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93106-60-6 Usage

Brand Name(s) in US

Baytril

Veterinary fluoroquinolone antimicrobial agents

Enrofloxacin and sarafloxacin, danofloxacin, difloxacin, ofloxacin, norfloxacin, orbifloxacin are commonly used third-generation fluoroquinolone broad-spectrum antimicrobial agents in veterinary clinic at present , is ethyl compound of ciprofloxacin, also known as ethyl ciprofloxacin, ethyl ciprofloxacin, norfloxacin, is effective on Gram-negative bacteria, Gram-positive bacteria and mycoplasma, its antibacterial activity is significantly superior to norfloxacin, the effect on mycoplasma is stronger than tylosin and Tiamulin Fumarate. This product is oral, intramuscular and subcutaneous injection, and is easily absorbed, widely distributed in vivo, in addition to the central nervous system, the concentration of the drug in other organizations, almost all are higher than the blood concentration. De ethylation in vivo, mainly produced active metabolite ciprofloxacin, but different among the animals metabolism are larger, birds, dogs, rabbits and cattle body's metabolic rates are high, horses and pigs body's metabolic rates are lower. Clinically Enrofloxacin is used for the treatment of various mycoplasma disease, and respiratory system, digestive system and urogenital system infections, skin infections and sepsis caused by E. coli, Salmonella, Haemophilus, Erysipelas bacillus, Staphylococcus, Streptococcus etc. Especially suitable for mixing infections caused by a variety of bacteria. Spatial structure formulae diagram of Enrofloxacin The above information is edited by the lookchem of Liu Yujie.

Reasonable compatibility

1. Cooperated application of Enrofloxacin with aminoglycoside (gentamicin), third-generation cephalosporins (cefotaxime, ceftriaxone) and penicillin, colistin, may have synergistic antibacterial effect on certain bacteria (especially Pseudomonas aeruginosa or Enterobacteriaceae), in addition to penicillin-type drugs, due to enhanced toxicity, when in combination, need to reduce the dose, and administered separately. 2. Antibacterial activity of Enrofloxacin combined with apramycin enhanced, showed a synergistic effect. The reason was that antibacterial mechanism of apramycin was to specifically hinder biosynthesis of bacterial protein, and thus achieved effect on inhibiting and killing bacteria, while Enrofloxacin could specifically act on subunit A of bacterial DNA gyrase, inhibiting its activity, affecting DNA melting and sealing chain, both of combination had double blocking effect on bacterial replication and translation process. 3. at the same day were successively mixed to drink with colistin sulfate, can improve the efficacy of Enrofloxacin on chicken bacterial disease. and compatibility with SD silver used for the topical treatment of otitis in dogs. Reference data: Zheng Hugong, Cui Yaoming editor. reasonable compatibility use of veterinary, Zhengzhou: Henan Science and Technology Press, 2009.

Incompatibility

1. Enrofloxacin can inhibit metabolism of theophylline and caffeine, make the blood concentration increase, thereby causing toxic reactions. 2. Combined with anticholinergic drugs (atropine, 654-2) and H2 receptor antagonists (cimetidine, famotidine), making the bioavailability of Enrofloxacin reduce. 3. Enrofloxacin has a role in inhibiting liver drug enzymes, in combination with drugs metabolized in the liver such as erythromycin, lincomycin, etc. making its clearance decrease, blood concentration increased. 4. antacids may reduce absorption of Enrofloxacin in the gastrointestinal tract, not suitable for simultaneous use. 5. mixed with strongly acidic liquid and the strong alkaline liquid and precipitated. 6. Enrofloxacin and metoclopramide occur chemical changes, easy to turn into muddy, should not be mixed injection.

Side effects

Toxicity of Enrofloxacin is less, safe for clinical use. Therapeutic doses have non-teratogenic and mutagenic effect. Can make young animals cartilage occur turbid, causing lameness and pain. Digestive system reactions are vomiting, abdominal pain and bloating. Skin reactions are erythema, pruritus, urticaria and photosensitivity reactions, etc.

