Accession Number:

ADA254446

Title:

Relationship of Three-Dimensional Structure of Muscarinic Antagonists to Antimuscarinic Activity: Structure of Thiodeacylaprophen Hydrochloride

Descriptive Note:

Journal article

Corporate Author:

WALTER REED ARMY INST OF RESEARCH WASHINGTON DC

Report Date:

1992-01-01

Pagination or Media Count:

7.0

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 4.1066 angstroms. Other contributing structural factors may include the direction of the N-H bond and restricted accessibility of the sulfur atom for interatomic interactions.

Subject Categories:

  • Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE