Structure-activity relationships for a series of thiobenzamide influenza fusion inhibitors derived from 1,3,3-trimethyl-5-hydroxy-cyclohexylmethylamine

Kuo Long Yu; Albert F Torri; Guangxiang Luo; Christopher Cianci; Katharine Grant-Young; Stephanie Danetz; Lawrence Tiley; Mark Krystal; Nicholas A Meanwell

doi:10.1016/s0960-894x(02)00761-8

Structure-activity relationships for a series of thiobenzamide influenza fusion inhibitors derived from 1,3,3-trimethyl-5-hydroxy-cyclohexylmethylamine

Bioorg Med Chem Lett. 2002 Dec 2;12(23):3379-82. doi: 10.1016/s0960-894x(02)00761-8.

Authors

Kuo Long Yu¹, Albert F Torri, Guangxiang Luo, Christopher Cianci, Katharine Grant-Young, Stephanie Danetz, Lawrence Tiley, Mark Krystal, Nicholas A Meanwell

Affiliation

¹ Department of Chemistry, The Bristol-Myers Squibb Pharmaceutical Research Institute, Wallingford, CT 06492, USA.

PMID: 12419365
DOI: 10.1016/s0960-894x(02)00761-8

Abstract

The anti-influenza activity of a series of thiobenzamide fusion inhibitors derived from 1,3,3-trimethyl-5-hydroxy-cyclohexylmethylamine is profiled. Axial disposition of the thioamide moiety is essential for potent influenza inhibitory activity.

MeSH terms

Animals
Antiviral Agents / chemistry*
Antiviral Agents / pharmacology*
Cells, Cultured
Dogs
Drug Evaluation, Preclinical
Hemolysis / drug effects
Inhibitory Concentration 50
Membrane Fusion / drug effects
Methylamines / chemistry*
Methylamines / pharmacology*
Orthomyxoviridae / drug effects*
Quinolizines / chemistry
Quinolizines / pharmacology
Stereoisomerism
Structure-Activity Relationship
Thioamides / chemistry*
Thioamides / pharmacology*

Substances

Antiviral Agents
BMY 27709
Methylamines
Quinolizines
Thioamides
thiobenzamide
methylamine