Hydroxamic acid derivatives of 3-Phenyl propionic acids useful as therapeutic agents for treating anthrax poisoning

A compound of the formula

• where
• R1 is H or alkyl of 1 to 6 carbons;
• R2 is H, CN, 4-Br-phenyl, alkyl of 1 to 8 carbons, alkenyl where the alkenyl group has 2 to 8 carbons and one double bond, (CH2)4—O—CH2-3Me-4F-phenyl or (CH2)6-4F-phenyl,
• the asterisk represents that the adjacent carbon can be asymmetric and the wavy line represents a bond which can be of either R or S configuration,
• or a pharmaceutically acceptable salt of said compound.

A compound of the formula

• where
• R1 is H or alkyl of 1 to 6 carbons;
• R2 is (CH2)nNR6(CH2)p-phenyl, (CH2)nNH(CH2)pphenyl said phenyl groups being substituted with 0 to 3 groups selected from the group F, Cl and methyl, (CH2)nNH(CH2)pcyclohexyl, (CH2)nNH(CH2)pfuranyl, (CH2)nNH(CH2)ppyrazinyl, (CH2)nNH(CH2)p-2-benzo[b]thienyl said furanyl, pyrazinyl and 2-benzo[b]thienyl rings being substituted with 0 to 3 R1 groups
• n is an integer having the value of 1 to 6,
• p is an integer having the value of 0 to 4,
• R6 is alkyl of 1 to 3 carbons,
• the asterisk represents that the adjacent carbon can be asymmetric and the wavy line represents a bond which can be of either R or S configuration,
• or a pharmaceutically acceptable salt of said compound.

A pharmaceutical composition for the treatment of infection by bacillus anthraci in a mammal, including a human, adapted for systemic administration containing a pharmaceutically acceptable excipient and one or more compounds of the formula

• where
• R1 is F, Cl, Br, I, alkyl of 1-3 carbons, alkoxy of 1-3 carbons, thioalkoxy of 1-3 carbons, phenyl, O-phenyl, CN, CF3, OCF3;
• OH, NH2, NHC1-C6alkyl, N(C1-C6alkyl)2, CO2H or CO2(C1-C6 alkyl);
• m is an integer having the value of 1 to 3;
• R2 is alkyl of 1-9 carbons;
• C1-C6 alkylphenyl where phenyl is substituted with 0-3 R1 groups, C1-C6 alkylcyclohexyl, (CH2)nOR3, (CH2)nNHR4, NR4C1-C6alkyl, (CH2), CF3, CH2OCH2-phenyl;
• (CH2), NH(CH2)nR4, (CH2), NR6R4, (CH2)nNR6(CH2)nR4, (CH2), O(CH2)nR4, (CH2)nOR4, CN, phenyl substituted with 0 to 3 R1 groups, an alkenyl group having 2 to 9 carbons and one double bond,
• n is an integer having the value of 1 to 8;
• R3 is H, alkyl of 1 to 6 carbons, alkylphenyl where the alkylgroup has 1 to 6 carbons and the phenyl is substituted with 0-3 R1 groups;
• R4 is H, alkyl of 1 to 10 carbons, (CH2)pcyclohexyl, C(O)alkyl of 1 to 4 carbons, C(O)alkylphenyl where the alkylgroup has 1 to 4 carbons and the phenyl is substituted with 0-3 R1 groups or with a 5 to 6 membered heteroayl group having 1 to 2 heteroatoms selected from O, S, and N, or with a 5 to 6 membered heteroaryl group having 1 to 2 heteroatoms selected from O, S and N and condensed with a phenylgroup, said heteroaryl or condensed heteroaryl group itself substituted with 0-3 R1 groups, or R4 is C(O)(CH2)pCOOH, (CH2)pphenyl where the phenyl is substituted with 0-3 R1 groups or with a NO2 group, or R4 is C(O)OC1-C6alkyl, or R4 is CH(CH3)phenyl where the phenyl is substituted with 0-3 R1 groups, or R4 is C(O)(CH2)pphenyl where the phenyl is substituted with 0-3 R1 groups, or R4 is C(O)CH(Ph)2, C(O)—CH2-(3PhO—)Ph, or R4 is a 5 to 6 membered heteroaryl group having 1 to 2 heteroatoms selected from O, S, and N, or a 5 to 6 membered heteroaryl group having 1 to 2 heteroatoms selected from O, S and N and condensed with a phenylgroup, said heteroaryl or condensed heteroaryl group itself substituted with 0-3 R1 groups, or R4 is CH2heteroaryl **CH2heteroaryl condensed with phenyl where the heteroaryl group is 5 or 6 membered and has 1 to 2 heteroatoms selected from O, S said heteroaryl group or condensed heteroaryl itself substituted with 0-3 R1 groups, or R4 is SO2-alkyl of 1 to 6 carbons, SO2-Ph where the phenyl is substituted with 0-3 R1 groups or with NO2 or with COOR5 group, or R4 is C(O)NH-alkylphenyl, or C(O)NH-phenyl where the alkyl group has 1 to 4 carbons and where the phenyl is substituted with 0-3 R1 groups;
• p is an integer having the value of 0 to 4;
• R5 is alkyl of 1 to 6 carbons or phenyl substituted with 0-3 R1 groups or with an OPh group;
• R6 is alkyl of 1 to 6 carbons;
• the asterisk indicates an asymmetric carbon, the wavy line represents a bond that can be in the R or in the S configuration, or a pharmaceutically acceptable salt of said compound.