Precautions

1. Enrofloxacin aqueous solution was met with light and easy to change color and decompose, should be kept in dark place. 2. Drug-resistant strains of the product showed an increasing trend, not used at sub-therapeutic doses for long-term. 3. Antacids can inhibit the absorption of this product, should be avoided drinking at the same time. 4. In clinical application, can appropriately adjust dosage based on disease, concentration range of drinking water in poultry, per liter of water, added 25 to 100 mg. 5. withdrawal period of chicken is 8 days. Disabled in egg producing period of laying hen. 6. chicks are very sensitive to Enrofloxacin injection, had many poisoning report, the dose should be strictly controlled.

Uses

Different sources of media describe the Uses of 93106-60-6 differently. You can refer to the following data:
1. 1. Antimicrobial, for bacteria and mycoplasma infection. 2. New veterinary antimicrobial drugs, broad-spectrum, high efficiency, has special effects on Gram-positive and Gram-negative bacteria and mycoplasma.
2. Enrofloxacin is a broad spectrum antibiotic bactericidal agent used in veterinary medicine to treat animals afflicted with certain bacterial infections.

Chemical Properties

Pale Yellow Crystals

Definition

ChEBI: A quinolinemonocarboxylic acid that is 1,4-dihydroquinoline-3-carboxylic acid substituted by an oxo group at position 4, a fluoro group at position 6, a cyclopropyl group at position 1 and a 4-ethylpiperazin-1-yl group at position 7. It is a veterinary ant bacterial agent used for the treatment of pets.

Brand name

Baytril (Bayer).

Veterinary Drugs and Treatments

Enrofloxacin is approved for use in dogs and cats (oral only) for the management of diseases associated with bacteria susceptible to enrofloxacin. Because of the dosage restriction (5 mg/kg) for cats, enrofloxacin is generally used in this species only for the most susceptible bacterial infections. It is also been approved for use in cattle (not dairy cattle or veal calves).

Check Digit Verification of cas no

The CAS Registry Mumber 93106-60-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,3,1,0 and 6 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 93106-60:
(7*9)+(6*3)+(5*1)+(4*0)+(3*6)+(2*6)+(1*0)=116
116 % 10 = 6
So 93106-60-6 is a valid CAS Registry Number.
InChI:InChI=1/C19H22FN3O3/c1-2-21-5-7-22(8-6-21)17-10-16-13(9-15(17)20)18(24)14(19(25)26)11-23(16)12-3-4-12/h9-12H,2-8H2,1H3,(H,25,26)

93106-60-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (E0786)  Enrofloxacin  >98.0%(HPLC)(T)

  • 93106-60-6

  • 5g

  • 380.00CNY

  • Detail
  • TCI America

  • (E0786)  Enrofloxacin  >98.0%(HPLC)(T)

  • 93106-60-6

  • 25g

  • 995.00CNY

  • Detail
  • Sigma-Aldrich

  • (Y0001160)  Enrofloxacin for system suitability  European Pharmacopoeia (EP) Reference Standard

  • 93106-60-6

  • Y0001160

  • 1,880.19CNY

  • Detail
  • USP

  • (1235900)  Enrofloxacin  United States Pharmacopeia (USP) Reference Standard

  • 93106-60-6

  • 1235900-200MG

  • 4,662.45CNY

  • Detail

93106-60-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name enrofloxacin

1.2 Other means of identification

Product number -
Other names 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-ethyl-1-piperazinyl)-quinoline-3-carboxylic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:93106-60-6 SDS

93106-60-6Synthetic route

4-ethylpiperazine
5308-25-8

4-ethylpiperazine

7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid
86393-33-1

7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
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%
1-cyclopropyl-6-fluoro-7-chloro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid sodium salt

1-cyclopropyl-6-fluoro-7-chloro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid sodium salt

4-ethylpiperazine
5308-25-8

4-ethylpiperazine

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
With aluminum (III) chloride In i-Amyl alcohol at 140℃; for 8h; Temperature;91.8%
ditrimethylsilyl N-cyclopropyl-3-(4-ethyl-1-piperazinyl)anilinomethylenemalonate
131776-44-8

ditrimethylsilyl N-cyclopropyl-3-(4-ethyl-1-piperazinyl)anilinomethylenemalonate

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
90%
4-ethylpiperazine
5308-25-8

4-ethylpiperazine

7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid
86393-33-1

7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid

A

7-chloro-1-cyclopropyl-6-(4-ethyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

