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Intramolecular Nonbonded S···O Interaction Recognized in (Acylimino)thiadiazoline Derivatives as Angiotensin II Receptor Antagonists and Related Compounds
Abstract
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.
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Cited by
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Beno, B. R., Yeung, K.-S., Bartberger, M. D., Pennington, L. D., & Meanwell, N. A. (2015) · Journal of Medicinal Chemistry · doi:10.1021/jm501853m · Cited by 772
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Chalcogen bonding in synthesis, catalysis and design of materials
Mahmudov, K. T., Kopylovich, M. N., Guedes da Silva, M. F. C., & Pombeiro, A. J. L. (2017) · Dalton Transactions · doi:10.1039/c7dt01685a · Cited by 466
Gleiter, R., Haberhauer, G., Werz, D. B., Rominger, F., & Bleiholder, C. (2018) · Chemical Reviews · doi:10.1021/acs.chemrev.7b00449 · Cited by 348
Metadata
- Authors
- Nagao, Y., Hirata, T., Goto, S., Sano, S., Kakehi, A., Iizuka, K., & Shiro, M.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 1998-03-20
- Volume
- 120
- Issue
- 13
- Pages
- 3104-3110
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2085501212
- Cited by
- 271
- References
- 0
- FWCI
- 4.68
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Intramolecular Nonbonded S···O Interaction Recognized in (Acylimino)thiadiazoline Derivatives as Angiotensin II Receptor Antagonists and Related Compounds. https://app.cochat.ai/papers/10.1021/ja973109o
- The paper
- Nagao, Y., Hirata, T., Goto, S., Sano, S., Kakehi, A., Iizuka, K., & Shiro, M. (1998). Intramolecular Nonbonded S···O Interaction Recognized in (Acylimino)thiadiazoline Derivatives as Angiotensin II Receptor Antagonists and Related Compounds. Journal of the American Chemical Society. https://doi.org/10.1021/ja973109o
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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