9-Piperazino Ofloxacin

Base Information

• Chemical Name: 9-Piperazino Ofloxacin
• CAS No.: 197291-75-1
• Molecular Formula: C₁₈H₂₀FN₃O₄
• Molecular Weight: 361.373
• Mol file: 197291-75-1.mol

Synonyms:9-Piperazino Ofloxacin;Ofloxacin EP Impurity D;10-fluoro-3-methyl-9-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

Chemical Property of 9-Piperazino Ofloxacin

Chemical Property:

• Boiling Point: 588.1±50.0 °C(Predicted)
• PKA: 5.28±0.40(Predicted)
• PSA: 75.01000
• Density: 1.48±0.1 g/cm3(Predicted)
• LogP: 1.54690

Purity/Quality:

NLT 98% ^*data from raw suppliers

9-Desfluoro-9-(4-Methyl-piperazino)-10-Des(4-methylpiperazino)-10-FluoroOfloxacin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A degradation product 9-Piperazino Ofloxacin (Ofloxacin EP Impurity D) is a synthetic impurity product from Ofloxacin (O245750). Ofloxacin impurity D. A regioisomer of Ofloxacin.

Technology Process of 9-Piperazino Ofloxacin

There total 10 articles about 9-Piperazino Ofloxacin 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: 86.3%

C20H24FN3O4 → (3RS)-10-fluoro-3-methyl-9-(4- methylpiperazin-1-yl)-7-oxo-2,3-dihydro- 7Hpyrido[1,2,3-de]-1,4-benzoxazine-6- carboxylic acid (178912-62-4,197291-75-1)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 90 ℃; for 3h; Cooling with ice;

Reference yield:

(-)-(S)-3-methyl-10-fluoro-2,3-dihydro-9-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-[1,4]benzoxazine-6-carboxylic acid ethyl ester → (S)-(-)-10-fluoro-2,3-dihydro-3-methyl-9-(4-methyl-1-piperazinyl)-7H-pyrido[1,2,3-de]-[1,4]benzoxazine-6-carboxylic acid (178912-62-4,197291-75-1)

Guidance literature:

With sulfuric acid; water; at 80 ℃; for 12h;

Reference yield:

ethyl (S)-(-)-9,10-Difluoro-3-Methyl-7-Oxo-2,3-Dihydro-7H-Pyrido[1,2,3-de]-[1,4]Benzoxazine-6-Carboxylate (106939-34-8) → (S)-(-)-10-fluoro-2,3-dihydro-3-methyl-9-(4-methyl-1-piperazinyl)-7H-pyrido[1,2,3-de]-[1,4]benzoxazine-6-carboxylic acid (178912-62-4,197291-75-1)

Guidance literature:

Multi-step reaction with 5 steps

1: sulfuric acid; potassium nitrate / 2 h / 0 - 25 °C

2: N,N-dimethyl-formamide / 12 h / 30 °C

3: acetic acid; zinc / ethanol / 2 h / 60 °C

4: sulfuric acid; potassium nitrate / ethanol / 3 h / 0 - 70 °C

5: water; sulfuric acid / 12 h / 80 °C

With sulfuric acid; water; acetic acid; potassium nitrate; zinc; In ethanol; N,N-dimethyl-formamide;

upstream raw materials:

ethyl (S)-(-)-9,10-Difluoro-3-Methyl-7-Oxo-2,3-Dihydro-7H-Pyrido[1,2,3-de]-[1,4]Benzoxazine-6-Carboxylate

9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid

ethyl 9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylate

Refernces

• 1、 -. "Synthesis method of levofloxacin isomer compound". . . Retrieved 2017/09/01.