IE37053L - Penicillin and cephalosporin derivatives - Google Patents

Abstract

1355629 Hydroxyalkylpenicillins and cephalosporins F HOFFMANN-LA ROCHE & CO AG 2 Jan 1973 [3 Jan 1972] 202/73 Headings C2C and C2A Novel D-compounds having the general Formula I wherein R represents an n-butyl or isobutyl group and A represents a group of Formula (a) or (b) and its salts and their hydrates may be prepared by reacting an amine of general Formula II wherein A<SP>1</SP> represents a group of Formula (a<SP>1</SP>) or (b<SP>1</SP>) in which X represents a protected carboxy group, with a D-acid of Formula III where R is as defined above, or with a functional derivative thereof, cleaning off the protecting group and, if desired, converting the product into a salt. The compounds of the invention are thus D - 1 - hydroxy-3 - methylbutylpenicillin, D - 1- hydroxypentylpenicillin, D-1-hydroxy-3-methylbutylcephalosporin and D-1-hydroxypentylcephalosporin. D-α-hydroxyisocaproic acid succinimide and D-α-hydroxycaproic acid succinimide are prepared by reaction of D-α-hydroxyisocaproic acid and D-α-hydroxycaproic acid respectively with N-hydroxysuccinimide and dicyclohexylcarbodiirnide. 6-Aminopenicillanic acid and 7-aminocephalosporanic acid are reacted with triethylamine in chloroform or methylene chloride to obtain the corresponding amine salts. Pharmaceutical compositions having antibiotic, especially bactericidal, activity for parenteral, peroral or subcutaneous administration comprise a compound of Formula I together with a compatible pharmaceutical carrier optionally together with other known additives, such as preserving, stabilizing, wetting or emulsifying agents and/or with other known therapeutically valuable substances. [GB1355629A]