86483-51-4

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 28, p. 1558, 1985 DOI: 10.1021/jm00149a003

InChI:InChI=1/C11H9Cl2FO3/c1-2-17-11(16)5-10(15)6-3-9(14)8(13)4-7(6)12/h3-4H,2,5H2,1H3

Upstream product

• 704-10-9 2,4-dichloro-5-fluoroacetophenone 
• 105-58-8 Diethyl carbonate 
• 86393-34-2 2,4-dichloro-5-fluorobenzoyl chloride 
• 86483-50-3 diethyl 2,4-dichloro-5-fluoro-benzoyl-malonate 

Downstream Products

• 116588-72-8 8-fluoro-9-chloro-1,2,3,4-tetrahydro-6H-6-oxopyrido<1,2-a>quinoline-5-carboxylic acid 
• 116588-69-3 methyl 2-(2,4-dichloro-5-fluorobenzoyl)-2-(2-piperidylidene)-acetate 
• 116588-68-2 ethyl 2-(2,4-dichloro-5-fluorobenzoyl)-2-(2-piperidylidene)-acetate 
• 116588-71-7 methyl 8-fluoro-9-chloro-1,2,3,4-tetrahydro-6H-6-oxopyrido<1,2-a>quinoline-5-carboxylate 
• 116588-70-6 ethyl 8-fluoro-9-chloro-1,2,3,4-tetrahydro-6H-6-oxopyrido<1,2-a>quinoline-5-carboxylate 
• 86483-52-5 2,4-dichloro-alpha(elhoxymethlene)-5-fluoro-beta-oxo-benzene propanoic acid ethyl ester 
• 104600-41-1 3-(2,4-dichloro-5-fluorophenyl)-3-oxo-2-ethoxymethylenepropanoic acid ethyl ester 
• 103531-44-8 (-)-7-chloro-6-fluoro-1-<(1'R,2'S)-2'-phenylcyclopropyl>-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 
• 103531-43-7 (+)-7-chloro-6-fluoro-1-<(1'S,2'R)-2'-phenylcyclopropyl>-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 
• 103477-55-0 (+/-)-7-chloro-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 
• 103531-42-6 (-)-7-chloro-6-fluoro-1-<(1'R,2'S)-2'-phenylcyclopropyl>-1,4-dihydro-3-ethoxycarbonyl-4-oxoquinoline 
• 103531-41-5 (+)-7-chloro-6-fluoro-1-<(1'S,2'R)-2'-phenylcyclopropyl>-1,4-dihydro-3-ethoxycarbonyl-4-oxoquinoline 
• 103477-54-9 (+/-)-7-chloro-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-3-ethoxycarbonyl-4-oxoquinoline 
• 103531-39-1 (+)-ethyl 2-(2,4-dichloro-5-fluorobenzoyl)-3-<<(1'S,2'R)-2'-phenylcyclopropyl>amino>acrylate 

Relevant academic research and scientific papers

ANTIVIRAL AND ANTIMICROBIAL COMPOUNDS

Disclosed are guanidine and biguanidine derivatives which have anti-viral and antibacterial activity. Also disclosed are pharmaceutical compositions containing such compounds as an active ingredient, and anti-viral and anti-bacterial methods utilizing such compounds. Methods of treating infections using the guanidine and biguanidine derivatives are also disclosed.

Compounds with antibacterial and antiparasitic properties

There are provided novel compounds which have both antibacterial and antiparasitic properties, thereby reducing the need for using several compounds in combined antibacterial and antiparasitic treatment of livestock. The present novel compounds are especially well suited for treatment of coccidiosis, and they are represented by general formula (I) wherein R1-R6, X and A are as defined in the specification.

Pyridinyl-quinolone compounds, their preparation and use

Fluorinated 1-cyclopropyl-7-(substituted-pyridinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids of the formula STR1 wherein R is hydrogen, R' and R" are hydrogen or fluoro, or other groups and Z is 3- or 4-pyridinyl substituted by alkyl groups or substituted alkyl groups, are superior antibacterial agents. They are prepared via a coupling reaction between the corresponding esters (R=alkyl) having a halo group in the 7-position and a substituted (trialkylstannyl)pyridine.

