Intermediates for diphenyl and phenyl pyridyl anti- histamines

Details Intermediates for diphenyl and phenyl pyridyl anti- histamines Intermediates for diphenyl and phenyl pyridyl anti- histamines

C - Chemistry, Metallurgy

07

D

260/295, 260/515

C07D 207/08 (2006.01) A61K 31/44 (2006.01) A61K 31/485 (2006.01) C07D 213/55 (2006.01) C07D 213/56 (2006.01) C07D 213/61 (2006.01) C07D 213/79 (2006.01) C07D 295/155 (2006.01) C07D 401/06 (2006.01) C07D 405/04 (2006.01)

Patent

CA 1275102

ABSTRACT Intermediates for preparing compounds exhibiting anti-histamine activity are represented by the formula (A) (A) Image as well as the salts, C1-6alkyl esters, C1-6haloalkyl esters, C1-6alkyl amides thereof, and the amides derived from ammonia or glycine, in which RA represents -CHO or -R1COOH, wherein R1 is a C1-7 bivalent aliphatic hydrocarbon group or a single bond, RB represents a hydrogen atom, a group OR7, wherein R7 is hydrogen or C1-4acyl, or a group R8 wherein R8 is a C1-4acyloxy, RC represents a group Image in which B represents a hydrogen atom, or Image represents Image wherein Q represents a leaving group or a group -NR2R3, wherein R2 and R3 are the same or different and are each hydrogen, C1-4alkyl or taken together with the nitrogen comprise a nitrogen-containing heterocyclic ring having four to six members; or RC represents -CH=CH2; or Image represents Image R4 is halogen, hydrogen, hydroxy, cyano, C1-4 acyloxy, C1-4alkoxy or C1-4alkyl optionally substituted by one to three halogen atoms; and X is -N= or -CH=; provided that: (i) when RA represents -CHO, RB represents a hydrogen atom and RC represents a group -CH2CH2NR2R3, or RB and RC together with the carbon atom to which they are both attached represent Image or Image wherein R2 and R3 are as defined above; (ii) when RA represents -R1COOH, and RB represents a hydrogen atom then RC represents a group -CH2CH2Q', or both RB and RC together with the carbon atom to which they are bound represent Image wherein R1, R2 and R3 are as defined above; and Q' is a leaving group; (iii) when RA represents R1COOH and RB represents OR7 then RC represents CH2CH2NR2R3, wherein R1, R2, R3 and R7 are as defined above; (iv) when RA represents R1COOH and RB represents OR7 where R7 is C1-4 acyl, RC represents CH=CH2.

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