Intramolecular nonbonded S•••O interaction recognized in (acylimino)thiadiazoline derivatives as angiotensin II receptor antagonists and related compounds

被引:254
作者
Nagao, Y [1 ]
Hirata, T
Goto, S
Sano, S
Kakehi, A
Iizuka, K
Shiro, M
机构
[1] Univ Tokushima, Fac Pharmaceut Sci, Sho, Tokushima 770, Japan
[2] Wakunaga Pharmaceut Co Ltd, Inst Med Res, Koda, Hiroshima 73911, Japan
[3] Shinshu Univ, Fac Engn, Nagano 380, Japan
[4] Kissei Pharmaceut Co Ltd, Hotaka, Nagano 39983, Japan
[5] Rigaku Corp, Tokyo 196, Japan
关键词
D O I
10.1021/ja973109o
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The intramolecular nonbonded 1,5-type S ... O interactions are recognized in the crystalline structures of the (acylimino)thiadiazoline derivatives (1-3) as angiotensin II receptor antagonists. The relative stability of the nonbonded 1,5-type S ... O interaction was investigated using the X-ray crystallographic analyses and the ab initio MO calculations (HF/3-21G*, 6-31G*, and 6-311+G**) of the simplified model compounds (6, 7, and 9). The concept of mimic-fused bicyclic heterocycles consisting of fairly stable nonbonded S ... O interaction seems to be an efficient approach toward the design and development of various drugs.
引用
收藏
页码:3104 / 3110
页数:7
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