7-chloro-1-cyclopropyl-6-(4-ethyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

B

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
In water for 13h; Heating;A n/a
B 89%
ethyl bromide
74-96-4

ethyl bromide

ciprofloxacin hydrochloride
93107-08-5

ciprofloxacin hydrochloride

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; potassium iodide In water; acetonitrile at 20℃; for 12h;70%
4-ethylpiperazine
5308-25-8

4-ethylpiperazine

ethyl 2,4,5-trifluorobenzoylacetate
98349-24-7

ethyl 2,4,5-trifluorobenzoylacetate

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Cyclopropylamine
765-30-0

Cyclopropylamine

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
Yield given. Multistep reaction;
ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate
86483-51-4

ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
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
86483-53-6

3-Cyclopropylamino-2-(2,4-dichlor-5-fluorbenzoyl)acrylsaeure-ethylester

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
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
86483-54-7

ethyl 1-cyclopropyl-7-chloro-6-fluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
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
86393-34-2

2,4-dichloro-5-fluorobenzoyl chloride

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
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
3-Cyclopropylamino-2-(2,4-dichlor-5-fluorbenzoyl)acrylsaeure-methylester
105392-26-5

3-Cyclopropylamino-2-(2,4-dichlor-5-fluorbenzoyl)acrylsaeure-methylester

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / potassium carbonate / dimethylformamide / 2 h / 140 - 150 °C
2: 92 percent / conc. H2SO4 / H2O; acetic acid / 1.5 h / Heating
3: 86 percent / dimethylsulfoxide / 2.5 h / 140 °C
View Scheme
7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester
104599-90-8

7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / conc. H2SO4 / H2O; acetic acid / 1.5 h / Heating
2: 86 percent / dimethylsulfoxide / 2.5 h / 140 °C
View Scheme
diethyl 2,4-dichloro-5-fluoro-benzoyl-malonate
86483-50-3

diethyl 2,4-dichloro-5-fluoro-benzoyl-malonate

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: p-toluenesulfonic acid / H2O / 5 h / Heating
2: acetic anhydride / 2 h / Heating
3: 92 percent / ethanol / 1 h / Ambient temperature
4: 90 percent / potassium carbonate / dimethylformamide / 2 h / 140 - 150 °C
5: 93 percent / conc. H2SO4 / H2O / 1.5 h / Heating
6: 86 percent / dimethylsulfoxide / 2.5 h / 140 °C
View Scheme
3-(Cyclopropylamino)acrylsaeure-methylester
72396-25-9

3-(Cyclopropylamino)acrylsaeure-methylester

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
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
2,4-dichloro-alpha(elhoxymethlene)-5-fluoro-beta-oxo-benzene propanoic acid ethyl ester
86483-52-5

2,4-dichloro-alpha(elhoxymethlene)-5-fluoro-beta-oxo-benzene propanoic acid ethyl ester

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 92 percent / ethanol / 1 h / Ambient temperature
2: 90 percent / potassium carbonate / dimethylformamide / 2 h / 140 - 150 °C
3: 93 percent / conc. H2SO4 / H2O / 1.5 h / Heating
4: 86 percent / dimethylsulfoxide / 2.5 h / 140 °C
View Scheme
4-ethylpiperazine
5308-25-8

4-ethylpiperazine

3-Cyclopropylamino-2-(2,4-dichlor-5-fluorbenzoyl)acrylsaeure-ethylester
86483-53-6

3-Cyclopropylamino-2-(2,4-dichlor-5-fluorbenzoyl)acrylsaeure-ethylester

enrofloxacin
93106-60-6

enrofloxacin

Conditions
ConditionsYield
Stage #1: 3-Cyclopropylamino-2-(2,4-dichlor-5-fluorbenzoyl)acrylsaeure-ethylester With cesium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene at 125 - 130℃;
Stage #2: 4-ethylpiperazine With aluminum (III) chloride In ethanol at 85℃; for 8h; Solvent; Reagent/catalyst; Temperature;
48.7 g
enrofloxacin
93106-60-6

enrofloxacin

1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-quinolinoyl chloride
474022-78-1

