title: Synthesis of C-6 substituted pyrazolo[1,5-a]pyridines with potent activity against herpesviruses.
abstract: A novel series of potent C-6 substituted pyrazolo[1,5-a]pyridine inhibitors of herpes simplex viruses has been identified. A synthetic methodology was developed involving functionalization of a C-6 trifluoromethyl pyrazolo[1,5-a]pyridine to allow facile access to a diverse set of analogues from common late stage intermediates. The expansion of the SAR of this series at the 6 position allows for modifications to developability parameters such as clogP, while maintaining potency comparable to acyclovir.
authors.affiliation: Department of Medicinal Chemistry, GlaxoSmithKline Research and Development, Research Triangle Park, NC 27709, USA. scott.h.allen@gsk.com
authors.forename: Scott H
authors.initials: SH
authors.lastname: Allen
authors.forename: Brian A
authors.initials: BA
authors.lastname: Johns
authors.forename: Kristjan S
authors.initials: KS
authors.lastname: Gudmundsson
authors.forename: George A
authors.initials: GA
authors.lastname: Freeman
authors.forename: F Leslie
authors.initials: FL
authors.lastname: Boyd
authors.forename: Connie H
authors.initials: CH
authors.lastname: Sexton
authors.forename: Dean W
authors.initials: DW
authors.lastname: Selleseth
authors.forename: Katrina L
authors.initials: KL
authors.lastname: Creech
authors.forename: Kelly R
authors.initials: KR
authors.lastname: Moniri
mesh_terms: D000818:Animals; D002460:Cell Line; D002522:Chlorocebus aethiops; D006564:Herpesviridae / Q000187:drug effects*; D015394:Molecular Structure; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D013329:Structure-Activity Relationship
chemical_list: D011720:Pyrazoles; D011725:Pyridines; C118531:pyrazolopyridine