7 .alpha.-formamido cephalosporin derivatives having a 3[N-(optionally substituted)aminothiopyridinium thiomethyl] substituent have anti-bacterial activity and are of use in anti-bacterial therapy. Processes for the preparation thereof and intermediates for use in these processes are also disclosed.
1-(pyridinylamino)-2-pyrrolidinones as pain relievers
申请人:Hoechst-Roussel Pharmaceuticals Incorporated
公开号:US04994472A1
公开(公告)日:1991-02-19
This invention relates to 1-(pyridinylamino)-2-pyrrolidinones of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen, loweralkyl, aryl, arylloweralkyl or heteroarylloweralkyl selected from the group consisting of pyridinylmethyl, pyridinylethyl, thienylmethyl, thienylethyl or R.sub.2 and R.sub.3 together form a cycloalkane ring of 4 to 6 carbons or a spiro-fused aryl or heteroaryl substituted cycloalkane; X is hydrogen, halogen, hydroxy, loweralkyl, loweralkoxy, nitro, amino or trifluoromethyl; m is an integer of 1 to 3, the pharmaceutically acceptable acid addition salts thereof and where appropriate the geometrical, optical and stereoisomers and racemic mixtures thereof. The compounds of this invention display utility as analgesics, for enhancing memory and for the treatment of Alzheimer's disease.
The mesoionicderivative of N-nitrosoproline (2), reacts with PhCCCOOH and TFA to form the N-amino-2-pyrrolidones 4 and 5 respectively. Compounds 4 and 5 are formed in good yield by a novel intramolecular redox process, and their structures were determined by x-ray diffraction.
The present invention relates to compounds of formula I,
wherein R
1
to R
5
are defined in the description and claims, and to pharmaceutically acceptable salts thereof. The present invention relates also to the manufacture of said compounds, pharmaceutical compositions containing them and methods for the treatment and/or prophylaxis of diseases which can be treated with HDL-cholesterol raising agents, such as dyslipidemia, atherosclerosis and cardiovascular diseases.