title: Carboxylate bioisosteres of gabapentin.
abstract: A series of carboxylate bioisosteres of structures related to gabapentin 1 have been prepared. When the carboxylate was replaced by a tetrazole, this group was recognized by the alpha2-delta protein. Further characterization of alpha2-delta binding compounds 14a and 14b revealed a similar pattern of functional in vitro and in vivo activity to gabapentin 1.
authors.affiliation: Pfizer Global Research and Development, Michigan Laboratories, 2800 Plymouth Road, Ann Arbor, MI 48105, USA.
authors.forename: Carmen E
authors.initials: CE
authors.lastname: Burgos-Lepley
authors.forename: Lisa R
authors.initials: LR
authors.lastname: Thompson
authors.forename: Clare O
authors.initials: CO
authors.lastname: Kneen
authors.forename: Simon A
authors.initials: SA
authors.lastname: Osborne
authors.forename: Justin S
authors.initials: JS
authors.lastname: Bryans
authors.forename: Thomas
authors.initials: T
authors.lastname: Capiris
authors.forename: Nirmala
authors.initials: N
authors.lastname: Suman-Chauhan
authors.forename: David J
authors.initials: DJ
authors.lastname: Dooley
authors.forename: Cindy M
authors.initials: CM
authors.lastname: Donovan
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Field
authors.forename: Mark G
authors.initials: MG
authors.lastname: Vartanian
authors.forename: Jack J
authors.initials: JJ
authors.lastname: Kinsora
authors.forename: Susan M
authors.initials: SM
authors.lastname: Lotarski
authors.forename: Ayman
authors.initials: A
authors.lastname: El-Kattan
authors.forename: Karen
authors.initials: K
authors.lastname: Walters
authors.forename: Madhu
authors.initials: M
authors.lastname: Cherukury
authors.forename: Charles P
authors.initials: CP
authors.lastname: Taylor
authors.forename: David J
authors.initials: DJ
authors.lastname: Wustrow
authors.forename: Jacob B
authors.initials: JB
authors.lastname: Schwarz
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002264:Carboxylic Acids / Q000737:chemistry*; D003509:Cyclohexanecarboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004195:Disease Models, Animal; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D004353:Drug Evaluation, Preclinical; D000077206:Gabapentin; D066298:In Vitro Techniques; D051379:Mice; D008811:Mice, Inbred DBA; D015394:Molecular Structure; D051381:Rats; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013777:Tetrazoles / Q000737:chemistry*; D005680:gamma-Aminobutyric Acid / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000588:Amines; D000927:Anticonvulsants; D002264:Carboxylic Acids; D003509:Cyclohexanecarboxylic Acids; D013777:Tetrazoles; C045574:1H-tetrazole; D005680:gamma-Aminobutyric Acid; D000077206:Gabapentin