title: Carboxylate bioisosteres of pregabalin.
abstract: Several beta-amino tetrazole analogs of gabapentin 1 and pregabalin 2 were prepared by one of two convergent, highly efficient routes, and their affinity for the alpha(2)-delta protein examined. Two select compounds with potent affinity for alpha(2)-delta, 8a and 16a, were subsequently tested in vivo in an audiogenic seizure model and found to elicit protective effects.
authors.affiliation: Pfizer Global Research and Development, Michigan Laboratories, 2800 Plymouth Road, Ann Arbor, 48105, USA. jacob.schwarz@pfizer.com
authors.forename: Jacob B
authors.initials: JB
authors.lastname: Schwarz
authors.forename: Norman L
authors.initials: NL
authors.lastname: Colbry
authors.forename: Zhijian
authors.initials: Z
authors.lastname: Zhu
authors.forename: Brian
authors.initials: B
authors.lastname: Nichelson
authors.forename: Nancy S
authors.initials: NS
authors.lastname: Barta
authors.forename: Kristin
authors.initials: K
authors.lastname: Lin
authors.forename: Raymond A
authors.initials: RA
authors.lastname: Hudack
authors.forename: Sian E
authors.initials: SE
authors.lastname: Gibbons
authors.forename: Paul
authors.initials: P
authors.lastname: Galatsis
authors.forename: Russell J
authors.initials: RJ
authors.lastname: DeOrazio
authors.forename: David D
authors.initials: DD
authors.lastname: Manning
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: Zheng
authors.initials: Z
authors.lastname: Li
authors.forename: Melvin R
authors.initials: MR
authors.lastname: Dickerson
authors.forename: Ayman
authors.initials: A
authors.lastname: El-Kattan
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Thorpe
authors.forename: Sean D
authors.initials: SD
authors.lastname: Donevan
authors.forename: Charles P
authors.initials: CP
authors.lastname: Taylor
authors.forename: David J
authors.initials: DJ
authors.lastname: Wustrow
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001665:Binding Sites; D002264:Carboxylic Acids / Q000737:chemistry*; D003509:Cyclohexanecarboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004195:Disease Models, Animal; D004353:Drug Evaluation, Preclinical; D020195:Epilepsy, Reflex / Q000517:prevention & control*; D000077206:Gabapentin; D051379:Mice; D008811:Mice, Inbred DBA; D015394:Molecular Structure; D000069583:Pregabalin; D021122:Protein Subunits / Q000187:drug effects; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D005680:gamma-Aminobutyric Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000588:Amines; D000927:Anticonvulsants; D002264:Carboxylic Acids; D003509:Cyclohexanecarboxylic Acids; D021122:Protein Subunits; D000069583:Pregabalin; D005680:gamma-Aminobutyric Acid; D000077206:Gabapentin