title: Structure stability/activity relationships of sulfone stabilized N,N-dichloroamines.
abstract: Structure stability/activity relationships (SXR) of a new class of N,N-dichloroamine compounds were explored to improve antimicrobial activity against Escherichia coli, Staphylococcus aureus, and Candida albicans while maintaining aqueous solution stability. This study identified a new class of solution-stable and topical antimicrobial agents. These agents are sulfone-stabilized and possess either a quaternary ammonium or sulfonate appendages as a water solubilizing group. Several unique challenges were confronted in the synthesis of these novel compounds which are highlighted in the discussion.
authors.affiliation: NovaBay Pharmaceuticals Inc., Emeryville, CA 94608, United States.
authors.forename: Eddy
authors.initials: E
authors.lastname: Low
authors.forename: Bum
authors.initials: B
authors.lastname: Kim
authors.forename: Charles
authors.initials: C
authors.lastname: Francavilla
authors.forename: Timothy P
authors.initials: TP
authors.lastname: Shiau
authors.forename: Eric D
authors.initials: ED
authors.lastname: Turtle
authors.forename: Donogh J R
authors.initials: DJ
authors.lastname: O'Mahony
authors.forename: Nichole
authors.initials: N
authors.lastname: Alvarez
authors.forename: Ashley
authors.initials: A
authors.lastname: Houchin
authors.forename: Ping
authors.initials: P
authors.lastname: Xu
authors.forename: Meghan
authors.initials: M
authors.lastname: Zuck
authors.forename: Chris
authors.initials: C
authors.lastname: Celeri
authors.forename: Mark B
authors.initials: MB
authors.lastname: Anderson
authors.forename: Ramin Ron
authors.initials: RR
authors.lastname: Najafi
authors.forename: Rakesh K
authors.initials: RK
authors.lastname: Jain
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002700:Chloramines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004355:Drug Stability; D004926:Escherichia coli / Q000187:drug effects; D015394:Molecular Structure; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014867:Water / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D002700:Chloramines; D013450:Sulfones; D014867:Water