1-alkyl-, 1-alkenyl- and...

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 213/56 (2006.01) A61K 31/00 (2006.01) C07C 45/68 (2006.01) C07C 47/542 (2006.01) C07C 215/36 (2006.01) C07C 219/22 (2006.01) C07C 233/18 (2006.01) C07C 233/22 (2006.01) C07D 213/38 (2006.01) C07D 213/40 (2006.01) C07D 213/48 (2006.01) C07D 213/61 (2006.01) C07D 213/80 (2006.01) C07D 261/08 (2006.01) C07D 333/20 (2006.01) C07D 333/22 (2006.01) C07D 333/24 (2006.01) C07D 405/04 (2006.01) C07D 409/04 (2006.01)

Patent

CA 2038029

The present invention relates to novel 1-alkyl-, 1-alkenyl- and 1-alkynylaryl- 2-amino-1,3- propanediols, intermediates and processes for the preparation thereof. The compounds of the invention are of the formula I RCH(OR1)CH(NR2R3)R4 (I) wherein R is Image wherein R5 is CH3(CH2)mC=C. CH3(CH2)m,CH=CH, CH3(CH2)m,CH2CH2, Image wherein m is 3 to 15, n is 0 to 12, W and X are independently hydrogen, (C1- C8) alkyl, (C1-C8) alkoxy, halogen or trifluoromethyl, and Z is S. O, or C=O: and A is S or O: R1 is hydrogen or Image wherein R6 is hydrogen, (C1-C8) alkyl. (C1-C8) alkoxy. or Image :R2 is hydrogen (C1-C3) alkyl. R3 is hydrogen (C1-C3) alKyl or Image wherein R6 is as above: R4 is Image wherein R7 is hydrogen (C1-C8) alkyl. or CH2 OR8 wherein R8 is hydrogen or Image wherein R6 is as above: R1 and R8 taken together with the oxygen to which they are attached form a group of the formula Image wherein R9 and R10 are independently hydrogen or alkyl, where alkyl is a straight or branched chain hydrocarbon having no unsaturation and 1 to 10 carbon atoms, the optical isomers thereof, or the pharmaceutically acceptable salts thereof. The compounds of the invention exhibit antiinflammatory, memory dysfunction relieving, cell poliferation reducing, antibacterial and antifungal activity and can, therefore, be used as medicaments.

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