86393-37-5

Basic information

• Product Name: amifloxacin
• Synonyms: amifloxacin;6-Fluoro-1,4-dihydro-1-(methylamino)-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid;6-Fluoro-1,4-dihydro-1-(methylamino)-7-(4-methylpiperazin-1-yl)-4-oxo-3-quinolinecarboxylic acid;AMFX;Win-49375
• CAS NO: 86393-37-5
• Molecular Formula: C₁₆H₁₉FN₄O₃
• Molecular Weight: 334.349
• EINECS: 289-231-8
• Mol File: 86393-37-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 300 °C (decomp)
• Boiling Point: 532.5°Cat760mmHg
• Flash Point: 275.8°C
• Appearance: /
• Density: 1.44g/cm³
• Vapor Pressure: 3.61E-12mmHg at 25°C
• Refractive Index: 1.662
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• PKA: 6.17±0.41(Predicted)
• CAS DataBase Reference: amifloxacin(CAS DataBase Reference)
• NIST Chemistry Reference: amifloxacin(86393-37-5)
• EPA Substance Registry System: amifloxacin(86393-37-5)

Safety Data

• Hazardous Substances Data: 86393-37-5(Hazardous Substances Data)

Usage

Uses

Antibacterial.

InChI:InChI=1/C16H19FN4O3/c1-18-21-9-11(16(23)24)15(22)10-7-12(17)14(8-13(10)21)20-5-3-19(2)4-6-20/h7-9,18H,3-6H2,1-2H3,(H,23,24)

Upstream product

• 109-01-3 1-methyl-piperazine 
• 88569-39-5 6-fluoro-7-chloro-1-methylamino-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 704-10-9 2,4-dichloro-5-fluoroacetophenone 
• 88569-34-0 ethyl 1-(N-formyl-N-methyl)amino-6-fluoro-7-chloro-1,4-dihydro-4-oxoquinoline-3-carboxylate 
• 109308-97-6 ethyl 3-N-formyl-N-methylhydrazyl-2-(2,4-dichloro-5-fluoro)benzoylacrylate 
• 88569-33-9 ethyl 7-chloro-6-fluoro-1-(formylamino)-1,4-dihydro-4-oxo-3-quinolinecarboxylate 
• 75073-15-3 ethyl 7-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline 3-carboxylate 
• 86483-51-4 ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate 
• 88569-30-6 ethyl 1-amino-7-chloro-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate 

Downstream Products

• 88569-53-3 6-fluoro-1,4-dihydro-1-(methylamino)-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid 4'-oxide 

Relevant articles and documents

NOVEL METHOD OF SYNTHESIS OF FLUOROQUINOLONES

The invention relates to a method of preparation of fluoroquinolones of formula (I) from compounds of formula (II): in which R1, R2, R3, R4, R5, R6, R7, and X are as defined in Claim 1.

1-Methylamino-quinoline-carboxylic acid derivatives

The present invention relates to a process for the preparation of compounds of the general Formula I STR1 and pharmaceutically acceptable salts thereof (wherein R stands for piperazinyl or 4-methyl-piperazinyl) which comprises reacting a compound of the general Formula II STR2 (wherein R1 and R2 stand for halogen; an aliphatic acyloxy group comprising 2-6 carbon atoms and optionally substituted by halogen; or an aromatic acyloxy group comprising 7-11 carbon atoms) with a piperazine of the general Formula III STR3 (wherein R3 represent hydrogen or methyl) or a salt thereof, hydrolysing the compound of the general Formula IV STR4 thus obtained (wherein R, R1 and R2 are as stated above) without or after hydrolysis and if desired converting the compound of the general Formula I thus obtained into a salt thereof or setting free the same from its salt. The compounds of the general Formula I are known antibacterial agents. The advantage of the process of the present invention is that it enables the preparation of the compounds of the general Formula I in a simple manner, with high yields and in a short reaction time.

1-Amino (or substituted amino)-1,4-dihydro-4-oxo-6-fluoro-7-heterylquinoline-3-carboxylic acids and their use as antibacterial agents

Novel 1-R-1,4-dihydro-4-oxo-6-fluoro-7-(Z=N--)-quinolinecarboxylic acids and esters thereof, where R is amino, lower-alkylamino, 2-propenylamino or di-lower-alkylamino, R" is hydrogen or lower-alkyl, and Z=N is a heterocyclic group, useful as antibacterial agents, are prepared by reacting the corresponding 7-chloroquinoline derivatives with the appropriate heterocyclic compound, Z=NH. A preferred group of compounds are those where Z=N is 1-piperazinyl or 4-lower-alkyl-1-piperazinyl.