高等学校化学学报 ›› 2011, Vol. 32 ›› Issue (10): 2402.

• 研究论文 • 上一篇    下一篇

苯并咪唑类缓蚀剂的3D-QSAR研究及分子设计

胡松青1,米思奇1,贾晓林1,郭爱玲1,陈生辉1,张军1,刘新泳2   

  1. 1. 中国石油大学(华东)理学院, 青岛 266555;
    2. 山东大学药学院, 济南 250012
  • 收稿日期:2011-03-21 修回日期:2011-07-06 出版日期:2011-10-10 发布日期:2011-09-11
  • 通讯作者: 胡松青 E-mail:ccupc@163.com
  • 基金资助:

    中国石化普光气田缓蚀剂研究项目(批准号: 309003)和中国石油大学(华东)研究生创新基金(批准号: S10-30)资助.

3D-QSAR Study and Molecular Design of Benzimidazole Derivatives as Corrosion Inhibitors

HU Song-Qing1*, MI Si-Qi1, JIA Xiao-Lin1, GUO Ai-Ling1, CHEN Sheng-Hui1, ZHANG Jun1, LIU Xin-Yong2   

  1. 1. College of Sciences, China University of Petroleum(East of China), Qingdao 266555, China;
    2. College of Pharmacy, Shandong University, Jinan 250012, China
  • Received:2011-03-21 Revised:2011-07-06 Online:2011-10-10 Published:2011-09-11
  • Contact: HU Song-Qing E-mail:ccupc@163.com
  • Supported by:

    中国石化普光气田缓蚀剂研究项目(批准号: 309003)和中国石油大学(华东)研究生创新基金(批准号: S10-30)资助.

摘要: 采用比较分子场分析法(CoMFA)和比较分子相似性指数分析法(CoMSIA), 对苯并咪唑衍生物抗盐酸腐蚀的缓蚀性能进行了三维定量构效关系研究, 并使用留一法交叉验证手段对3D-QSAR模型的稳定性及预测能力进行了分析. 结果表明, 立体场、静电场和氢键供体场(电子给体)是影响苯并咪唑缓蚀剂缓蚀性能的主要因素; 所构建的CoMFA模型(q2=0.541, R2=0.996)和CoMSIA模型(q2=0.581, R2=0.987)均具有较好的统计学稳定性和预测能力. 基于3D-QSAR等势图设计出了几种具有较好缓蚀性能的苯并咪唑化合物, 为油气田新型缓蚀剂的研发提供了一种新思路.

关键词: 苯并咪唑, 缓蚀剂, 三维定量构效关系, 分子设计

Abstract: The Three-dimensional quantitative stucture-activity relationship(3D-QSAR) of benzimidazole derivatives as corrosion inhibitors in hydrochloric acid was studied using Comparative Molecular Field Analysis (CoMFA) and Comparative Molecular Similarity Indices Analysis (CoMSIA) methods, and the stability and predictive ability of the 3D-QSAR model were examined by “leave- one- out” (LOO) cross- validation method. The results indicated that steric, electrostatic and hydrogen-bond donor fields were main factors to inhibition performance. CoMFA (q2=0.541,R2=0.996) and CoMSIA (q2=0.581,R2=0.987) models had better statistical stability and predictive ability. New benzimidazole molecules with excellent corrosion inhibition properties were designed by 3D-QSAR contour maps. These results suggested that it was available to introduce 3D-QSAR methods into the field of corrosion inhibitor, and the method provided a new train of thought for the research and development of corrosion inhibitor in the oil and gas field.

Key words: Benzimidazole, Corrosion inhibitor, Three-dimensional quantitative structure-activity relationship(3D-QSAR), Molecular design

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