title: Indanylidenes. 2. Design and synthesis of (E)-2-(4-chloro-6-fluoro-1-indanylidene)-N-methylacetamide, a potent antiinflammatory and analgesic agent without centrally acting muscle relaxant activity.
abstract: Extension of the structure-activity relationship studies that led to the discovery of the nonsedating potent muscle relaxant, antiinflammatory, and analgesic agent (E)-2-(4,6-difluoro-1-indanylidene)acetamide, 1, has given rise to (E)-2-(4-chloro-6-fluoro-1-indanylidene)-N-methylacetamide, 2. Compound 2 is a potent antiinflammatory and analgesic agent without centrally acting muscle relaxant activity.
authors.affiliation: GlaxoSmithKline Research and Development, Five Moore Drive, Research Triangle Park, North Carolina 27709, USA. dm12907@gsk.com
authors.forename: David L
authors.initials: DL
authors.lastname: Musso
authors.forename: G Faye
authors.initials: GF
authors.lastname: Orr
authors.forename: Felicia R
authors.initials: FR
authors.lastname: Cochran
authors.forename: James L
authors.initials: JL
authors.lastname: Kelley
authors.forename: Jeffrey L
authors.initials: JL
authors.lastname: Selph
authors.forename: Greg C
authors.initials: GC
authors.lastname: Rigdon
authors.forename: Barrett R
authors.initials: BR
authors.lastname: Cooper
authors.forename: Michael L
authors.initials: ML
authors.lastname: Jones
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000700:Analgesics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006993:Hypnotics and Sedatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D007189:Indans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D051379:Mice; D009125:Muscle Relaxants, Central / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D051381:Rats; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: C471169:2-(4-chloro-6-fluoro-1-indanylidene)-N-methylacetamide; D000081:Acetamides; D000700:Analgesics; D000894:Anti-Inflammatory Agents, Non-Steroidal; D006993:Hypnotics and Sedatives; D007189:Indans; D009125:Muscle Relaxants, Central