Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
10593218 | Bioorganic & Medicinal Chemistry Letters | 2012 | 6 Pages |
Abstract
The structure-activity relationships of 2-(piperidin-3-yl)-1H-benzimidazoles, 2-morpholine and 2-thiomorpholin-2-yl-1H-benzimidazoles are described. In the lead optimization process, the pKa and/or log P of benzimidazole analogs were reduced either by attachment of polar substituents to the piperidine nitrogen or incorporation of heteroatoms into the piperidine heterocycle. Compounds 9a and 9b in the morpholine series and 10g in the thiomorpholine series demonstrated improved selectivity and CNS profiles compared to lead compound 2 and these are potential candidates for evaluation as sedative hypnotics.
Keywords
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Satheesh Babu Ravula, Jinghua Yu, Joe A. Tran, Melissa Arellano, Fabio C. Tucci, Wilna J. Moree, Bin-Feng Li, Robert E. Petroski, Jianyun Wen, Siobhan Malany, Samuel R.J. Hoare, Ajay Madan, Paul D. Crowe, Graham Beaton,