title: Synthesis and analgesic activity of pemedolac (cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyrano[3,4-b]ind ole-1- acetic acid).
abstract: The synthesis of cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyrano[3,4-b]indole -1-acetic acid, pemedolac (USAN), is described. This compound has been found to be a potent analgesic agent in primary screening. Pemedolac has been resolved and the active (+)-enantiomer assigned a 1S,4R absolute configuration on the basis of a crystallographic analysis of its (S)-(-)-borneol ester.
authors: Ayerst Laboratories Research, Inc., Princeton, New Jersey 08543-8000.
authors: A H
authors: AH
authors: Katz
authors: C A
authors: CA
authors: Demerson
authors: C C
authors: CC
authors: Shaw
authors: A A
authors: AA
authors: Asselin
authors: L G
authors: LG
authors: Humber
authors: K M
authors: KM
authors: Conway
authors: G
authors: G
authors: Gavin
authors: C
authors: C
authors: Guinosso
authors: N P
authors: NP
authors: Jensen
authors: D
authors: D
authors: Mobilio
mesh_terms: D000085:Acetates / Q000138:chemical synthesis* / Q000494:pharmacology; D000700:Analgesics / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000494:pharmacology; D007210:Indoleacetic Acids; D008297:Male; D051379:Mice; D008968:Molecular Conformation; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship
chemical_list: D000085:Acetates; D000700:Analgesics; D000893:Anti-Inflammatory Agents; D007210:Indoleacetic Acids; C056040:pemedolac