86604-73-1Relevant academic research and scientific papers
Synthesis, biological activity, QSAR and QSPR study of 2- aminobenzimidazole derivatives as potent H3-antagonists
Mor, Marco,Bordi, Fabrizio,Silva, Claudia,Rivara, Silvia,Zuliani, Valentina,Vacondio, Federica,Rivara, Mirko,Barocelli, Elisabetta,Bertoni, Simona,Ballabeni, Vigilio,Magnanini, Francesca,Impicciatore, Mariannina,Plazzi, Pier Vincenzo
, p. 663 - 674 (2007/10/03)
We report the design, synthesis, QSPR and QSAR of a new class of H 3-antagonists, having a 2-aminobenzimidazole moiety connected to the 4(5) position of an imidazole ring through di- or tri-methylene chains. Eleven substituents, selected by experimental design to obtain broad and non-correlated variation in their lipophilic, electronic and steric properties, were introduced at the 5(6) position of the benzimidazole nucleus. The compounds were tested for their H3-receptor affinity, by displacement of [3H]-(R)-α-methylhistamine ([ 3H]-RAMHA) binding to rat brain membranes (pKi), for intrinsic activity, evaluating their effect on [35S]GTPγS binding to rat brain membranes, and for H3-antagonist potency, on electrically stimulated guinea-pig ileum (pKB). The pKi values of the derivatives with longer chain (5a-k) ranged over 2 orders of magnitude, with the 5(6)-methoxy derivative 5d endowed with sub-nanomolar affinity (pKi=9.37). The series having two methylene groups in the chain spacer (4a-k), showing a small variation in affinity, revealed to be somewhat insensitive to ring substitution. Lipophilicity (log P) and basicity (pKa) of the newly synthesized compounds were measured and related to receptor affinity in a QSAR study. Multiple regression analysis (MRA) showed an approximate parabolic dependence of pKi on log P, while an additional electronic effect of the substituents on benzimidazole tautomerism is suspected.
METHOD OF USING (H+/K+)ATPASE INHIBITORS AS ANTIVIRAL AGENTS
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, (2008/06/13)
A class of compounds which are (H+/K+) ATPase inhibitors can be used for the treatment of viral infections. Compounds of particular interest are defined by Formula III: wherein D is N or CH; wherein R7 is one or more radicals selected from hydrido, alkoxy, amino, cyano, nitro, hydroxyl, alkyl, halo, haloalkyl, carboxyl, alkanoyl, nitro, amino, alkylamino, aminocarbonyl , aminosulfonyl , alkylaminocarbonyl, alkylcarbonylamino, alkoxycarbonyl, alkylaminosulfonyl, alkylsulfonylamino, alkylthio, alkyl-sulfinyl and alkylsulfonyl; wherein R8 is selected from hydrido, alkyl and cycloalkyl; wherein R9 is one or more radicals selected from hydrido, alkoxy, amino, alkyl, halo, cyano, nitro, hydroxyl, haloalkyl, nitro, carboxyl, alkanoyl, amino, alkylamino, dialkylamino, aminocarbonyl , alkylaminocarbonyl, alkylcarbonylamino, aminosulfonyl, alkylaminosulfonyl, alkylsulfonylamino, alkoxycarbonyl, alkylthio, alkylsulfinyl and alkylsulfonyl; and wherein R10 and R11 are independently selected from hydrido, alkyl, aryl, alkylcarbonyl and arylcarbonyl wherein the aryl ring may be further substituted with one or more radicals selected from alkyl, halo, hydrazidylcarbonyl, aminocarbonyl and alkoxy; or wherein R10 and R11 together with the nitrogen atom form a heterocyclic ring
2-[(Imidazo[1,2-a]pyridinylmethyl)sulfinyl]-1H-benzimidazoles
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, (2008/06/13)
This invention relates to 2-[(imidazo[1,2-a]pyridinylmethyl)-sulfinyl]-1H-benzimidazoles that are useful in the treatment and prevention of ulcers.
2-Pyridylmethyl thio(sulfinyl)benzimidazoles with gastric acid secretion inhibiting effects
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, (2008/06/13)
4- or 5-Trifluoromethyl-2-[(4-methoxy-2-pyridylmethyl)thio or sulfinyl]-(-benzimidazoles are useful as such or in medicament compositions for protecting the stomach and intestines and for inhibiting gastric acid secretion of warm-blooded animals to which they are administered.
