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4-ethylpiperazine
7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid
enrofloxacin
Conditions | Yield |
---|---|
With nano iron oxide on ZrO2 coated sulfonic acid In water for 0.316667h; Solvent; Temperature; Reagent/catalyst; Reflux; | 97% |
at 150℃; for 0.416667h; Microwave irradiation; | 93% |
With aluminum tri-bromide In ethanol at 75℃; for 4h; Reagent/catalyst; Solvent; Temperature; | 92% |
4-ethylpiperazine
enrofloxacin
Conditions | Yield |
---|---|
With aluminum (III) chloride In i-Amyl alcohol at 140℃; for 8h; Temperature; | 91.8% |
ditrimethylsilyl N-cyclopropyl-3-(4-ethyl-1-piperazinyl)anilinomethylenemalonate
enrofloxacin
Conditions | Yield |
---|---|
90% |
4-ethylpiperazine
7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid
B
enrofloxacin
Conditions | Yield |
---|---|
In water for 13h; Heating; | A n/a B 89% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; potassium iodide In water; acetonitrile at 20℃; for 12h; | 70% |
4-ethylpiperazine
ethyl 2,4,5-trifluorobenzoylacetate
N,N-dimethyl-formamide dimethyl acetal
Cyclopropylamine
enrofloxacin
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate
enrofloxacin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: acetic anhydride / 2 h / Heating 2: 92 percent / ethanol / 1 h / Ambient temperature 3: 90 percent / potassium carbonate / dimethylformamide / 2 h / 140 - 150 °C 4: 93 percent / conc. H2SO4 / H2O / 1.5 h / Heating 5: 86 percent / dimethylsulfoxide / 2.5 h / 140 °C View Scheme |
3-Cyclopropylamino-2-(2,4-dichlor-5-fluorbenzoyl)acrylsaeure-ethylester
enrofloxacin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 90 percent / potassium carbonate / dimethylformamide / 2 h / 140 - 150 °C 2: 93 percent / conc. H2SO4 / H2O / 1.5 h / Heating 3: 86 percent / dimethylsulfoxide / 2.5 h / 140 °C View Scheme |
ethyl 1-cyclopropyl-7-chloro-6-fluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate
enrofloxacin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 93 percent / conc. H2SO4 / H2O / 1.5 h / Heating 2: 86 percent / dimethylsulfoxide / 2.5 h / 140 °C View Scheme |
2,4-dichloro-5-fluorobenzoyl chloride
enrofloxacin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 62 percent / pyridine / dioxane / 1.) 2 h, room temperature, 2.) 1 h, 70 - 80 deg C. 2: 85 percent / potassium carbonate / dimethylformamide / 2 h / 140 - 150 °C 3: 92 percent / conc. H2SO4 / H2O; acetic acid / 1.5 h / Heating 4: 86 percent / dimethylsulfoxide / 2.5 h / 140 °C View Scheme | |
Multi-step reaction with 7 steps 1: Mg/ethanol, CCl4 / ethanol; toluene / 1.) 0 to -5 deg C, 2.) 12 h, room temperature 2: p-toluenesulfonic acid / H2O / 5 h / Heating 3: acetic anhydride / 2 h / Heating 4: 92 percent / ethanol / 1 h / Ambient temperature 5: 90 percent / potassium carbonate / dimethylformamide / 2 h / 140 - 150 °C 6: 93 percent / conc. H2SO4 / H2O / 1.5 h / Heating 7: 86 percent / dimethylsulfoxide / 2.5 h / 140 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: tributyl-amine / 1 h / 70 °C 1.2: 15 °C / 1520.1 Torr 2.1: cesium hydroxide / 5,5-dimethyl-1,3-cyclohexadiene / 125 - 130 °C 2.2: 8 h / 85 °C View Scheme |
IUPAC Name: 1-Cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxoquinoline-3-carboxylic acid
Molecular Weight: 359.394683 [g/mol]
Molecular Formula: C19H22FN3O3
XLogP3: -0.2
H-Bond Donor: 1
H-Bond Acceptor: 7
Index of Refraction: 1.634
Molar Refractivity: 92.8 cm3
Molar Volume: 259.3 cm3
Surface Tension: 62 dyne/cm
Density: 1.385 g/cm3
Flash Point: 292.8 °C
Enthalpy of Vaporization: 88.7 kJ/mol
Boiling Point: 560.5 °C at 760 mmHg
Vapour Pressure: 2.13E-13 mmHg at 25 °C
Water Solubility: 3400 mg/L at 25 °C
Appearance: Pale Yellow Crystals
Melting Point: 225 °C
Classification Code of Enrofloxacin (CAS NO.93106-60-6): Antibacterial [veterinary]; Antineoplastic agents; Drug / Therapeutic Agent; Mutation data
Product Categories: Antibiotics for Research and Experimental Use; Biochemistry; Quinolones (Antibiotics for Research and Experimental Use); Intermediates & Fine Chemicals; Pharmaceuticals; Veterinaries
Enrofloxacin (CAS NO.93106-60-6) is widely used in the treatment of human disease. It is a bactericidal agent. The bactericidal activity of enrofloxacin is concentration dependent, with susceptible bacteria cell death occurring within 20-30 minutes of exposure. Enrofloxacin has demonstrated a significant post-antibiotic effect for both Gram-negative and Gram-positive bacteria and is active in both stationary and growth phases of bacterial replication.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 200mg/kg (200mg/kg) | VMR, Veterinary Medical Review. Vol. 2, Pg. 87, 1987. | |
mouse | LD50 | oral | 4336mg/kg (4336mg/kg) | VMR, Veterinary Medical Review. Vol. 2, Pg. 87, 1987. | |
rabbit | LD50 | oral | 500mg/kg (500mg/kg) | VMR, Veterinary Medical Review. Vol. 2, Pg. 87, 1987. | |
rat | LD50 | oral | 5gm/kg (5000mg/kg) | VMR, Veterinary Medical Review. Vol. 2, Pg. 87, 1987. |
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
WGK Germany: 3
RTECS of Enrofloxacin (CAS NO.93106-60-6): VB1993650
Enrofloxacin (CAS NO.93106-60-6), its Synonyms are 1,4-Dihydro-1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-4-oxo-3-quinolinecarboxylic acid ; 1-Cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid ; BAY VP 2674 ; Enrofloxacine ; Enrofloxacino ; 3-Quinolinecarboxylic acid, 1,4-dihydro-1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-4-oxo- ; 3-Quinolinecarboxylic acid, 1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo- .