943138-53-2Relevant academic research and scientific papers
Lead optimization of methionine aminopeptidase-2 (MetAP2) inhibitors containing sulfonamides of 5,6-disubstituted anthranilic acids
Wang, Gary T.,Mantei, Robert A.,Kawai, Megumi,Tedrow, Jason S.,Barnes, David M.,Wang, Jieyi,Zhang, Qian,Lou, Pingping,Garcia, Lora A.,Bouska, Jennifer,Yates, Melinda,Park, Chang,Judge, Russell A.,Lesniewski, Richard,Sheppard, George S.,Bell, Randy L.
, p. 2817 - 2822 (2008/02/03)
A series of aryl sulfonamides of 5,6-disubstituted anthranilic acids were identified as potent inhibitors of methionine aminopeptidase-2 (MetAP2). Small alkyl groups and 3-furyl were tolerated at the 5-position of anthranilic acid, while -OCH3, CH3, and Cl were found optimal for the 6-position. Placement of 2-aminoethoxy group at the 6-position enabled interaction with the second Mn2+ but did not result in enhancement in potency. Introduction of a tertiary amino moiety at the ortho-position of the sulfonyl phenyl ring gave reduced protein binding and improved cellular activity, but led to lower oral bioavailability.
