8-Chloro-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 8-Chloro-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• CAS No.: 101987-89-7
• Molecular Formula: C13H8ClF2NO3
• Molecular Weight: 299.661
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10431523
• Wikidata: Q72518117
• Mol file: 101987-89-7.mol

Synonyms:101987-89-7;8-Chloro-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid;8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-Quinolinecarboxylic acid;8-chloro-1-cyclopropyl-6,7-difluoro-4-oxoquinoline-3-carboxylic acid;C13H8ClF2NO3;SCHEMBL500386;DTXSID10431523;MFCD08706388;AKOS016015125;SB18241;3-Quinolinecarboxylic acid, 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-;8-Chloro-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylicacid;AC-25533;CS-0439868;FT-0713831;A896985;J-519416;1-cyclopropyl-6,7-difluoro-8-chloro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid;1cyclopropyl-6,7-difluoro-8-chloro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid;8-Chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid;8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylicacid;8-Chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-quinolin-3-carboxylic acid;8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

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

Chemical Property:

• Melting Point: 194-195 °C
• Boiling Point: 466.648 °C at 760 mmHg
• PKA: 6.33±0.50(Predicted)
• Flash Point: 236.021 °C
• PSA: 59.30000
• Density: 1.716 g/cm³
• LogP: 2.96620
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 299.0160771
• Heavy Atom Count: 20
• Complexity: 494

Purity/Quality:

98%,99%, ^*data from raw suppliers

8-Chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1N2C=C(C(=O)C3=CC(=C(C(=C32)Cl)F)F)C(=O)O
• Uses: 8-Chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid is an antibacterial agent.

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

There total 4 articles about 8-Chloro-1-cyclopropyl-6,7-difluoro-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:

ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate (99696-21-6) → 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (101987-89-7)

Guidance literature:

With hydrogenchloride; at 110 ℃; for 2.5h;

DOI:10.1021/jm00046a019

Reference yield:

ethyl 3-ethoxy-2-(3-chloro-2,4,5-trifluorobenzoyl)acrylate → 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (101987-89-7)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

2: NaH / dioxane / 2 h / Ambient temperature

3: 35percent HCl / 2.5 h / 110 °C

With hydrogenchloride; sodium hydride; triethylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jm00046a019

Reference yield:

(Z)-2-(3-Chloro-2,4,5-trifluoro-benzoyl)-3-cyclopropylamino-acrylic acid ethyl ester (101987-88-6) → 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (101987-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dioxane / 2 h / Ambient temperature

2: 35percent HCl / 2.5 h / 110 °C

With hydrogenchloride; sodium hydride; In 1,4-dioxane;

DOI:10.1021/jm00046a019

upstream raw materials:

ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate

(Z)-2-(3-Chloro-2,4,5-trifluoro-benzoyl)-3-cyclopropylamino-acrylic acid ethyl ester

Downstream raw materials:

clinafloxacin

(S)-7-[3-(1-t-butoxycarbonylamino-1-methylethyl)-1-pyrrolidinyl]-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

(R)-7-[3-(1-t-Butoxycarbonylamino-1-methylethyl)-1-pyrrolidinyl]-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

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

Refernces

• 1、 -. "7-(1-PYRROLIDINYL)-3-QUINOLONE-AND-NAPHTHYRIDONECARBOXYLIC ACID DERIVATIVES AS ANTIBACTERIAL AGENTS AND FEED ADDITIVES". . . Retrieved 2008/06/13.
• 2、 -. "Antibacterial agents". . . Retrieved 2008/06/13.