1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-quinolinoyl chloride

Conditions
ConditionsYield
With thionyl chloride for 10h; Heating;95.1%
With thionyl chloride at 75℃; for 10h;
With thionyl chloride at 70℃;
C6H16Cl4Cu2N8O2

C6H16Cl4Cu2N8O2

enrofloxacin
93106-60-6

enrofloxacin

C22H29CuFN7O4(1+)*Cl(1-)

C22H29CuFN7O4(1+)*Cl(1-)

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 2h;88%
enrofloxacin
93106-60-6

enrofloxacin

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

1-cyclopropyl-6-fluoro-7-(4-ethylpiperazin-1-yl)-3-(1H-imidazole-1-formyl)-quinoline-4(1H)-one

1-cyclopropyl-6-fluoro-7-(4-ethylpiperazin-1-yl)-3-(1H-imidazole-1-formyl)-quinoline-4(1H)-one

Conditions
ConditionsYield
In acetonitrile Solvent; Reflux;86.4%
enrofloxacin
93106-60-6

enrofloxacin

C38H50CaF2N6O10

C38H50CaF2N6O10

Conditions
ConditionsYield
With water; calcium hydroxide In methanol at 40℃; for 8h; Temperature; Solvent;85%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

enrofloxacin
93106-60-6

enrofloxacin

[Ni(enx)2(1,10-phenantroline)]

[Ni(enx)2(1,10-phenantroline)]

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide In ethanol for 2h; pH=7;85%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

enrofloxacin
93106-60-6

enrofloxacin

[Co(enx)2(1,10-phenantroline)]

[Co(enx)2(1,10-phenantroline)]

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide In ethanol for 2h; pH=7;82%
8-quinolinol
148-24-3

8-quinolinol

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

enrofloxacin
93106-60-6

enrofloxacin

[Ni(enx)2(1,10-phenantroline)(Q)]

[Ni(enx)2(1,10-phenantroline)(Q)]

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide In ethanol for 2h; pH=7; Reflux;80%
8-quinolinol
148-24-3

8-quinolinol

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

enrofloxacin
93106-60-6

enrofloxacin

C28H27CoFN4O4*H2O

C28H27CoFN4O4*H2O

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide In ethanol for 1h; pH=7; Reflux;80%
8-quinolinol
148-24-3

8-quinolinol

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

enrofloxacin
93106-60-6

enrofloxacin

C28H27FN4NiO4*H2O

C28H27FN4NiO4*H2O

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide In ethanol for 1h; pH=7; Reflux;78%
vanadium(V) oxychloride
7727-18-6

vanadium(V) oxychloride

enrofloxacin
93106-60-6

enrofloxacin

o-toluidine
95-53-4

o-toluidine

bis[1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato]4-(4-amino-3-methylphenyl)-2-methylanilineoxo vanadium chloride monohydrate

bis[1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato]4-(4-amino-3-methylphenyl)-2-methylanilineoxo vanadium chloride monohydrate

Conditions
ConditionsYield
Stage #1: vanadium(V) oxychloride; enrofloxacin With sodium hydroxide In ethanol at 20℃; for 1h;
Stage #2: o-toluidine In ethanol at 20℃; for 72h;
77%
zinc(II) perchlorate

zinc(II) perchlorate

enrofloxacin
93106-60-6

enrofloxacin

C57H63F3N9O9Zn(1-)

C57H63F3N9O9Zn(1-)

Conditions
ConditionsYield
With ammonium hydroxide In methanol; water for 0.166667h;77%
1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

enrofloxacin
93106-60-6

enrofloxacin

3-(1H-benzo[d][1,2,3]triazole-1-carbonyl)-1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoroquinolin-4(1H)-one
1381763-39-8

3-(1H-benzo[d][1,2,3]triazole-1-carbonyl)-1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoroquinolin-4(1H)-one

Conditions
ConditionsYield
With thionyl chloride In dichloromethane at 20℃;76%
enrofloxacin
93106-60-6

enrofloxacin

isopropylamine
75-31-0

isopropylamine

1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-1,4-dihydro-4-oxo-N-(propan-2-yl)quinoline-3-carboxamide

