Compounds, pharmaceutical compositions, and methods for...

C - Chemistry – Metallurgy – 07 – C

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C07C 233/38 (2006.01) C07C 237/20 (2006.01) C07C 323/41 (2006.01) C07C 335/12 (2006.01)

Patent

CA 1328457

NOVEL COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND METHODS FOR TREATING INFLAMMATION AND PAIN ABSTRACT OF THE DISCLOSURE The present invention relates to beta-aminoethyl-substituted phenyl compounds, especially beta-aminoethoxy-substituted phenyl compounds, having the general structure: Image wherein: the W-X moiety is selected from -C(O)NH-, -C(S)NH-, -S(O)2NH-, -NHC(O)O-, -NHC(S)O-, -NHC(O)NH-, and -NHC(S)NH- wherein either available bond of the W-X moiety is bonded to the R moiety and the remaining bond is attached to the benzyl carbon atom; Z is selected from hydrogen, hydroxy, and methoxy; R1 is selected from hydrogen, hydroxy, alkyl esters of hydroxy having from about 1 to about 5 carbon atoms, alkyl having from about 1 to about 5 carbon atoms, and alkoxy having from about 1 to about 5 carbon atoms; each R2 is inde- pendently selected from hydrogen, halogen, unsubstituted or substituted alkyl having from about 1 to about 5 carbon atoms, substituted or unsubstituted aryl, and carboxylate, or two R2 moieties are covalently bonded to form a substituted or unsub- stituted alkyl ring having from about 3 to about 7 carbon atoms in the ring; R is a C6-C24 alkyl moiety; and Y is selected from -O-, -S- and -NH-. The present invention also relates to pharmaceutical compo- sitions comprising a safe and effective amount of a compound of the present invention and a pharmaceutically-acceptable carrier. The present invention further relates to methods for producing analgesia and reducing inflammation, in humans and lower ani- mals, by administering the compounds or compositions of the present invention. In addition, the present invention relates to methods for making compounds of the present invention and intermediates useful in these synthesis methods.

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