1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• CAS No.: 112811-72-0
• Molecular Formula: C14H11F2NO4
• Molecular Weight: 295.242
• Hs Code.: 29334900
• European Community (EC) Number: 601-205-3,922-924-1
• UNII: EKQ5B89ZK4
• DSSTox Substance ID: DTXSID30427125
• Nikkaji Number: J1.347.142H
• Wikidata: Q72460779
• ChEMBL ID: CHEMBL1425316
• Mol file: 112811-72-0.mol

Synonyms:112811-72-0;1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid;1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid;1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-3-quinolinecarboxylic acid;MFCD05864420;1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid;EKQ5B89ZK4;3-Quinolinecarboxylic acid, 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-;1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid;1-Cyclopropyl-6,7-difluoro-8-methoxy-4-quinolone-3-carboxylic acid;1-Cyclopropyl-6,7- fluoro-8-methoxy-1,4-dihydro-4-oxo-3-quinoline carboxylic acid;Moxifloxacin Impurity 26;UNII-EKQ5B89ZK4;Difluoro Methoxy Gatifloxacin;MLS001215934;SCHEMBL483223;CHEMBL1425316;C14H11F2NO4;DTXSID30427125;HMS2857A20;BCP34174;BBL012466;STK261871;AKOS002332025;AC-8368;CS-O-31381;CS-W019415;1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid;1-CYCLOPROPYL-6,7-DIFLUORO-8-METHOXY-1,4-DIHYDRO-4-OXO-QUINOLINE-3-CARBOXYLIC ACID;DS-12101;PD095783;SMR000544699;SY020523;AM20061812;BB 0262486;FT-0601426;FT-0633381;FT-0686394;EN300-303232;J-504573;1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-3-quinolinecarboxylicacid;1,4-Dihydro-1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid;1-cyclopropyl-1,4-dihydro-4-oxo-6,7-difluoro-8-methoxy-3-quinoline carboxylic acid;1-Cyclopropyl-1,4-dihydro-6,7-difluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid;1-cyclopropyl-6,7-difluoro-1,4 dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid;1-cyclopropyl-6,7-difluoro-1,4-dihydro-8- methoxy-4-oxo-3-quinolinecarboxylic acid;1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-Quinoline-3-carboxylic acid;1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid;1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3carboxylic acid;1-cyclopropyl-6,7-difluoro-1.4 dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid;1-Cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid;1-CYCLOPROPYL-6,7-DIFLUORO-8-METHOXY-1,4-DIHYDRO-4-OXY-QUINOLINE-3-CARBOXYLIC ACID;1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid;1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylicacid;1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline3-carboxylic acid

Chemical Property of 1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property:

• Appearance/Colour: off-white to light-yellow powder
• Vapor Pressure: 8.35E-10mmHg at 25°C
• Melting Point: 192-194 ºC
• Refractive Index: 1.629
• Boiling Point: 245.2 ºC at 760 mmHg
• PKA: 6.36±0.50(Predicted)
• Flash Point: 102.1 ºC
• PSA: 68.53000
• Density: 1.174 g/cm³
• LogP: 2.32140
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 295.06561416
• Heavy Atom Count: 21
• Complexity: 505

Purity/Quality:

99% ^*data from raw suppliers

1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C(=CC(=C1F)F)C(=O)C(=CN2C3CC3)C(=O)O
• Uses: Moxifloxacin intermediate Moxifloxacin intermediate.

Technology Process of 1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 13 articles about 1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-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: 96.83%

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate (112811-71-9) → 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid (112811-72-0)

Guidance literature:

With hydrogenchloride; In methanol; water; at 65 ℃; for 15h; Solvent; Temperature;

Reference yield: 91.0%

→ 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid (112811-72-0)

Guidance literature:

Reference yield:

ethyl 3-(cyclopropylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate (112811-70-8) → 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid (112811-72-0)

Guidance literature:

With sodium fluoride; In N,N-dimethyl-formamide;

DOI:10.1016/j.saa.2013.10.071

upstream raw materials:

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-8-hydroxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

dimethyl sulfate

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid methyl ester

Downstream raw materials:

moxifloxacin

moxifloxacin hydrochloride

1-Cyclopropyl-6-fluoro-8-methoxy-7-(3-amino-1-pyrrolidinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

1-cyclopropyl-7-{(S,S)-2,8-diazabicyclo[4.3.0]non-8-yl}-6-fluoro-8-hydroxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Refernces

• 1、 -. "COMPOUNDS TARGETING RNA-BINDING PROTEINS OR RNA-MODIFYING PROTEINS". Page/Page column 59; 61. . Retrieved 2021/09/11.
• 2、 Lin, Zhiwei. "IR, FT-ICR-MS studies on (1′S, 6′S)-1-cyclopropyl-7-(2,8- diazabicyclo[4.3.0] non-8-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3- carboxylic acid hydrochloride salt". . p. 254 - 258. Retrieved 2013/12/04.