1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-1,4-dihydro-4-oxo-N-(propan-2-yl)quinoline-3-carboxamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃;76%
vanadium(V) oxychloride
7727-18-6

vanadium(V) oxychloride

enrofloxacin
93106-60-6

enrofloxacin

triethylamine
121-44-8

triethylamine

bis[1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato]N,N-diethylethanamineoxo vanadium chloride hexahydrate

bis[1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato]N,N-diethylethanamineoxo vanadium chloride hexahydrate

Conditions
ConditionsYield
Stage #1: vanadium(V) oxychloride; enrofloxacin With sodium hydroxide In ethanol at 20℃; for 1h;
Stage #2: triethylamine In ethanol at 20℃; for 72h;
76%
bis(acetylacetonato)dioxidomolybdenum(VI)

bis(acetylacetonato)dioxidomolybdenum(VI)

enrofloxacin
93106-60-6

enrofloxacin

MoO2(1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate)2

MoO2(1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate)2

Conditions
ConditionsYield
With potassium hydroxide In methanol a MeOH soln. of 2 equiv. of F-compd. deprotonated with 2 equiv. of KOH was added to the Mo-compd. soln. in MeOH, reflux for 2.5 h; soln. was filtered and left to slowly evaporate for a few days, crystalswere filtered off, washed with MeOH and dried, elem. anal.;75%
manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

enrofloxacin
93106-60-6

enrofloxacin

Mn(1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato)2(H2O)2
1030834-09-3

Mn(1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato)2(H2O)2

Conditions
ConditionsYield
With potassium hydroxide In methanol a soln. of ligand deprotonated with KOH, added to a soln. of Mn salt, refluxed for 2 h; filtered, crystd. for days, filtered, washed (MeOH), dried; elem. anal.;75%
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

(4S)-4-isopropyl-N-[(4R)-4-isopropyl-4,5-dihydro-1,3-oxazol-2-yl]-N-(4-vinylbenzyl)-4,5-dihydro-1,3-oxazol-2-amine

(4S)-4-isopropyl-N-[(4R)-4-isopropyl-4,5-dihydro-1,3-oxazol-2-yl]-N-(4-vinylbenzyl)-4,5-dihydro-1,3-oxazol-2-amine

water
7732-18-5

water

enrofloxacin
93106-60-6

enrofloxacin

C40H50FN6O5Zn(1+)*NO3(1-)

C40H50FN6O5Zn(1+)*NO3(1-)

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile75%
C20H28Cl4Cu2N8O2

C20H28Cl4Cu2N8O2

enrofloxacin
93106-60-6

enrofloxacin

C29H35CuFN7O4(1+)*Cl(1-)

C29H35CuFN7O4(1+)*Cl(1-)

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 2h;74.1%
vanadium(V) oxychloride
7727-18-6

vanadium(V) oxychloride

enrofloxacin
93106-60-6

enrofloxacin

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

bis[1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato]N,N-dimethylformamideoxo vanadium chloride pentahydrate

bis[1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato]N,N-dimethylformamideoxo vanadium chloride pentahydrate

Conditions
ConditionsYield
Stage #1: vanadium(V) oxychloride; enrofloxacin With sodium hydroxide In ethanol at 20℃; for 1h;
Stage #2: N,N-dimethyl-formamide In ethanol at 20℃; for 72h;
74%
pyridine
110-86-1

pyridine

vanadium(V) oxychloride
7727-18-6

vanadium(V) oxychloride

enrofloxacin
93106-60-6

enrofloxacin

bis[1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato]pyridineoxo vanadium chloride tetrahydrate

bis[1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato]pyridineoxo vanadium chloride tetrahydrate

Conditions
ConditionsYield
Stage #1: vanadium(V) oxychloride; enrofloxacin With sodium hydroxide In ethanol at 20℃; for 1h;
Stage #2: pyridine In ethanol at 20℃; for 72h;
73%
boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

enrofloxacin
93106-60-6

enrofloxacin

difluoroboron complexes of enrofloxacin

difluoroboron complexes of enrofloxacin

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-formamide for 24h; Reflux;71%
cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

enrofloxacin
93106-60-6

enrofloxacin

Co(1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato)2(H2O)2
1030834-12-8

