title: Synthesis and solid-phase purification of anthranilic sulfonamides as CCK-2 ligands.
abstract: A novel strategy for the synthesis of cholecystokinin-2 receptor ligands was developed. The route employs a solution-phase synthesis of a series of anthranilic sulfonamides followed by a resin capture purification strategy to produce multi-milligram quantities of compounds for bioassay. The synthesis was used to produce >100 compounds containing various functional groups, highlighting the general applicability of this strategy and to address specific metabolism issues in our CCK-2 program.
authors.affiliation: Johnson & Johnson Pharmaceutical Research and Development, 3210 Merryfield Row, San Diego, CA 92121, USA. cwoods4@prdus.jnj.com
authors.forename: Craig R
authors.initials: CR
authors.lastname: Woods
authors.forename: Michael D
authors.initials: MD
authors.lastname: Hack
authors.forename: Brett D
authors.initials: BD
authors.lastname: Allison
authors.forename: Victor K
authors.initials: VK
authors.lastname: Phuong
authors.forename: Mark D
authors.initials: MD
authors.lastname: Rosen
authors.forename: Magda F
authors.initials: MF
authors.lastname: Morton
authors.forename: Clodagh E
authors.initials: CE
authors.lastname: Prendergast
authors.forename: Terrance D
authors.initials: TD
authors.lastname: Barrett
authors.forename: Nigel P
authors.initials: NP
authors.lastname: Shankley
authors.forename: Michael H
authors.initials: MH
authors.lastname: Rabinowitz
mesh_terms: D000818:Animals; D002766:Cholecystokinin / Q000378:metabolism*; D020650:Combinatorial Chemistry Techniques; D015195:Drug Design; D006801:Humans; D008024:Ligands; D008862:Microsomes, Liver / Q000187:drug effects; D015394:Molecular Structure; D051381:Rats; D043887:Receptor, Cholecystokinin B / Q000378:metabolism*; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D062367:ortho-Aminobenzoates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D008024:Ligands; D043887:Receptor, Cholecystokinin B; D013449:Sulfonamides; D062367:ortho-Aminobenzoates; D002766:Cholecystokinin