ChemicalBook--->CAS DataBase List--->154093-72-8

154093-72-8

154093-72-8 Structure

154093-72-8 Structure
IdentificationBack Directory
[Name]

1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylic Acid
[CAS]

154093-72-8
[Synonyms]

154093-72-8
Mosisasin Impurity E2
Gatifloxacin USP RC B
Moxifloxacin Impurity 23
1-cyclopropyl-6,7-difluoro
Gatifloxacin USP IMpurity B
Difluorohydroxy gatifloxacin
Gatifloxacin hydroxy acid impurity
Moxifloxacin Difluoro Hydroxy Impurity
Moxifloxacin hydroxyquinoline impurities
Moxifloxacin Difluoro Hydroxy Acid Impurity
Gatifloxacin Related Compound B/Moxifloxacin Difluoro Hydroxy Acid Impurity
Moxifloxacin Difluoro Hydroxy Acid Impurity (Gatifloxacin Related Compound B)
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylic Acid
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-quinolin-3-carboxylic acid
1-cyclopropyl-6,7-difluoro-8-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
3-Quinolinecarboxylic acid, 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-
Moxifloxacin impurity 18/Moxifloxacin Hydroxy Quinoline Impurity/1-Cyclopropyl-6,7-difluoro-8-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
[Molecular Formula]

C13H9F2NO4
[MDL Number]

MFCD25973506
[MOL File]

154093-72-8.mol
[Molecular Weight]

281
Chemical PropertiesBack Directory
[Melting point ]

>271oC (dec.)
[Boiling point ]

478.3±45.0 °C(Predicted)
[density ]

1.745±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly, Heated)
[form ]

Solid
[pka]

5.75±0.20(Predicted)
[color ]

White to Pale Beige
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Hazard InformationBack Directory
[Uses]

Moxifloxacin (M745000)
[Synthesis]

1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

112811-72-0

1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylic Acid

154093-72-8

About 500 mL of DMSO filtrate from the nucleophilic substitution reaction was transferred to a 1000 mL reactor and anhydrous calcium chloride (about 33 g) was added under stirring conditions. The reaction mixture was cooled with stirring to 0-5 °C and maintained in this temperature range for 30 minutes. Subsequently, the pH was adjusted to 4 with a 15% aqueous hydrochloric acid solution, the temperature was maintained between 0-5°C, and stirring was continued for 3 hours. Upon completion of the reaction, the precipitated product was collected by filtration, washed well with acetone and then dried. A dry 1-cyclopropyl-6,7-difluoro-8-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (about 35 g) with a purity of more than 90% was finally obtained.

[References]

[1] Patent: WO2006/4561, 2006, A1. Location in patent: Page/Page column title page; 4; 12-13
[2] Patent: WO2008/62379, 2008, A2. Location in patent: Page/Page column 37
[3] Patent: US2010/222302, 2010, A1. Location in patent: Page/Page column 21
[4] Patent: WO2007/17828, 2007, A2. Location in patent: Page/Page column 54
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