溶液的热力学III：（+）-萘普生与其他非甾体抗炎药溶剂化作用的比较。

Thermodynamics of solutions III: comparison of the solvation of (+)-naproxen with other NSAIDs.

作者信息

Perlovich German L, Kurkov Sergey V, Kinchin Andrey N, Bauer-Brandl Annette

机构信息

Institute of Solution Chemistry, Russian Academy of Sciences, Ivanovo, Russian Federation.

出版信息

Eur J Pharm Biopharm. 2004 Mar;57(2):411-20. doi: 10.1016/j.ejpb.2003.10.021.

DOI:10.1016/j.ejpb.2003.10.021

PMID:15019002

Abstract

Naproxen was studied by classical thermoanalytical methods, namely sublimation calorimetry, solution calorimetry and the solubility method. Temperature dependence of a saturated vapor pressure was obtained and the sublimation enthalpy, deltaHsub(0) and entropy, deltaSsub(0) and their relative fraction of the total process were calculated. These parameters yielded for naproxen were compared to the respective data of other naphthalene derivatives. The crystal lattice energy of naproxen was calculated by two force fields (Gavezzotti et al. and Mayo et al.) and compared to the experimental data. Contributions of different motifs of the naproxen molecule to the total packing energy were analyzed. The Gibbs energy of solvation as well as enthalpic and entropic terms thereof in aliphatic alcohols have been studied for naproxen, and compared to model substances and other non-steroid anti-inflammatory drugs (benzoic acid, diflunisal and flurbiprofen). The major driving force of the solvation process is the enthalpy. The respective contributions of the specific and the non-specific solvation interactions in terms of absolute and relative values have been investigated.

摘要

采用经典热分析方法对萘普生进行了研究，即升华量热法、溶液量热法和溶解度法。获得了饱和蒸气压的温度依赖性，并计算了升华焓、ΔHsub(0)和熵、ΔSsub(0)及其在整个过程中的相对占比。将得到的萘普生这些参数与其他萘衍生物的相应数据进行了比较。通过两种力场（加韦佐蒂等人和梅奥等人的力场）计算了萘普生的晶格能，并与实验数据进行了比较。分析了萘普生分子不同基序对总堆积能的贡献。研究了萘普生在脂肪醇中的溶剂化吉布斯能及其焓项和熵项，并与模型物质和其他非甾体抗炎药（苯甲酸、二氟尼柳和氟比洛芬）进行了比较。溶剂化过程的主要驱动力是焓。研究了特定和非特定溶剂化相互作用在绝对值和相对值方面的各自贡献。