MIXTURE OF QUINOLINECARBOXYLIC ACID AND BORIC ACID ANHYDRIDE AS INTERMEDIATE DERIVATIVES OF PIPERAZINYL-3-QUINOLINCARBOXYLIC ACID WITH ANTIBACTERIAL ACTIVITY

• Main Authors: BALOGH, MARIA, VASVARI, LELLE, KERESZTURI, GEZA, RITLI, PETER, HORVATH, AGNES, HERMECZ, ISTVAN
• Format: Patent
• Language: English
• Published: 31.03.1997
• Subjects: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM; CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

The invention relates to new quinoline-3-carboxylic acid anhydrides of general formula (I) (wherein R stands for cyclopropyl, a group of the general formula -CH2CR R r (wherein R , R and R stand for hydrogen or halogen), or phenyl optionally substituted by 1 or 2 halogen, R and R stand for halogen, or an aliphatic acyloxy group containing 2 to 6 carbon atoms optionally substituted by halogen, or an aromatic acyloxy group containing 7 to 11 carbon atoms, R stands for chlorine or fluorine and R stands for hydrogen or fluorine) and to the process for the preparation thereof which comprises reacting a compound of general formula (II), (wherein R, R and R are the same as stated above, R stands for hydrogen or alkyl containing 1 to 4 carbon atoms) with a compound of the formula (III): HBF4, or a borone derivative of the general formula (IV): BX3 (wherein X stands for fluorine, chlorine or bromine) or an ether complex thereof, or a triacyloxy borate derivative of the general formula (V): -B(OCOR )3 (wherein R stands for alkyl containing 1 to 5 carbon atoms optionally substituted by halogen, or aryl containing 6 to 10 carbon atoms). The compounds of general formula (I) are new intermediates for the preparation of known quinoline-3-carboxylic acids showing antibacterial activity.