Finafloxacin hydrochloride

Base Information

• Chemical Name: Finafloxacin hydrochloride
• CAS No.: 209342-41-6
• Molecular Formula: C₂₀H₁₉FN₄O₄*ClH
• Molecular Weight: 434.855
• UNII: 2G22PNZ052
• DSSTox Substance ID: DTXSID70175097
• Wikidata: Q27254695
• Mol file: 209342-41-6.mol

Synonyms:Finafloxacin hydrochloride;209342-41-6;8-cyano-1-cyclopropyl-6-fluoro-7-((4aS,7aS)-hexahydropyrrolo[3,4-b][1,4]oxazin-6(2H)-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride;finafloxacin HCl;BAY-35-3377;Finafloxacin (hydrochloride);2G22PNZ052;7-[(4aS,7aS)-3,4,4a,5,7,7a-hexahydro-2H-pyrrolo[3,4-b][1,4]oxazin-6-yl]-8-cyano-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid;hydrochloride;BAY35-3377;BY-377;Finafloxacinhydrochloride;UNII-2G22PNZ052;SCHEMBL7660879;Finafloxacin (BAY35-3377);DTXSID70175097;EX-A816;CQMSQUOHWYYEKM-MOGJOVFKSA-N;BCP23879;HY-13451A;MFCD23160294;AKOS027250769;BAY-353377;FINAFLOXACIN HYDROCHLORIDE [MI];BAY 35-3377;8-Cyano-1-cyclopropyl-6-fluoro-7-[(4aS,7aS)-hexahydropyrrolo[3,4-b]-1,4-oxazin-6(2H)-yl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Hydrochloride;AC-37075;CS-0027159;A851460;J-013728;Q27254695;(-)-(4aS,7aS)-8-Cyano-1-cyclopropyl-6-fluoro-4-oxo-7-(perhydropyrrolo[3,4-b]-1,4-oxazin-6-yl)-1,4-dihydroquinoline-3-carboxylic acid hydrochloride;3-Quinolinecarboxylic acid, 8-cyano-1-cyclopropyl-6-fluoro-7-((4aS,7aS)- hexahydropyrrolo(3,4-b)-1,4-oxazin-6(2H)-yl)-1,4-dihydro-4-oxo-, monohydrochloride;3-QUINOLINECARBOXYLIC ACID, 8-CYANO-1-CYCLOPROPYL-6-FLUORO-7-((4AS,7AS)-HEXAHYDROPYRROLO(3,4-B)-1,4-OXAZIN-6(2H)-YL)-1,4-DIHYDRO-4-OXO-, MONOHYDROCHLORIDE;3-Quinolinecarboxylic acid, 8-cyano-1-cyclopropyl-6-fluoro-7-[(4aS,7aS)-hexahydropyrrolo[3,4-b]-1,4-oxazin-6(2H)-yl]-1,4-dihydro-4-oxo-, hydrochloride (1:1);8-Cyano-1-cyclopropyl-6-fluoro-7-((1S,6S)-2-oxa-5,8-diazabicyclo[4.3.0]non-8-yl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Hydrochloride;8-Cyano-1-cyclopropyl-6-fluoro-7-((1S,6S)-2-oxa-5,8-diazabicyclo[4.3.0]non-8-yl)-1,4-dihydro4-oxo-3-quinolinecarboxylic acid hydrochloride;8-Cyano-1-cyclopropyl-6-fluoro-7-((1S,6S)-2-oxa-5,8-diazabicyclo[4.3.0]nonan-8-yl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochloride

Chemical Property of Finafloxacin hydrochloride

Chemical Property:

• Vapor Pressure: 9.03E-20mmHg at 25°C
• Boiling Point: 686.2°C at 760 mmHg
• Flash Point: 368.8°C
• PSA: 107.59000
• LogP: 2.41818
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Aqueous Base (Very Slightly), DMSO (Slightly, Sonicated)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 434.1157110
• Heavy Atom Count: 30
• Complexity: 806

Purity/Quality:

97% ^*data from raw suppliers

Finafloxacin hydrochloride ^*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)C#N)N4CC5C(C4)OCCN5)F)C(=O)O.Cl
• Isomeric SMILES: C1CC1N2C=C(C(=O)C3=CC(=C(C(=C32)C#N)N4C[C@H]5[C@H](C4)OCCN5)F)C(=O)O.Cl
• Recent ClinicalTrials: First Time in Man Study of Finafloxacin Hydrochloride
• Recent EU Clinical Trials: A Multi-Dose, Double-Blind, Double-Dummy, Active Control, Randomized Clinical (Phase II) Study of Two Dosing Regimens of Finafloxacin for the Treatment of cUTI and/or Acute Pyelonephritis Requiring Hospitalisation
• Uses: Finafloxacin Hydrochloride is used for preparation of naphthyridonecarboxylic acid derivatives as drugs for therapy of Helicobacter pylori infections and associated gastroduodenal illnesses.

Technology Process of Finafloxacin hydrochloride

There total 3 articles about Finafloxacin hydrochloride 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: 85.0%

C25H27FN4O6 (1159908-27-6) → finafloxacin hydrochloride (209342-41-6)

Guidance literature:

With hydrogenchloride; In diethyl ether; ethanol; at 20 ℃;

DOI:10.1016/j.tetlet.2009.03.051

Reference yield:

ethyl 8-cyano-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate (195532-54-8) + base 1S,6S-2-oxa-5,8-diazabicyclo[4.3.0]nonane (209401-69-4) → finafloxacin hydrochloride (209342-41-6)

Guidance literature:

With lithium hydroxide monohydrate; triethylamine; In tetrahydrofuran; water; acetonitrile;

Reference yield:

→ finafloxacin hydrochloride (209342-41-6)

Guidance literature:

upstream raw materials:

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

base 1S,6S-2-oxa-5,8-diazabicyclo[4.3.0]nonane

C₂₅H₂₇FN₄O₆

Refernces

• 1、 -. "Use of 7-(2-oxa-5,8-diazabicyclo[4.3.0]non-8-yl)-quinolone carboxylic acid and naphthyridon carboxylic acid derivatives for the treatment of Helicobacter pylori infections and associated gastroduodenal diseases". . . Retrieved 2008/06/13.