Co(1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato)2(H2O)2

Conditions
ConditionsYield
With potassium hydroxide In methanol a soln. of ligand deprotonated with KOH, added to a soln. of Co salt, refluxed; filtered, crystd., filtered, washed (MeOH), dried; elem. anal.;70%
pyridine
110-86-1

pyridine

methanol
67-56-1

methanol

water
7732-18-5

water

enrofloxacin
93106-60-6

enrofloxacin

zinc(II) chloride
7646-85-7

zinc(II) chloride

bis(enrofloxacinato)bis(pyridine)zinc(II) hexahydrate monomethanolate

bis(enrofloxacinato)bis(pyridine)zinc(II) hexahydrate monomethanolate

Conditions
ConditionsYield
With KOH In methanol KOH added to MeOH soln. of enrofloxacin; added to MeOH soln. of ZnCl2; pyridine added; crystd. by slow evapn. after 10 d; elem. anal.;70%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

enrofloxacin
93106-60-6

enrofloxacin

zinc(II) chloride
7646-85-7

zinc(II) chloride

[Zn(erx)(bipy)Cl]
1426910-55-5

[Zn(erx)(bipy)Cl]

Conditions
ConditionsYield
Stage #1: enrofloxacin With potassium hydroxide In methanol at 20℃; for 0.333333h;
Stage #2: [2,2]bipyridinyl; zinc(II) chloride In methanol
70%
methanol
67-56-1

methanol

1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

enrofloxacin
93106-60-6

enrofloxacin

[Mn(enrofloxacinato)2(1,10-phenanthroline)]*1.5MeOH*H2O

[Mn(enrofloxacinato)2(1,10-phenanthroline)]*1.5MeOH*H2O

Conditions
ConditionsYield
Stage #1: methanol; enrofloxacin With potassium hydroxide for 0.5h;
Stage #2: methanol; 1,10-Phenanthroline; manganese(II) chloride tetrahydrate for 1h;
70%

93106-60-6Relevant articles and documents

Pharmacological characterization of 7-(4-(Piperazin-1-yl)) ciprofloxacin derivatives: Antibacterial activity, cellular accumulation, susceptibility to efflux transporters, and intracellular activity

Marquez, Beatrice,Pourcelle, Vincent,Vallet, Coralie M.,Mingeot-Leclercq, Marie-Paule,Tulkens, Paul M.,Marchand-Bruynaert, Jacqueline,Van Bambeke, Francoise

, p. 1290 - 1301 (2014)

Purpose: To evaluate pharmacological properties (antibacterial activity; accumulation in phagocytic cells; activity against intracellular bacteria; susceptibility to fluoroquinolone efflux transporters) of ciprofloxacin derivatives modified at C-7 of the

A norfloxacin, ciprofloxacin and enrofloxacin synthetic method

-

Paragraph 0008; 0034-0039; 0044; 0045, (2019/07/10)

The present invention provides a norfloxacin, ciprofloxacin and enrofloxacin preparation method, which comprises the carboxylic acid and piperazine in the solvent under the catalytic action of the catalyst in the reaction step, the catalyst is AlBr3 , FeBr3 , ZnBr2 , CuBr2 Or SnBr4 , It has high yield, low cost and the advantage of energy saving and emission reduction.

A norfloxacin, ciprofloxacin and enrofloxacin preparation method

-

Paragraph 0125-0126, (2017/04/25)

The invention discloses a preparation method of norfloxacin, ciprofloxacin and enrofloxacin. The preparation method comprises the following steps: directly reacting 1-ethyl-6-fluoro-7-chlo-4-oxo-1,4-dihydro-quinoline-3-carboxylate or 1-cyclopropyl-6-fluoro-7-chlo-4-oxo-1,4-dihydro-quinoline-3-carboxylate with piperazine (or N-ethyl piperazine); and then, performing after-treatment to prepare a corresponding target product norfloxacin (or ciprofloxacin or enrofloxacin). The preparation method disclosed by the invention is short in reaction step, convenient to operate, less investment and beneficial to industrial production; consumption of piperazine (or N-ethyl piperazine) can be reduced by more than half; under the catalytic action, the reaction temperature is low, the byproducts are less, the yield is high and the cost is low; heavy use of inorganic acid and inorganic alkaline is avoided, so that the pollution is reduced.

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