.alpha.-allenic-.alpha.-amino-acids

Details .alpha.-allenic-.alpha.-amino-acids .alpha.-allenic-.alpha.-amino-acids

C - Chemistry, Metallurgy

07

D

167/233, 167/258

C07D 233/64 (2006.01) C07D 209/20 (2006.01) C07D 211/76 (2006.01) C07D 233/54 (2006.01)

Patent

CA 1242203

ABSTRACT OF THE DISCLOSURE: A new class of kcat or suicide enzyme inhibitors which are alpha-allenic substituted alpha-amino acids of the formula: Image I Image IA and the pharmaceutically acceptable salts thereof wherein R1, R2 and R3 are independently hydrogen, alkyl, halo, arylalkyl of 6 to 10 carbons wherein the aryl group is unsubstituted or substituted with halo, halo alkyl, alkyl, hydroxy, alkoxy, amino, aminoalkyl, aminodialkyl, thio, thioalkyl wherein two of R1, R2 and R3 are simultaneously hydrogen or alkyl; R4 is hydrogen, lower alkyl, -(CHR)mXR wherein m is 1 or 2 and X is oxygen or sulfur and R is hydrosen or methyl, -(CH2)n-COY where n is 1 or 2 and Y is hydroxy or amino, -(CH2)oNHC(NH2)(NH) wherein o is 2 to 4, -(CH2)p-NH2 where p is 2-5, a radical of the formula Image where q is 1 or 2 and R6, R7 and R8 are independently hydrogen, hydroxy, or a radical of the formula Image Image or Image whesein R9 is hydrogen, alkyl of 1 to 4 carbons, halo or haloloweralkyl, R10 is hydrogen, hydroxy or methoxy and Z is hydrogen or hydroxy; V is hydrogen, hydroxy, NH2, alpha-aminocarbonyl or an alpha aminoacid; and A is -OH, -OS wherein S is a pharmaceutically acceptable salt, -OE wherein E a alkyl of 1 to 22 carbon atoms or arylalkyl of 6 to 10 carbon atoms, or amino or mono- or di-alkyl substituted amino.

461189

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