C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/100, 260/110
C07D 499/00 (2006.01) C07C 51/31 (2006.01) C07D 307/88 (2006.01) C07D 317/58 (2006.01) C07D 333/72 (2006.01) C07D 501/00 (2006.01)
Patent
CA 1126258
ABSTRUCT OF THE DISCLOSURE This invention relates to a novel class of esters of penicillins and cephalosporins which upon oral administration are absorbed into the bloodstream where they are split by enzymic action to release the anti- bacterially active parent penicillin or cephalosporin, and provides a class-of compounds of formula I:- Image (I) wherein X and Y are the same or different and each represents oxygen or sulphur; Z represents the residue of a lactone, thiolactone or dithiolactone ring system; R represents hydrogen or an alkyl alkenyl, alkynyl, aryl or aralkyl group, or a functional substituent; A represents a group of formula II or (III):- (II) Image Image (III) wherein B represents hydrogen, an acetoxy group or a pyridinium group and R1 is an organic acylamino group, a group of formula IV:- Image (IV) or a group of formula (V):- Image (V) wherein R2 and R3 each represent a lower alkyl group, or R2 and R3 taken together with the nitrogen atom to which they are attached form a mono- cyclic ring. The compounds may be prepared by reacting a compound of formula (IX) (IX) or a reactive esterifying derivative thereof, in which formula A is as defined with respect to formula (I) with a compound of formula (X). Image (X) or a reactive esterifying derivative thereof, in which formula X, Y, Z and R are as defined in formula (I).
144254
Clayton John P.
Ferres Harry
Beecham Group Limited
Borden Ladner Gervais Llp
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