676140-69-5Relevant academic research and scientific papers
A new series of aryl sulfamate derivatives: Design, synthesis, and biological evaluation
Anbar, Hanan S.,El-Awady, Raafat,El-Gamal, Mohammed I.,El-Gamal, Randa,Foster, Paul A.,Potter, Barry V. L.,Zaraei, Seyed-Omar
, (2020)
Steroid sulfatase (STS) has recently emerged as a drug target for management of hormone-dependent malignancies. In the present study, a new series of twenty-one aryl amido-linked sulfamate derivatives 1a-u was designed and synthesized, based upon a cycloh
Ureido-substituted sulfamates show potent carbonic anhydrase IX inhibitory and antiproliferative activities against breast cancer cell lines
Winum, Jean-Yves,Carta, Fabrizio,Ward, Carol,Mullen, Peter,Harrison, David,Langdon, Simon P.,Cecchi, Alessandro,Scozzafava, Andrea,Kunkler, Ian,Supuran, Claudiu T.
supporting information; experimental part, p. 4681 - 4685 (2012/07/31)
A series of 50 sulfamates were obtained by reacting 4-aminophenol with isocyanates followed by sulfamoylation. Most of the new compounds were nanomolar inhibitors of the tumor-associated carbonic anhydrase (CA, EC 4.2.1.1) isoforms IX and XII, whereas the
Salicylate-urea-based soluble epoxide hydrolase inhibitors with high metabolic and chemical stabilities
Kasagami, Takeo,Kim, In-Hae,Tsai, Hsing-Ju,Nishi, Kosuke,Hammock, Bruce D.,Morisseau, Christophe
supporting information; experimental part, p. 1784 - 1789 (2009/12/03)
We investigated N-adamantyl-N′-phenyl urea derivatives as simple sEH inhibitors. Salicylate ester derivatives have high inhibitory activities against human sEH, while the free benzoic acids are less active. The methyl salicylate derivative is a potent sEH inhibitor, which also has high metabolic and chemical stabilities; suggesting that such inhibitors are potential lead molecule for bioactive compounds acting in vivo.
1,3-Disubstituted ureas functionalized with ether groups are potent inhibitors of the soluble epoxide hydrolase with improved pharmacokinetic properties
Kim, In-Hae,Tsai, Hsing-Ju,Nishi, Kosuke,Kasagami, Takeo,Morisseau, Christophe,Hammock, Bruce D.
, p. 5217 - 5226 (2008/03/13)
Soluble epoxide hydrolase (sEH) is a therapeutic target for treating hypertension and inflammation. 1,3-Disubstituted ureas functionalized with an ether group are potent sEH inhibitors. However, their relatively low metabolic stability leads to poor pharmacokinetic properties. To improve their bioavailability, we investigated the effect of incorporating various polar groups on the ether function on the inhibition potencies, physical properties, in vitro metabolic stability, and pharmacokinetic properties. The structure-activity relationship studies showed that a hydrophobic linker between the urea group and the ether function is necessary to keep their potency. In addition, urea-ether inhibitors having a polar group such as diethylene glycol or morpholine significantly improved their physical properties and metabolic stability without any loss of inhibitory potency. Furthermore, improved pharmacokinetic properties in murine and canine models were obtained with the resulting inhibitors. These findings will facilitate the usage of sEH inhibitors in animal models of hypertension and inflammation.
