C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
167/208, 260/300
C07D 205/08 (2006.01) C07D 205/085 (2006.01) C07D 403/00 (2006.01) C07D 403/12 (2006.01) C07D 403/14 (2006.01) C07D 413/12 (2006.01) C07D 413/14 (2006.01) C07D 417/00 (2006.01) C07D 417/12 (2006.01) C07D 417/14 (2006.01)
Patent
CA 1260472
ABSTRACT AZETIDINES Antibacterial activity is exhibited by compounds having the formula Image and salts thereof, wherein R1 is acyl; R2 is hydrogen or methoxy; R3 and R4 are the same or different and each is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl or a 5,6 or 7-membered heterocycle or one of R3 and R4 is hydrogen and the other is azido, halomethyl, dihalomethyl, trihalomethyl, alkoxycarbonyl, 2-phenylethenyl, 2-phenylethynyl, carboxyl, -CH2X1, -S-X2, -O-X2, Image , Image ,or Image X1 is azido, amino, hydroxy, alkanoyl- amino, alkylsulfonyloxy, arylsulfonyloxy, aryl, cyano, -S-X2 or -O-X2; X2 is alkyl, substituted alkyl, aryl, arylalkyl, alkanoyl, substituted alkanoyl, arylcarbonyl or heteroarylcarbonyl; one of X3 and X4 is hydrogen and the other is hydrogen or alkyl, or X3 and X4 when taken together with the carbon atom to which they are attached form a cycloalkyl group; X5 is formyl, alkanoyl, arylcarbonyl, arylalkylcarbonyl, carboxyl, alkoxycarbonyl, aminocarbonyl, (substituted amino)carbonyl, or cyano; A is -CH=CH-, -CH2-CH=CH-, -(CH2)-m, -(CH2)m,-O-, -(CH2)m,-NH-, -(CH2)m, -S-CH2-, or -(CH2)m-O-CH2-; m is 0, 1, 2 or 3; m' is 1 or 2; X6 and X7 are the same or different and each is hydrogen or alkyl, or X6 is hydrogen and X7 is amino, substituted amino, acylamino or alkoxy; R5 is hydrogen, alkyl or aryl; R6 is hydrogen, alkyl, aryl, a 5,6 or 7-membered heterocycle, -NR7R8, or -(CH2)n-X wherein n is 1,2,3 or 4 and X is halogen, aryl, alkoxy, aryloxy or -NR9R10; R7 and R8 are the same or different and each is hydrogen, alkyl or aryl, or R7 is hydrogen and R8 is a 5,6 or 7-membered heterocycle or -(CH2)n-Y wherein n is 1,2,3 or 4 and Y is alkoxy, amino, alkylthio or halogen; and R9 and R10 are the same or different and each is hydrogen or alkyl, or R9 is hydrogen and R10 is a 5,6 or 7-membered heterocycle.
417532
Breuer Hermann
Denzel Theodor
Osler Hoskin & Harcourt Llp
Squibb (e.r.) & Sons Inc.
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