N-Formylnorfloxacin

Base Information

• Chemical Name: N-Formylnorfloxacin
• CAS No.: 70459-04-0
• Molecular Formula: C17H18FN3O4
• Molecular Weight: 347.346
• European Community (EC) Number: 642-034-4
• UNII: H447VL6G86
• ChEMBL ID: CHEMBL740
• DSSTox Substance ID: DTXSID701315594
• Nikkaji Number: J398.545H
• Mol file: 70459-04-0.mol

Synonyms:N-Formylnorfloxacin;70459-04-0;4-N-Formyl-1-Piperazinyl-Norfloxacin;Norfloxacin EP Impurity G;H447VL6G86;1-Ethyl-6-fluoro-7-(4-formylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid;Norfloxacin impurity G [EP IMPURITY];UNII-H447VL6G86;1-ethyl-6-fluoro-7-(4-formylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid;1-Ethyl-6-fluoro-7-(4-formyl-1-piperazinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid;3-Quinolinecarboxylic acid, 1-ethyl-6-fluoro-7-(4-formyl-1-piperazinyl)-1,4-dihydro-4-oxo-;Norfloxacin Imp. G (EP);Norfloxacin Impurity G;N-Formyl Norfloxacin;CHEMBL740;N-Formylnorfloxacin (M42);SCHEMBL9551557;CHEBI:186132;DTXSID701315594;A900347;1-Ethyl-6-fluoro-7-(4-formylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline- 3-carboxylic acid;1-ethyl-6-luoro-7-(4-ormylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid;7-(4-formylpiperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid;1-Ethyl-6-fluoro-7-(4-formyl-1-piperazinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid;_x000b_1-Ethyl-6-fluoro-7-(4-formylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid;Norfloxacin impurity G

Chemical Property of N-Formylnorfloxacin

Chemical Property:

• Vapor Pressure: 2.46E-16mmHg at 25°C
• Melting Point: 292-293 °C(Solv: methanol (67-56-1))
• Boiling Point: 622.1±55.0 °C(Predicted)
• PKA: 0.16±0.20(Predicted)
• PSA: 82.85000
• Density: 1.453±0.06 g/cm3(Predicted)
• LogP: 1.77590
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 347.12813423
• Heavy Atom Count: 25
• Complexity: 588

Purity/Quality:

97% ^*data from raw suppliers

N-FormylNorfloxacin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCN(CC3)C=O)F)C(=O)O
• Uses: N-Formyl Norfloxacin is impurity G of Norfloxacin (N681000), which is a pefloxacin derivative that acts as a fluorinated quinolone antibacterial.

Technology Process of N-Formylnorfloxacin

There total 3 articles about N-Formylnorfloxacin 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: 59.0%

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-(2-oxopropyl)-1-piperazinyl]-quinoline-3-carboxylic acid (103175-73-1) → 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid (70458-96-7) + 1-ethyl-6-fluoro-7-(4-formylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (70459-04-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 6h; Ambient temperature;

DOI:10.1021/jm00123a031

Reference yield: 32.0%

piperazine (110-85-0) + 6,7-difluoro-1-ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (70032-25-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid (70458-96-7) + 1-ethyl-6-fluoro-7-(4-formylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (70459-04-0)

Guidance literature:

piperazine; 6,7-difluoro-1-ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid; With triethylamine; In N,N-dimethyl-formamide; for 10h; Heating;

N,N-dimethyl-formamide; for 10h; Heating;

DOI:10.1007/BF02334643

Reference yield: 27.0%

1-ethyl-6-fluoro-1,4-dihydro-7-<4-(1-methyl-2-oxopropyl)-1-piperazinyl>-4-oxoquinoline-3-carboxylic acid (103258-03-3) → 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid (70458-96-7) + 1-ethyl-6-fluoro-7-(4-formylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (70459-04-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 12h; Ambient temperature;

DOI:10.1021/jm00123a031

upstream raw materials:

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-(2-oxopropyl)-1-piperazinyl]-quinoline-3-carboxylic acid

1-ethyl-6-fluoro-1,4-dihydro-7-<4-(1-methyl-2-oxopropyl)-1-piperazinyl>-4-oxoquinoline-3-carboxylic acid

piperazine

6,7-difluoro-1-ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Downstream raw materials:

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid

C₂₄H₂₁F₂N₅O₃S

1-ethyl-6-fluoro-7-(4-(3-(6-fluorobenzo[d]thiazol-2-yl)-4-oxothiazolidin-2-yl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

C₂₇H₂₃FN₆O₄S₂

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