7-Fluoro-6-(4-methylpiperazin-4-ium-1-yl)-10-oxo-4-thia-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylate

Base Information

• Chemical Name: 7-Fluoro-6-(4-methylpiperazin-4-ium-1-yl)-10-oxo-4-thia-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylate
• CAS No.: 101363-10-4
• Molecular Formula: C₁₇H₁₈FN₃O₃S
• Molecular Weight: 363.413
• Mol file: 101363-10-4.mol

Synonyms:AKOS005492759;7-Fluoro-6-(4-methylpiperazin-4-ium-1-yl)-10-oxo-4-thia-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylate

Chemical Property of 7-Fluoro-6-(4-methylpiperazin-4-ium-1-yl)-10-oxo-4-thia-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylate

Chemical Property:

• Vapor Pressure: 4.81E-14mmHg at 25°C
• Boiling Point: 574.6 °C at 760 mmHg
• PKA: 5.21±0.20(Predicted)
• Flash Point: 301.3 °C
• PSA: 91.08000
• Density: 1.547 g/cm³
• LogP: 1.69920
• Storage Temp.: 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 363.10529078
• Heavy Atom Count: 25
• Complexity: 602

Purity/Quality:

99% ^*data from raw suppliers

Rufloxacin 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[NH+]1CCN(CC1)C2=C(C=C3C4=C2SCCN4C=C(C3=O)C(=O)[O-])F

Technology Process of 7-Fluoro-6-(4-methylpiperazin-4-ium-1-yl)-10-oxo-4-thia-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylate

There total 8 articles about 7-Fluoro-6-(4-methylpiperazin-4-ium-1-yl)-10-oxo-4-thia-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylate 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%

rufloxacin-1-oxide (101337-89-7) → rufloxacin (101363-10-4)

Guidance literature:

With phosphorus trichloride; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1021/jm00386a005

Reference yield:

3-chloro-4-fluorophenylamine (367-21-5) → rufloxacin (101363-10-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) bromine, 2.) 50 percent NaOH

2: 2.) polyphosphoric acid / 1.) 120 deg C, 2 h, 2.) 160 deg C, 1 h

3: 78.7 percent / 15 percent NaOH / 0.75 h / Heating

4: 53.8 percent / KBr, Pb(OAc)4 / H₂O; acetic acid / 30 °C

5: toluene / 3 h / Heating

6: 59 percent / PCl₃ / dimethylformamide / 2 h / Ambient temperature

With lead(IV) acetate; sodium hydroxide; PPA; bromine; potassium bromide; phosphorus trichloride; In water; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00386a005

Reference yield:

1-methyl-piperazine (109-01-3) → rufloxacin (101363-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 3 h / Heating

2: 59 percent / PCl₃ / dimethylformamide / 2 h / Ambient temperature

With phosphorus trichloride; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00386a005

upstream raw materials:

rufloxacin-1-oxide

1-methyl-piperazine

3-chloro-4-fluorophenylamine

8-chloro-7-fluoro-3,4-dihydro-2H-1,4-benzothiazine

Downstream raw materials:

1,8-ethylthio-6-fluoro-7-piperazin-1-yl-quinoline-4(1H)-one-3-carboxylic acid

Refernces