7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Base Information

• Chemical Name: 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
• CAS No.: 86393-33-1
• Molecular Formula: C13H9ClFNO3
• Molecular Weight: 281.671
• Hs Code.: 29334900
• European Community (EC) Number: 405-050-0,617-846-7
• UNII: 95HKY59ZG6
• DSSTox Substance ID: DTXSID9057846
• Nikkaji Number: J668.540D
• Wikidata: Q27271791
• ChEMBL ID: CHEMBL2260465
• Mol file: 86393-33-1.mol

Synonyms:86393-33-1;Fluoroquinolonic acid;7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid;7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid;7-chloro-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid;7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid;C13H9ClFNO3;UNII-95HKY59ZG6;95HKY59ZG6;Ciprofloxacin Impurity A;7-chloro-6-fluoro-1-cyclopropyl-1,4-dihydro-4-oxo-3-quinoline carboxylic acid;7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid;DTXSID9057846;EC 405-050-0;3-Quinolinecarboxylic acid, 1,4-dihydro-7-chloro-1-cyclopropyl-6-fluoro-4-oxo-;MFCD00792458;7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid;7-chloro-1-cyclopropyl-6-fluoro-4-oxohydroquinoline-3-carboxylic acid;7-Chloro-1-cyclopropyl-6-fluoro-4-oxyhydroquinoline-3-carboxylic acid;7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid;7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid (Fluoroquinolonic Acid);Q-Acid;ST020067;Oprea1_261968;ENROFLOXACIN IMPURITY A;SCHEMBL2108243;CHEMBL2260465;DTXCID0031635;C13-H9-Cl-F-N-O3;Tox21_113798;AC-227;s5421;STL481762;AKOS000276648;FLUOROQUINOLONIC ACID [USP-RS];CCG-267258;CS-W002677;HY-W002677;PS-6798;SB71632;NCGC00253674-01;SY019250;CAS-86393-33-1;FLUOROQUINOLONIC ACID [USP IMPURITY];LS-141562;AM20061800;C2293;FT-0621371;CIPROFLOXACIN IMPURITY A [EP IMPURITY];C28110;EN300-109402;AQ-358/43278250;SR-01000944810;SR-01000944810-1;Q27271791;Z1424548936;ENROFLOXACIN FOR VETERINARY USE IMPURITY A [EP IMPURITY];3-carboxy-1-cyclopropyl-7-chloro-6-fluoro-1,4-dihydroquinoline-4-one;7-Chloro-1-CP-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic Acid;7-chloro-1-cyclopropyl-1,4-dihydro-6-fluoroquinol-4-one-3-carboxylic acid;7-CHLORO-1-CYCLOPROPYL-6-FLUOROQUINOLIN-4-ONE-3-CARBOXYLIC ACID;Ciprofloxacin impurity A, European Pharmacopoeia (EP) Reference Standard;Fluoroquinolonic acid, United States Pharmacopeia (USP) Reference Standard;1,4-Dihydro-1-cyclopropyl-4-oxo-6-fluoro-7-chloro-3-quinolinecarboxylic acid;1-cyclopropyl-6-fluoro-7-chloro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid;1-CYCLOPROPYL-6-FLUORO-7-CHLORO-1,4-DIHYDRO-4-OXOQUINOLIN-3-CARBOXYLIC ACID;1-cyclopropyl-7-chloro-6-fluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid;1-CYCLOPROPYL-7-CHLORO-6-FLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID;1-cyclopropyl-7-chloro-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid;3-QUINOLINECARBOXYLIC ACID, 7-CHLORO-1-CYCLOPROPYL-6-FLUORO-1,4-DIHYDRO-4-OXO-;7 -chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid;7-Chloro 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid;7-chloro-1-cyclo-propyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid;7-Chloro-1-cyclopropyl-1,4-dihydro-6-fluoro-4-oxo-quinoline-3-carboxylic acid;7-Chloro-1-cyclopropyl-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid;7-Chloro-1-cyclopropyl-1,4-dihydro-6-fluoro4-oxo-quinoline-3-carboxylic acid;7-chloro-1-cyclopropyl-6-fluoro-1, 4-dihydro-4-oxo-3-quinolinecarboxylic acid;7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3quinolinecarboxylic acid;7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3carboxylic acid;7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 96%;7-CHLORO-1-CYCLOPROPYL-6-FLUORO-3-CARBOXY-1,4-DIHYDRO-4-OXOQUINOLINE;7-Chloro-6-fluoro-1-cyclopropyl-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid;7chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid;Fluoroquinolonic acid, Pharmaceutical Secondary Standard;Certified Reference Material

Chemical Property of 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Vapor Pressure: 1.56E-09mmHg at 25°C
• Melting Point: 242-245 °C(lit.)
• Boiling Point: 467.3 °C at 760 mmHg
• PKA: 6.36±0.41(Predicted)
• Flash Point: 236.4 °C
• PSA: 59.30000
• Density: 1.652±0.06 g/cm3(Predicted)
• LogP: 2.82710
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 281.0254990
• Heavy Atom Count: 19
• Complexity: 463

Purity/Quality:

99% ^*data from raw suppliers

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-52/53
• Safety Statements: 26-36-61-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)Cl)F)C(=O)O
• Uses: An intermediate in the synthesis of Ciprofloxacin, a fluorinated quinolone antibacterial A metabolite of Ciprofloxacin, a fluorinated quinolone antibacterial. 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic Acid (Ciprofloxacin EP Impurity A) is a metabolite of Ciprofloxacin, a fluorinated quinolone antibacterial.

Technology Process of 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

There total 26 articles about 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

ethyl 1-cyclopropyl-7-chloro-6-fluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate (86483-54-7) → 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid (86393-33-1,178489-04-8)

Guidance literature:

With sulfuric acid; In water; for 1.5h; Heating;

Reference yield: 92.0%

7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester (104599-90-8,178489-03-7) → 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid (86393-33-1,178489-04-8)

Guidance literature:

With sulfuric acid; In water; acetic acid; for 1.5h; Heating;

Reference yield: 86.0%

N,N-dimethylaminoacrylic acid ethyl ester (16173-58-3) + 2,4-dichloro-5-fluorobenzoyl chloride (86393-34-2) + Cyclopropylamine (765-30-0) → 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid (86393-33-1,178489-04-8)

Guidance literature:

With sodium hydroxide; potassium carbonate; acetic acid; triethylamine; In 5,5-dimethyl-1,3-cyclohexadiene; water; isopropyl alcohol;

upstream raw materials:

ethyl 1-cyclopropyl-7-chloro-6-fluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate

7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester

2,4-dichloro-5-fluoroacetophenone

methyl 3-cyclopropylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate

Downstream raw materials:

ciprofloxacin

enrofloxacin

1-cyclopropyl-7-chloro-6-piperazinyl-4-oxo-1,2-dihydroquinoline-3-carboxylic acid

7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester