title: Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1.
abstract: Several novel amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines were synthesized which had potent activity against HIV-1. The synthetic approaches adopted allowed for variation of the substitution pattern and resulting changes in antiviral activity are highlighted. This led to the identification of compounds with low and sub-nanomolar anti-HIV-1 activity.
authors.affiliation: Department of Medicinal Chemistry, Metabolic and Virology Center of Excellence for Drug Discovery, GlaxoSmithKline Research & Development, Five Moore Drive, Research Triangle Park, NC 27709-3398, USA. ksgudmundsson@gmail.com
authors.forename: Kristjan S
authors.initials: KS
authors.lastname: Gudmundsson
authors.forename: Paul R
authors.initials: PR
authors.lastname: Sebahar
authors.forename: Leah D'Aurora
authors.initials: LD
authors.lastname: Richardson
authors.forename: John F
authors.initials: JF
authors.lastname: Miller
authors.forename: Elizabeth M
authors.initials: EM
authors.lastname: Turner
authors.forename: John G
authors.initials: JG
authors.lastname: Catalano
authors.forename: Andrew
authors.initials: A
authors.lastname: Spaltenstein
authors.forename: Wendell
authors.initials: W
authors.lastname: Lawrence
authors.forename: Michael
authors.initials: M
authors.lastname: Thomson
authors.forename: Stephen
authors.initials: S
authors.lastname: Jenkinson
mesh_terms: D000163:Acquired Immunodeficiency Syndrome / Q000188:drug therapy; D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000634:Aminoquinolines; D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001562:Benzimidazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002082:Butylamines; D045744:Cell Line, Tumor; D015497:HIV-1 / Q000187:drug effects*; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry; D006801:Humans; D019718:Receptors, CXCR4 / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D000588:Amines; D000634:Aminoquinolines; D019380:Anti-HIV Agents; D001562:Benzimidazoles; D002082:Butylamines; D006573:Heterocyclic Compounds, 1-Ring; D019718:Receptors, CXCR4; C494414:mavorixafor