Norfloxacin succinil

Base Information

• Chemical Name: Norfloxacin succinil
• CAS No.: 100587-52-8
• Molecular Formula: C20H22 F N3 O6
• Molecular Weight: 419.4
• UNII: K40E7MO61Q
• DSSTox Substance ID: DTXSID40143405
• Nikkaji Number: J550.208J
• Wikidata: Q27281927
• NCI Thesaurus Code: C76920
• ChEMBL ID: CHEMBL2106745
• Mol file: 100587-52-8.mol

Synonyms:Norfloxacin succinil;100587-52-8;Eminor;Norfloxacin succinil [INN];Norfloxacine succinil;Norfloxacino succinilo;Norfloxacinum succinilum;Norfloxacin succinate [INN];UNII-K40E7MO61Q;K40E7MO61Q;Norfloxacine succinil [INN-French];Norfloxacino succinilo [INN-Spanish];Norfloxacinum succinilum [INN-Latin];7-[4-(3-carboxypropanoyl)piperazin-1-yl]-1-ethyl-6-fluoro-4-oxoquinoline-3-carboxylic acid;7-(4-(3-Carboxypropionyl)-1-piperazinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid;Norfloxacin succinate;CHEMBL2106745;SCHEMBL10358912;C20H22FN3O6;DTXSID40143405;C20-H22-F-N3-O6;Q27281927;1-Ethyl-4-oxo-6-fluoro-7-[4-(3-carboxy-1-oxopropyl)piperazin-1-yl]-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property of Norfloxacin succinil

Chemical Property:

• Vapor Pressure: 3.6E-22mmHg at 25°C
• Boiling Point: 726.8°Cat760mmHg
• Flash Point: 393.3°C
• PSA: 120.15000
• Density: 1.439g/cm³
• LogP: 1.37500
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 419.14926359
• Heavy Atom Count: 30
• Complexity: 749

Purity/Quality:

95-99% ^*data from raw suppliers

NORFLOXACIN SUCCINIL 95.00% ^*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)CCC(=O)O)F)C(=O)O

Technology Process of Norfloxacin succinil

There total 1 articles about Norfloxacin succinil 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: 88.3%

succinic acid anhydride (108-30-5) + 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid (70458-96-7) → 1-ethyl-6-fluoro-1,4-dihydroxy-4(1H)-oxo-7-<4-(3-carboxy-1-oxopropyl)-1-piperazinyl>-quinoline-3-carboxylic acid (100587-52-8)

Guidance literature:

With triethylamine; In toluene; for 1h; Heating;

DOI:10.1016/0223-5234(93)90146-6

Reference yield: 65.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + 1-ethyl-6-fluoro-1,4-dihydroxy-4(1H)-oxo-7-<4-(3-carboxy-1-oxopropyl)-1-piperazinyl>-quinoline-3-carboxylic acid (100587-52-8) → 1-ethyl-6-fluoro-4-oxo-7-[4-(3-pentafluorophenyloxycarbonylpropionyl)piperazin-1-yl]-1,4-dihydro-quinoline-3-carboxylic acid (929721-86-8)

Guidance literature:

With polymer supported-DCC; In chloroform; at 45 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c1ob06250f

Reference yield:

1-ethyl-6-fluoro-1,4-dihydroxy-4(1H)-oxo-7-<4-(3-carboxy-1-oxopropyl)-1-piperazinyl>-quinoline-3-carboxylic acid (100587-52-8) → C36H41FN6O8S2

Guidance literature:

Multi-step reaction with 2 steps

1: polymer supported-DCC / chloroform / 2 h / 45 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; In dichloromethane; chloroform;

DOI:10.1039/c1ob06250f

upstream raw materials:

succinic acid anhydride

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

Downstream raw materials:

1-ethyl-6-fluoro-4-oxo-7-[4-(3-pentafluorophenyloxycarbonylpropionyl)piperazin-1-yl]-1,4-dihydro-quinoline-3-carboxylic acid

Refernces

• 1、 Hennard,Que Chi Truong,Desnottes,Paris,Moreau,Abdallah. "Synthesis and activities of pyoverdin-quinolone adducts: A prospective approach to a specific therapy against Pseudomonas aeruginosa". . p. 2139 - 2151. Retrieved 2001.
• 2、 Rivault, Freddy,Liebert, Clemence,Burger, Alain,Hoegy, Francoise,Abdallah, Mohamed A.,Schalk, Isabelle J.,Mislin, Gaetan L.A.. "Synthesis of pyochelin-norfloxacin conjugates". . p. 640 - 644. Retrieved 2007/10/03.