73166-06-0Relevant academic research and scientific papers
New benzimidazoles as thrombopoietin receptor agonists
Safonov, Igor G.,Heerding, Dirk A.,Keenan, Richard M.,Price, Alan T.,Erickson-Miller, Connie L.,Hopson, Christopher B.,Levin, Jenna L.,Lord, Kenneth A.,Tapley, Peter M.
, p. 1212 - 1216 (2007/10/03)
A novel benzimidazole series of small-molecule thrombopoietin receptor agonists has been discovered. Herein, we discuss the preliminary exploration of structure-activity relationships within this chemotype.
Structure-activity relationship of omeprazole and analogues as Helicobacter pylori urease inhibitors
Kuhler,Fryklund,Bergman,Weilitz,Lee,Larsson
, p. 4906 - 4916 (2007/10/03)
Helicobacter pylori urease belongs to a family of highly conserved urea- hydrolyzing enzymes. A common feature of these enzymes is the presence of two Lewis acid nickel ions and a reactive cysteine residue in the active site. The H+/K+-ATPase inhibitor omeprazole is a prodrug of a sulfenamide which covalently modifies cysteine residues on the luminal side of the H+/K+- ATPase of gastric parietal cells. Omeprazole and eight analogues were selected based on their chemical, electronic, and kinetic properties, and each was incubated with viable H. pylori in phosphate-buffered saline at pH 7.4 for 30 min, after which 100 mM urea was added and the amount of ammonia formed analyzed after a further 10 min. Inhibition between 0% and 100% at a 0.1 mM concentration was observed for the different analogues and could be expressed as a function of the pK(a)-value of the pyridine, the pK(a)-value of the benzimidazole, the overall lipophilicity, and, most importantly, the rate of sulfenamide formation, in a quantitative structure-activity relationship. The inhibition was potentiated by a lower pH (favoring the formation of the sulfenamide) but abolished in the presence of β- mercaptoethanol (a scavenger of the sulfenamide). Structural analogues incapable of yielding the sulfenamide did not inhibit ammonia production. Treatment of Helicobacter felis-infected mice with 230 μmol/kg flurofamide b.i.d. for 4 weeks, known to potently inhibit urease activity in vivo, as a means of eradicating the infection, was tested and compared with the effect of 125 μmol/kg omeprazole b.i.d. for 4 weeks. Neither treatment proved efficacious.
Possible Anthelmintic Agents: Syntheses of Methyl 5(6)-Substituted-benzimidazole-2-carbamates
Akhtar, M. Shamim,Seth, M.,Bhaduri, A. P.
, p. 395 - 399 (2007/10/02)
Syntheses of α-phenyl-propionitrile (2), α-phenyl-acrylonitrile (3), methyl 5(6)-hydroxymethylbenzimidazole-2-carbamate (6), β-(2-methoxycarbonylamino)-5(6)-benzi
Substituted thio-, sulfinyl-, and sulfonyl-alkyl benzimidazole carbamates
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, (2008/06/13)
Benzimidazole carbamate derivatives are provided having the structure STR1 wherein R is lower alkyl, lower alkenylalkyl, lower alkynylalkyl, phenyl, substituted phenyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, cycloalkenylalkyl or phenylalkyl, R1 is lower alkyl, phenylalkyl or di-lower alkylaminoalkyl, Z is a single bond or a straight or branched chain alkylene group, and n is 0, 1 or 2. These compounds are useful as anthelmintic agents administered orally or parenterally.
