Relationship of Three-Dimensional Structure of Muscarinic Antagonists to Antimuscarinic Activity: Structure of Thiodeacylaprophen Hydrochloride
Abstract
Thiodeacylaprophen crystallized as a tertiary amine hydrochloride salt. The S-C-C-N+ segment adopts a trans configuration as does one of the Cphenyl-C-S-C segments. A comparison of the structure of thiodeacylaprophen with the crystal structures of potent antimuscarinic agents suggests that the relatively weak antimuscarinic activity of thiodeacylaprophen compared to atropine and aprophen 0 may be substantially due to the short intramolecular S . .. N+ distance of 4.106(6) angstroms. Other contributing structural factors may include the direction of the N+-H bond and restricted accessibility of the sulfur atom for interatomic interactions.
Document Details
- Document Type
- Technical Report
- Publication Date
- Jan 01, 1992
- Accession Number
- ADA254446
Entities
People
- Isabella L. Karle
- Jean M. Karle
- Peter K. Chiang
- Richard K. Gordon
Organizations
- Walter Reed Army Institute of Research