Tosufloxacin hydrochloride

Base Information

• Chemical Name: Tosufloxacin hydrochloride
• CAS No.: 104051-69-6
• Molecular Formula: C19H15 F3 N4 O3 . Cl H
• Molecular Weight: 440.809
• UNII: M1FK9581QZ
• Wikidata: Q27283349
• ChEMBL ID: CHEMBL542832
• Mol file: 104051-69-6.mol

Synonyms:7-(3-amino-1-pyrrolidinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid;7-(3-aminopyrrolin-1-yl)-1-(2,4-diflurophenyl)-1.4-dihydro-6-fluoro-4-oxo-1,8-napthyridine-3-carboxylic acid;A 60969;A 61827;A-60969;A-61827;A-64730;T 3262;T-3262;tosufloxacin;tosufloxacin citric anhydride;tosufloxacin tosilate;tosufloxacin, 4-toluene sulfonate

Chemical Property of Tosufloxacin hydrochloride

Chemical Property:

• Melting Point: 247-250° (dec)
• PSA: 110.68000
• LogP: 3.54160
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 440.0863026
• Heavy Atom Count: 30
• Complexity: 708

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC1N)C2=C(C=C3C(=O)C(=CN(C3=N2)C4=C(C=C(C=C4)F)F)C(=O)O)F.Cl

Technology Process of Tosufloxacin hydrochloride

There total 9 articles about Tosufloxacin 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: 90.2%

7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine 3-carboxylic acid ethyl ester (105152-95-2) → 7-(3'-aminopyrrolidinyl)-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride (104051-69-6)

Guidance literature:

In hydrogenchloride; water;

Reference yield: 80.3%

ethyl 7-(3-acetylamino-1-pyrrolidinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate (100491-94-9) → 7-(3'-aminopyrrolidinyl)-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride (104051-69-6)

Guidance literature:

With hydrogenchloride; at 110 ℃; for 24h;

Reference yield:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → 7-(3'-aminopyrrolidinyl)-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride (104051-69-6)

Guidance literature:

Multi-step reaction with 6 steps

1: thionyl chloride / 2 h / 80 °C

2: 1.) n-BuLi, biquinoline / 1.) THF, hexane, from -30 deg C to -5 deg C, 2.) THF, hexane, RT, 1 h

3: 1.) Ac₂O / 1.) 130 deg C, 1 h, 2.) CH₂Cl₂, RT, 0.5 h

4: 86.5 percent / NaH / tetrahydrofuran / 1 h / Heating

5: 81.2 percent / pyridine / 3 h / Ambient temperature

6: 80.3 percent / 6N aq. HCl / 24 h / 110 °C

With pyridine; hydrogenchloride; n-butyllithium; thionyl chloride; biquinoline; acetic anhydride; sodium hydride; In tetrahydrofuran;

upstream raw materials:

ethyl 7-(3-acetylamino-1-pyrrolidinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate

2,6-dichloro-5-fluoro-3-nicotinoyl chloride

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

Refernces

• 1、 -. "Process for producing 1-substituted aryl-1,4-dihydro-4-oxonaphthyridine derivatives, and processes for producing the intermediates". . . Retrieved 2008/06/13.