7-(substituted)piperazinyl-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids

7-(substituted)piperazinyl-1-ethyl-6-fluoro-4-oxo-3-quinolinecarboxylic acids, the pharmacologically acceptable salts thereof, compositions containing them, processes and intermediates for producing them, and methods of using them to treat bacterial infections in warm-blooded animals.

Cycloaracylation of Enamines, I. - Synthesis of 4-Quinolone-3-carboxylic Acids

Starting with o-halobenzoyl chlorides 4 and open-chain secondary enamines 5, a new synthesis of 4-quinolone-3-carboxylic acids 12 is described.The reaction of 7-haloquinolone-3-carboxylic acids 12a-k with aliphatic amines 14 produces highly active antibacterial 7-aminoquinolone-3-carboxylic acids 15.The main product of the 1-cyclopropyl series, "ciprofloxacin" (15a), is being developed as a broad-spectrum chemotherapeutic agent.

Preparation of halogenated aroylacetic acid esters

A process for the preparation of a halogenated aroylacetic acid ester of the formula STR1 in which R is alkyl with 1-6 carbon atoms, X and X2 each independently is halogen, and X1 and X3 each independently is hydrogen or h

Bactericidal agents

A method of combating plant-pathogenic bacteria, comprising applying to the bacteria or to a bacteria habitat a bactericidally effective amount of a cyclopropyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid derivative of the formula STR1 in which A represents straight-chain or branched alkylene with 1 to 6 carbon atoms or a >C=CH-- radical, R1 represents alkoxycarbonyl with 1 to 6 carbon atoms in the alkyl part, benzyloxycarbonyl, carboxyl, optionally substituted carbamoyl, cyano or dialkoxyphosphonyl or alkylsulphonyl with 1 to 4 carbon atoms in the alkyl part, and R2 represents hydrogen, alkoxycarbonyl with 1 to 6 carbon atoms in the alkyl part, benzyloxycarbonyl, optionally substituted carbamoyl, cyano, chlorine, acetyl, alkyl with 1 to 3 carbon atoms or phenyl, or R1 and R2, together with the carbon atom which they substitute, can also form a 2-oxo-tetrahydrofuryl ring, R3, R4, R5 and R6 can be identical or different and represent hydrogen, methyl, ethyl or n- or i-propyl and X represents hydrogen, halogen or nitro, or an acid addition salt, alkali metal salt, alkaline earth metal salt, heavy metal salt or hydrate thereof. The heavy metal salts are new.

Microbicidal agents based on quinolonecarboxylic acid

Combating microorganisms, particularly in agriculture, with a 1-cyclopropyl-1,4-dihydro-4-oxo-quinolinecarboxylic acid of the formula STR1 in which R1 is hydrogen, fluorine, chlorine, bromine or nitro, R2 is hydrogen, chlorine, fluorine or the group STR2 particularly a 4-piperazinyl radical, or an acid addition, alkali metal, alkaline earth metal or heavy metal salt thereof which is tolerated by plants, or a hydrate thereof. Some of the compounds are known.

1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(alkyl-1-piperazinyl)quinoline-3-carboxylic acids, processes for their preparation and antibacterial agents containing them

The invention relates to 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(alkyl-1-piperazinyl)quinoline-3-carboxylic acids of Formula (I), processes for their manufacture, compositions containing them and use of said compounds and compositions as antibacterial and/or feedstuff additives.

Quinolonecarboxylic acids and antibacterial agents containing these compounds

The invention relates to quinolone carboxylic acids, pharmaceutical compositions containing said quinolone carboxylic acids and the use of said compounds and compositions for treatment of bacterial infection. Also included in the invention are process for the manufacture of the active quinolone carboxylic acids.