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Home> Encyclopedia >Antibiotic and antimicrobial agents>Pharmaceutical Intermediates>Pharmaceutical
Enrofloxacin structure
Enrofloxacin structure


Iupac Name:1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxoquinoline-3-carboxylic acid
CAS No.: 93106-60-6
Molecular Weight:359.401
Modify Date.: 2022-11-07 06:30
Introduction: 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. View more+
1. Names and Identifiers
1.1 Name
1.2 Synonyms

1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-ethyl-1-piperazinyl)-3-quinolinecarboxylic acid 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-ethyl-1-piperazinyl)-quinoline-3-carboxylic acid 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-ethylpiperazino)-quinoline-3-carboxylic acid 1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid 1-cyclopropyl-7-(4-ethyl-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid Baytri bayvp2674 cfpq Enorfloxacin Enrofoxacin Enrolfoxacin MFCD01861684 ROFLOXACIN BASE

1.3 CAS No.
1.4 CID
1.6 Molecular Formula
C19H22FN3O3 (isomer)
1.7 Inchi
1.8 InChkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
2.1 Boiling point
2.1 Refractive index
2.1 Flash Point
2.1 Precise Quality
2.1 PSA
2.1 logP
2.1 Appearance
Pale Yellow Crystals
2.2 Storage
Keep Cold.
2.3 Chemical Properties
Pale Yellow Crystals
2.4 Color/Form
2.5 Physical
2.6 pKa
2.7 Water Solubility
Soluble in chloroform. Slightly soluble in water. Also soluble in dilute KOH
2.8 Stability
Stable at normal temperatures and pressures.
2.9 StorageTemp
Keep tightly closed.
3. Use and Manufacturing
3.1 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 antbacterial agent used for the treatment of pets.
3.2 GHS Classification
Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 85 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria by 6 of 85 companies. For more detailed information, please visit ECHA C&L website

Of the 8 notification(s) provided by 79 of 85 companies with hazard statement code(s):

H302 (94.94%): Harmful if swallowed [Warning Acute toxicity, oral]
H317 (48.1%): May cause an allergic skin reaction [Warning Sensitization, Skin]
H334 (48.1%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]
H361 (43.04%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
H372 (43.04%): Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]
H400 (44.3%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
H410 (45.57%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P201, P202, P260, P261, P264, P270, P272, P273, P280, P281, P285, P301+P312, P302+P352, P304+P341, P308+P313, P314, P321, P330, P333+P313, P342+P311, P363, P391, P405, and P501
3.3 Usage
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.
4. Safety and Handling
4.1 Hazard Codes
4.1 Risk Statements
4.1 Safety Statements
4.1 Exposure Standards and Regulations
Tolerances for residues of new animal drugs in food. ... Chickens and turkeys: A tolerance of 0.3 ppm is established for residues of enrofloxacin (marker residue) in muscle (target tissue) of chickens and turkeys. ... Cattle: A tolerance of 0.1 ppm for desethylene ciprofloxacin (marker residue) has been established in liver (target tissue) of cattle.
Ophthalmic and topical dosage form new animal drugs. Enrofloxacin, silver sulfadiazine emulsion. ... Indications for use: For the treatment of otitis externa in dogs. /Enrofloxacin, silver sulfadiazine emulsion/
Implantation or injectable dosage form new animal drugs. Enrofloxacin solution. ... Indications for use: Dogs for management of diseases associated with bacteria susceptible to enrofloxacin. ... Indications for use: For treatment of bovine respiratory disease (BRD) associated with Pasteurella haemolytica, Pasteurella multocida, and Haemophilus somnus.
Enrofloxacin tablets. ... Indications for use: Dogs and cats for management of diesases associated with bacteria susceptible to enrofloxacin.
Enrofloxacin oral solution. ... It is used in drinking water as follows: Chicken and turkeys. ... Indications: Chickens: control of mortality associated with E.coli susceptible to enrofloxacin. Turkeys: Control of mortality associated with E.coli and Pasteurella multocida (fowl cholera) susceptible to enrofloxacin.
4.2 DisposalMethods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
NONH for all modes of transport
4.3 WGK Germany
4.3 Safety

?Hazard Codes:?IrritantXi
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

4.4 Specification

?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- .

4.5 Toxicity
LD50 in male, female mice (mg/kg): >5000, 4336 orally; ~200, ~200 i.v.; in male rats, male rabbits (mg/kg): >5000, 500-800 orally (Altreuther)

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Skin sensitization, Category 1

Respiratory sensitization, Category 1

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H302 Harmful if swallowed

H317 May cause an allergic skin reaction

H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statement(s)

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P272 Contaminated work clothing should not be allowed out of the workplace.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P284 [In case of inadequate ventilation] wear respiratory protection.


P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P333+P313 If skin irritation or rash occurs: Get medical advice/attention.

P321 Specific treatment (see ... on this label).

P362+P364 Take off contaminated clothing and wash it before reuse.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P342+P311 If experiencing respiratory symptoms: Call a POISON CENTER/doctor/...




P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


8. Other Information
8.0 Merck
8.1 BRN
8.2 Brand Name(s) in US
8.3 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
Spatial structure formulae diagram of Enrofloxacin
8.4 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.
8.5 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.
8.6 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.
8.7 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.
8.8 Uses
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.
8.9 Chemical Properties
Pale Yellow Crystals
8.10 Uses
Fluorinated quinolone antibacterial
8.11 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.
8.12 Brand name
Baytril (Bayer).
8.13 Usage
Enrofloxacin is a broad spectrum antibiotic bactericidal agent used in veterinary medicine to treat animals afflicted with certain bacterial infections.
9. Computational chemical data
  • Molecular Weight: 359.401g/mol
  • Molecular Formula: C19H22FN3O3
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 359.16451973
  • Monoisotopic Mass: 359.16451973
  • Complexity: 613
  • Rotatable Bond Count: 4
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 7
  • Topological Polar Surface Area: 64.1
  • Heavy Atom Count: 26
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
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