4-[4'piperidinyl or 3'-pirrolidinyl] substituted imidazoles...

C - Chemistry – Metallurgy – 07 – D

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C07D 401/04 (2006.01) A61K 31/415 (2006.01) A61K 31/445 (2006.01) A61K 31/505 (2006.01) C07D 401/14 (2006.01) C07D 403/04 (2006.01) C07D 409/14 (2006.01)

Patent

CA 2133461

2133461 9320061 PCTABS00027 The present invention provides novel compounds having activity as histamine H3-receptor antagonists. In a preferred aspect, the compounds of the invention exhibit ready penetration of the blood-brain-barrier and reduced toxicity. The novel compounds of the invention include compounds of the formula (I) wherein D is CH2 or CH2-CH2, Z represents S or O, preferably O, x is 0 or 1, n is an integer from 0 to 6, R1 represents preferably hydrogen, or a hydrolysable group, but can be a lower alkyl or aryl group, and R2 represents a linear chain, branched chain or carbocyclic group or aryl group of up to about 20 carbon atoms, and salts thereof. If R2 is tert-butyl, cyclohexyl, or dicyclohexylmethyl, x or n must not be 0. If R2 is adamantane, the sum of x and n must be greater than 1. The various alkyl or aryl groups can have functional group substituents. Illustrative of the compounds of the invention is the molecule 4-(1-cyclohexylvaleryol-4-piperidyl)-1H-imidazole.

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