165619-85-2

Basic information

• Product Name: 3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-8-Methoxy-7-[3-(MethylaMino)-1-piperidinyl]-4-oxo-
• CAS NO: 165619-85-2
• Molecular Formula: C20H24FN3O4
• Molecular Weight: 389.4206632
• Mol File: 165619-85-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-8-Methoxy-7-[3-(MethylaMino)-1-piperidinyl]-4-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-8-Methoxy-7-[3-(MethylaMino)-1-piperidinyl]-4-oxo-(165619-85-2)
• EPA Substance Registry System: 3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-8-Methoxy-7-[3-(MethylaMino)-1-piperidinyl]-4-oxo-(165619-85-2)

Safety Data

• Hazardous Substances Data: 165619-85-2(Hazardous Substances Data)

Upstream product

• 127294-77-3 3-methylaminopiperidine dihydrochloride 
• 112811-72-0 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid 

Relevant articles and documents

METHOD FOR PRODUCING QUINOLONE CARBOXYLIC ACID DERIVATIVE

The present invention relates to a method for producing a quinolone compound having high antibacterial activity and high safety, at high yield and in a simple manner. A quinolonecarboxylic acid derivative (1) of interest is produced through a one-pot manner by reacting a compound (2) with a salt of a cyclic amine (3) and with a boron derivative in a solvent in the presence of a base.

Method of producing a quinolonecarboxylic acid derivative

The present invention is a method of producing a 6-fluoro-7-substituted quinolonecarboxylic acid derivative represented by the general formula (4): STR1 wherein the variables are defined in the specification, which is characterized by adding an alkylboric acid ester represented by the general formula (3): wherein R5 represents a lower alkyl group, an aryl group, a substituted aryl group or a substituted aralkyl group to a 6-fluoroquinolonecarboxylic acid derivative represented by the general formula (1): STR2 wherein R1 and R2 are as defined in the specification; and R3 represents an optional, functional residue capable of participating in a nucleophilic substitution reaction, and a substituted saturated heterocyclic amine represented by the general formula (2): STR3 wherein X, Y and n are as defined in the specification, and condensing the reaction mixture with heating.

Novel quinolonecarboxylic acid derivatives

Novel compounds of the present invention are represented by the general formula (1) STR1 wherein R1 is hydrogen atom or amino, R2 is fluorine atom or methoxy, R3 is hydrogen atom or a lower alkyl having 1 to 3 carbon atoms, and n is 0 or 1. The compounds of the general formula (1) exhibit higher antibacterial activity with fewer side-effects than known quinolone antibiotics such as ofloxacin and norfloxacin. Further, the compounds having the general formula (1) have reduced phototoxicity which normally accompanies 6,8-defluoroquinoline antibiotics.