Carboxyalkanoyl and hydroxycarbamoylalkanoyl derivatives of substituted prolines

Claim 1

A compound of the formula ##STR84## wherein R is hydrogen or lower alkyl; R 1 is hydrogen, lower alkyl or phenyl-lower alkyl; R 2 is hydrogen, lower alkyl, phenyl-lower alkyl or halo substituted lower alkyl; R 3 is hydroxy, --NHOH or lower alkoxy; Pr--COOR is a substituted proline of the structure ##STR85## R 4 is halogen, keto, azido, cycloalkyl wherein cycloalkyl is a saturated ring of 3 to 7 carbons, phenyl, phenyl-lower alkyl, substituted phenyl or phenyl-lower alkyl wherein said substituent is on the phenyl ring and is selected from the group consisting of lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, Cl, Br, F and hydroxy of said phenyl ring is di or trisubstituted with a substituent selected from the group consisting of methyl, methoxy, Cl and F, ##STR86## or Y-R 6 ; R 5 is hydrogen or lower alkyl; Y is oxygen or sulfur; R 6 is lower alkyl, phenyl, phenyl-lower alkyl, substituted phenyl or phenyl-lower alkyl wherein said substituent is on the phenyl ring and is as defined above, a substituted or unsubstituted 1- or 2-naphthyl of the formula ##STR87## or a substituted or unsubstituted biphenyl of the formula ##STR88## R 7 is halogen or --Y--R 8 ; R 8 is lower alkyl, phenyl, phenyl-lower alkyl, substituted phenyl-lower alkyl wherein said substituent is on the phenyl ring and is as defined above, substituted or unsubstituted 1 or 2-naphthyl of the formula ##STR89## or substituted or unsubstituted biphenyl of the formula ##STR90## or the R 8 groups are lower alkyl which join to complete an unsubstituted 5- or 6-membered ring or such ring wherein one or more carbon atoms are substituted by a lower alkyl or di(lower alkyl) group; R 9 is keto, phenyl, 2- or 4-hydroxyphenyl; n is 0 or 1; and R 14 is hydrogen, methyl, methoxy, methylthio, Cl, F, Br, or hydroxy; or a salt thereof.