237385-09-0Relevant academic research and scientific papers
Design and Synthesis of 4,5-disubstituted-thiophene-2-amidines as potent urokinase inhibitors
Rudolph,Illig, Carl R.,Subasinghe, Nalin L.,Wilson, Kenneth J.,Hoffman, James B.,Randle, Troy,Green, David,Molloy, Chris J.,Soll, Richard M.,Lewandowski, Frank,Zhang, Marie,Bone, Roger,Spurlino, John C.,Deckman, Ingrid C.,Manthey, Carl,Sharp, Celia,Maguire, Diane,Grasberger, Bruce L.,DesJarlais, Renee L.,Zhou, Zhao
, p. 491 - 495 (2007/10/03)
A study of the S1 binding of lead 5-methylthiothiophene amidine 3, an inhibitor of urokinase-type plasminogen activator, was undertaken by the introduction of a variety of substituents at the thiophene 5-position. The 5-alkyl substituted and unsubstituted thiophenes were prepared using organolithium chemistry. Heteroatom substituents were introduced at the 5-position using a novel displacement reaction of 5-methylsulfonylthiophenes and the corresponding oxygen or sulfur anions. Small alkyl group substitution at the 5-position provided inhibitors equipotent with 3 but possessing improved solubility.
