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Discovery and biological evaluation of potent, selective, orally bioavailable, pyrazine-based blockers of the Na(v)1.8 sodium channel with efficacy in a model of neuropathic pain.
Scanio, Marc J C; Shi, Lei; Drizin, Irene; Gregg, Robert J; Atkinson, Robert N; Thomas, James B; Johnson, Matthew S; Chapman, Mark L; Liu, Dong; Krambis, Michael J; Liu, Yi; Shieh, Char-Chang; Zhang, Xufeng; Simler, Gricelda H; Joshi, Shailen; Honore, Prisca; Marsh, Kennan C; Knox, Alison; Werness, Stephen; Antonio, Brett; Krafte, Douglas S; Jarvis, Michael F; Faltynek, Connie R; Marron, Brian E; Kort, Michael E.
Afiliación
  • Scanio MJ; Global Pharmaceutical Research and Development, Abbott Laboratories, Dept R4PM, Bldg. AP9A, 100 Abbott Park Road, Abbott Park, IL 60064-6117, United States. marc.scanio@abbott.com
Bioorg Med Chem ; 18(22): 7816-25, 2010 Nov 15.
Article en En | MEDLINE | ID: mdl-20965738
Na(v)1.8 (also known as PN3) is a tetrodotoxin-resistant (TTx-r) voltage-gated sodium channel (VGSC) that is highly expressed on small diameter sensory neurons. It has been implicated in the pathophysiology of inflammatory and neuropathic pain, and we envisioned that selective blockade of Na(v)1.8 would be analgesic, while reducing adverse events typically associated with non-selective VGSC blocking therapeutic agents. Herein, we describe the preparation and characterization of a series of 6-aryl-2-pyrazinecarboxamides, which are potent blockers of the human Na(v)1.8 channel and also block TTx-r sodium currents in rat dorsal root ganglia (DRG) neurons. Selected derivatives display selectivity versus human Na(v)1.2. We further demonstrate that an example from this series is orally bioavailable and produces antinociceptive activity in vivo in a rodent model of neuropathic pain following oral administration.
Asunto(s)

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Pirazinas / Canales de Sodio / Bloqueadores de los Canales de Sodio / Neuralgia Límite: Animals / Humans Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2010 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Pirazinas / Canales de Sodio / Bloqueadores de los Canales de Sodio / Neuralgia Límite: Animals / Humans Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2010 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Reino Unido