Relationship of Three-Dimensional Structure of Muscarinic Antagonists to Antimuscarinic Activity: Structure of Thiodeacylaprophen Hydrochloride
WALTER REED ARMY INST OF RESEARCH WASHINGTON DC
Pagination or Media Count:
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 4.1066 angstroms. Other contributing structural factors may include the direction of the N-H bond and restricted accessibility of the sulfur atom for interatomic interactions.
- Organic Chemistry