Structure and molecular interactions of anti-thyroid drugs. Part 2. Electron donor properties of carbimazole

被引：20
|
作者：
Laurence, C
El Ghomari, MJ
Berthelot, M
机构：
[1] Univ Nantes, Fac Sci & Tech, Lab Spectrochim, F-44322 Nantes 3, France
[2] Univ Cadi Ayyad, Fac Sci Semlalia, Lab Spect, Marrakech, Morocco
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1998年 / 05期
关键词：
D O I：
10.1039/a800902c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The electron donor properties of the anti-thyroid drug carbimazole towards the soft Lewis acid I, and the hard hydrogen-bond donor 4-fluorophenol are studied. Diiodine forms only a sulfur coordinated charge-transfer complex with carbimazole (formation constant ca. 1400 dm(3) mol(-1) in CCl4), while 4-fluorophenol forms both sulfur and carbonyl hydrogen-bonded complexes (formation constants respectively ca. 21 and 5 dm(3) mol(-1) in CCl4). The lesser hard basicity of carbimazole, and probably also propylthiouracil, compared to methimazole might validate the inactivation of thyroid peroxidase by means of a competitive coordination of these drugs to the ferric site of the enzyme.
引用
收藏
页码：1163 / 1166
页数：4
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