingFei, luo, Lu Jun. Study on the asymmetric synthesis of (S)-(-) -3-chloro-1-phenyl-1-propanol and (S) -fluoxetine hydrochloride. Fine and special chemicals, 2013, 21 (05): 45-48. DOI: 10.19482/j.cn11-3237.2013.05.020.
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    Zhao Mingrui, Peng Peng. (2023). Thermodynamic Parameters of Fluoxetine Estimated by Group Contribution Method. International Journal of Pharmacy and Chemistry, 9(4), 38-42. https://doi.org/10.11648/j.ijpc.20230904.11

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    ACS Style

    Zhao Mingrui; Peng Peng. Thermodynamic Parameters of Fluoxetine Estimated by Group Contribution Method. Int. J. Pharm. Chem. 2023, 9(4), 38-42. doi: 10.11648/j.ijpc.20230904.11

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    AMA Style

    Zhao Mingrui, Peng Peng. Thermodynamic Parameters of Fluoxetine Estimated by Group Contribution Method. Int J Pharm Chem. 2023;9(4):38-42. doi: 10.11648/j.ijpc.20230904.11

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  • @article{10.11648/j.ijpc.20230904.11,
      author = {Zhao Mingrui and Peng Peng},
      title = {Thermodynamic Parameters of Fluoxetine Estimated by Group Contribution Method},
      journal = {International Journal of Pharmacy and Chemistry},
      volume = {9},
      number = {4},
      pages = {38-42},
      doi = {10.11648/j.ijpc.20230904.11},
      url = {https://doi.org/10.11648/j.ijpc.20230904.11},
      eprint = {https://download.sciencepg.com/pdf/10.11648.j.ijpc.20230904.11},
      abstract = {Background: fluoxetine is a commonly used antidepressant in clinic. There are many synthetic methods, but the total yield is not very high. Physical property data of compounds are often used in scientific research, pharmaceutical process design, chemical and pharmaceutical production, synthesis and resolution of chiral drugs, etc., distinct and accurate estimation of physical property data will greatly save time and effort. In order to provide data support for industrial production of Fluoxetine, the thermodynamic parameters of fluoxetinewere estimated by Joback group contribution method which always used to estimated the thermodynamic parameters of industry product. In particular, thermodynamic parameters such as enthalpy, entropy and heat capacity are state functions, so in practical applications, a state of matter can be arbitrarily chosen as a reference state, and then calculated. Since the melting boiling point is generally related to the structure of the substance, it is found that the measured value is basically consistent with the estimated value by group contribution method. Based on the group contribution method, other thermodynamic properties such as molar melting, standard enthalpy of formation and residual entropy are also estimated to provide data support for the calculation in industrial production. Subjects and Methods: The structure of fluoxetine was divided by Joback group contribution method, and the group contribution value was calculated to get the standard enthalpy of formation, Standard molar isobaric heat capacity, and residual entropy of Fluoxetine. Results: the standard formation enthalpy of fluoxetineis202.09 kJ•mol-1, standard molar isobaric heat capacity of fluoxetineis 54590 J•mol-1•K-1, and residual entropy of fluoxetineis 261.5 J•mol-1•K-1. The melting temperature of fluoxetinewas also estimated by Joback group contribution method at 825.94 K, which measured by experiment is 158°C, or 456 K, with average relative error ARD = 8.11%. The boiling point temperature of fluoxetine was estimated by Joback method is 733.87 K, which was 569.2°C (867.35K) by measured. The average relative error ARD is 15.38%. Conclusions: The results show that the thermodynamic parameters of fluoxetine can be estimated by Joback group contribution method. Joback method has a high accuracy in estimating the boiling point of Fluoxetine, and it quite fit with the melting point after revised.},
     year = {2023}
    }
    

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  • TY  - JOUR
    T1  - Thermodynamic Parameters of Fluoxetine Estimated by Group Contribution Method
    AU  - Zhao Mingrui
    AU  - Peng Peng
    Y1  - 2023/09/13
    PY  - 2023
    N1  - https://doi.org/10.11648/j.ijpc.20230904.11
    DO  - 10.11648/j.ijpc.20230904.11
    T2  - International Journal of Pharmacy and Chemistry
    JF  - International Journal of Pharmacy and Chemistry
    JO  - International Journal of Pharmacy and Chemistry
    SP  - 38
    EP  - 42
    PB  - Science Publishing Group
    SN  - 2575-5749
    UR  - https://doi.org/10.11648/j.ijpc.20230904.11
    AB  - Background: fluoxetine is a commonly used antidepressant in clinic. There are many synthetic methods, but the total yield is not very high. Physical property data of compounds are often used in scientific research, pharmaceutical process design, chemical and pharmaceutical production, synthesis and resolution of chiral drugs, etc., distinct and accurate estimation of physical property data will greatly save time and effort. In order to provide data support for industrial production of Fluoxetine, the thermodynamic parameters of fluoxetinewere estimated by Joback group contribution method which always used to estimated the thermodynamic parameters of industry product. In particular, thermodynamic parameters such as enthalpy, entropy and heat capacity are state functions, so in practical applications, a state of matter can be arbitrarily chosen as a reference state, and then calculated. Since the melting boiling point is generally related to the structure of the substance, it is found that the measured value is basically consistent with the estimated value by group contribution method. Based on the group contribution method, other thermodynamic properties such as molar melting, standard enthalpy of formation and residual entropy are also estimated to provide data support for the calculation in industrial production. Subjects and Methods: The structure of fluoxetine was divided by Joback group contribution method, and the group contribution value was calculated to get the standard enthalpy of formation, Standard molar isobaric heat capacity, and residual entropy of Fluoxetine. Results: the standard formation enthalpy of fluoxetineis202.09 kJ•mol-1, standard molar isobaric heat capacity of fluoxetineis 54590 J•mol-1•K-1, and residual entropy of fluoxetineis 261.5 J•mol-1•K-1. The melting temperature of fluoxetinewas also estimated by Joback group contribution method at 825.94 K, which measured by experiment is 158°C, or 456 K, with average relative error ARD = 8.11%. The boiling point temperature of fluoxetine was estimated by Joback method is 733.87 K, which was 569.2°C (867.35K) by measured. The average relative error ARD is 15.38%. Conclusions: The results show that the thermodynamic parameters of fluoxetine can be estimated by Joback group contribution method. Joback method has a high accuracy in estimating the boiling point of Fluoxetine, and it quite fit with the melting point after revised.
    VL  - 9
    IS  - 4
    ER  - 

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Author Information
  • College of Pharmacy, Henan Medical College, Zhengzhou, China

  • School of Art and Design, Zhengzhou University of Light Industry, Zhengzhou, China

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