title: The discovery of anthranilic acid-based MMP inhibitors. Part 3: incorporation of basic amines.
abstract: Anthranilic acid derivatives bearing basic amines were prepared and evaluated in vitro and in vivo as inhibitors of MMP-1, MMP-9, MMP-13, and TACE. Piperazine 4u has been identified as a potent, selective, orally active inhibitor of MMP-9 and MMP-13.
authors.affiliation: Wyeth-Ayerst Research, 401N. Middletown Rd., Pearl River, NY 10965, USA. levinji@war.wyeth.com
authors.forename: J I
authors.initials: JI
authors.lastname: Levin
authors.forename: J M
authors.initials: JM
authors.lastname: Chen
authors.forename: M T
authors.initials: MT
authors.lastname: Du
authors.forename: F C
authors.initials: FC
authors.lastname: Nelson
authors.forename: T
authors.initials: T
authors.lastname: Wehr
authors.forename: J F
authors.initials: JF
authors.lastname: DiJoseph
authors.forename: L M
authors.initials: LM
authors.lastname: Killar
authors.forename: S
authors.initials: S
authors.lastname: Skala
authors.forename: A
authors.initials: A
authors.lastname: Sung
authors.forename: M A
authors.initials: MA
authors.lastname: Sharr
authors.forename: C E
authors.initials: CE
authors.lastname: Roth
authors.forename: G
authors.initials: G
authors.lastname: Jin
authors.forename: R
authors.initials: R
authors.lastname: Cowling
authors.forename: L
authors.initials: L
authors.lastname: Di
authors.forename: M
authors.initials: M
authors.lastname: Sherman
authors.forename: Z B
authors.initials: ZB
authors.lastname: Xu
authors.forename: C J
authors.initials: CJ
authors.lastname: March
authors.forename: K M
authors.initials: KM
authors.lastname: Mohler
authors.forename: R A
authors.initials: RA
authors.lastname: Black
authors.forename: J S
authors.initials: JS
authors.lastname: Skotnicki
mesh_terms: D051722:ADAM Proteins; D000072198:ADAM17 Protein; D000588:Amines / Q000737:chemistry*; D000818:Animals; D001665:Binding Sites; D017364:Collagenases / Q000378:metabolism; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006877:Hydroxamic Acids / Q000737:chemistry; D007375:Interleukin-1; D053583:Interleukin-1beta; D009682:Magnetic Resonance Spectroscopy; D020781:Matrix Metalloproteinase 1 / Q000378:metabolism; D053509:Matrix Metalloproteinase 13; D020780:Matrix Metalloproteinase 9 / Q000378:metabolism; D061965:Matrix Metalloproteinase Inhibitors; D008666:Metalloendopeptidases; D051379:Mice; D008958:Models, Molecular; D010003:Osteoarthritis / Q000188:drug therapy; D051381:Rats; D013329:Structure-Activity Relationship; D062367:ortho-Aminobenzoates / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000588:Amines; D004791:Enzyme Inhibitors; D006877:Hydroxamic Acids; D007375:Interleukin-1; D053583:Interleukin-1beta; D061965:Matrix Metalloproteinase Inhibitors; D062367:ortho-Aminobenzoates; D051722:ADAM Proteins; D017364:Collagenases; D053509:Matrix Metalloproteinase 13; D008666:Metalloendopeptidases; C507081:Mmp13 protein, mouse; C507083:Mmp13 protein, rat; D020780:Matrix Metalloproteinase 9; D020781:Matrix Metalloproteinase 1; D000072198:ADAM17 Protein; C000606463:Adam17 protein, mouse; C000606464:Adam17 protein, rat