Lead optimization of 2-(piperidin-3-yl)-1H-benzimidazoles: Identification of 2-morpholin- and 2-thiomorpholin-2-yl-1H-benzimidazoles as selective and CNS penetrating H 1-antihistamines for insomnia

Bioorganic and Medicinal Chemistry Letters

Volumn 22, Issue 1, 2012, Pages 421-426

  Ravula, Satheesh Babu ^a   Yu, Jinghua ^a   Tran, Joe A ^a   Arellano, Melissa ^a   Tucci, Fabio C ^a   Moree, Wilna J ^a   Li, Bin Feng ^a   Petroski, Robert E ^a   Wen, Jianyun ^a   Malany, Siobhan ^a   Hoare, Samuel R J ^a   Madan, Ajay ^a   Crowe, Paul D ^a   Beaton, Graham ^a  

^a NEUROCRINE BIOSCIENCES INC   (United States)

Author keywords

Benzimidazole; CNS penetration; H 1 antihistamines; Insomnia; Lead optimization; Structure activity relationship (SAR)

Indexed keywords

1 (4 FLUOROBENZYL) 2 (1 METHYL PIPERIDINE 3 YL) 1H BENZIMIDAZOLE; 2 (PIPERIDIN 3 YL) 1H BENZIMIDAZOLE; 2 MORPHOLIN 2 YL 1H BENZIMIDAZOLE; 2 THIOMORPHOLIN 2 YL 1H BENZIMIDAZOLE; ANTIHISTAMINIC AGENT; BENZIMIDAZOLE DERIVATIVE; HISTAMINE H1 RECEPTOR ANTAGONIST; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DRUG PENETRATION; DRUG SELECTIVITY; INSOMNIA; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION;

BENZIMIDAZOLES; CENTRAL NERVOUS SYSTEM; DRUG DESIGN; ELECTROPHYSIOLOGY; ETHER-A-GO-GO POTASSIUM CHANNELS; HISTAMINE H1 ANTAGONISTS; HUMANS; HYPNOTICS AND SEDATIVES; INHIBITORY CONCENTRATION 50; KINETICS; MICROSOMES, LIVER; MODELS, CHEMICAL; MORPHOLINES; NITROGEN; PIPERIDINES; RECEPTORS, HISTAMINE H1; SLEEP INITIATION AND MAINTENANCE DISORDERS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84655174896     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.10.115     Document Type: Article

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13. Calculated using ACD Labs Software Suite.