What Is Ofloxacin?

Ofloxacin is mainly used in the respiratory tract, throat, tonsils, urinary tract (including prostate), skin and soft tissue, gallbladder and bile duct, middle ear, sinus, lacrimal sac, intestinal tract caused by the above-mentioned gram-negative bacteria. Acute and chronic infections.

Drug type: Essential medicines
Drug name: Ofloxacin

English name: Ofloxacin
Chinese alias: Fleroxacin; ofloxacin; ofloxacin
English alias: Hoe-28o; Ofloxacine; TV-1oo

Ofloxacin compounds

Ofloxacin Basic Information

Chinese name: Ofloxacin

Chinese alias: Ofloxadone; Fininda; Orfosin; Gallosin; Kangtaibituo; Telitetsu; Telide; Zhuanxin; Zanoxin; Tailipide Injection; Fuxingbituo; Zazide Oxyhaloperic acid

Chemical name: (±) -9-fluoro-2,3-dihydro-3-methyl-1o- (4-methyl-1-piperazinyl) -7-oxo-7H-pyrido [1, 2,3-de] -1,4-benzoxazine-6-carboxylic acid

English name: ofloxacin

English alias: Floxil; oflx; Floxal; DL8280; Hoe280; Oflocet; TARIVID; Tarivad; ZANOCIN

CAS number: 82419-36-1

Molecular formula: C ₁₈ H ₂₀ FN ₃ O ₄

Structural formula:

Molecular weight: 361.36800

Exact mass: 361.14400

PSA: 75.01000

LogP: 1.54690

Physical and chemical properties of ofloxacin

Appearance and properties: off-white solid

Density: 1.48g / cm ³

Melting point: 270-2750C

Boiling point: 571.5ºC at 760 mmHg

Flash point: 299.4ºC

Refractive index: 1.669

Stability: Stable according to regulations

Storage conditions: 2-8ºC

Vapor pressure: 6.7E-14mmHg at 25 ° C

This product is yellowish crystal, odorless and bitter. MP 260-270 ° C (262-264 ° C), it will change color slowly when seen by light. L-body MP225-7 ° C (decomposition); refractive index: -76.9 ° (C = 0.385, 1MNaOH) ^[1] .

Ofloxacin Safety Information

Customs code: 2934999090

WGK Germany: 3

Danger category codes: R22; R42 / 43; R68; R36 / 37/38

Safety instructions: S26-S36 / 37 / 39-S24 / 25-S22

RTECS number: UU8815550

Dangerous goods mark: Xn; Xi

Ofloxacin production method

Method 1: Using 2,3,4-trifluoronitrobenzene as the starting material, after selective alkaline hydrolysis, etherification, reduction, and C2H5OCH = C (COOEt) 2 or (CH3) 2NCH = C (COOEt) 2 After condensation, cyclization, hydrolysis, and interaction with boron acetate, N-methylpiperazine is introduced to obtain the product.

Method 2: Using phthalimide derivatives as raw materials, fluorinated to generate tetrafluorophthalimide, hydrolyzed and decarboxylated to generate 2,3,4,5-tetrafluorobenzoic acid, and then chlorinated , Acylation, decarboxylation to generate ethyl 2,3,4,5-tetrafluorobenzoylacetate, followed by reaction with triethyl orthoformate, and 2-aminopropanol, and then cyclization to form pyrido [1, 2,3-de] Benzohyrazine derivatives, and finally react with piperazine to form ofloxacin. .

Ofloxacin uses

A quinolone antibiotic, levofloxacin has a broad-spectrum antibacterial effect and has a strong antibacterial effect ^[2] .

Ofloxacin Pharmacopoeia Standard

[Identification] (1) Take an appropriate amount of this product and ofloxacin reference substance, add an appropriate amount of 0.1 mol / L hydrochloric acid solution (add 5 ml of ofl mol / L hydrochloric acid solution 1 ml per 5 mg of ofloxacin) to dissolve, and dilute with ethanol Make a solution containing about 1mg per 1ml as the test solution and reference solution; take an appropriate amount of ofloxacin reference and ciprofloxacin reference and add an appropriate amount of 0.1mol / L hydrochloric acid solution (per 5mg of oxygen fluoride Add flaxar to 0.1ml / L hydrochloric acid solution (1ml) to dissolve, and dilute with ethanol to make a solution containing about 1mg of ofloxacin and 1mg of ciprofloxacin per 1ml, as a system suitability test solution, according to thin layer chromatography (Appendix VB) For the test, draw 2 l of each of the three solutions, point them on the same silica gel GF254 thin-layer plate, and use ethyl acetate-methanol-concentrated ammonia solution (5: 6: 2) as a developing agent to expand and remove. Allow to dry and inspect under UV light (254nm or 365nm). The system suitability test solution should show two completely separated spots, and the position and color of the main spot displayed by the test solution should be the same as the position and color of the main spot of the reference solution. (2) In the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution. (3) The infrared absorption spectrum of this product should be consistent with the control spectrum (spectrum set 1003). The above two items (1) and (2) are optional.

[Check] Clarity of the solution: Take 5 parts of this product, each 0.5g, after dissolving with 10ml of sodium hydroxide test solution, the solution should be clear; if it is cloudy, compare it with No. 2 turbidity standard solution (Appendix B) Must not be thicker. The absorbance was taken from O.lg of this product, accurately weighed. After dissolving 10 ml of the sodium hydroxide precision test solution, the absorbance was measured at 450nm according to the UV-visible spectrophotometry (Appendix IV A), and it should not exceed 0.25. Take the appropriate amount of this substance, accurately weigh it, add 0.1mol / L hydrochloric acid solution to dissolve and quantitatively dilute it to make a solution containing about 1.2mg per ml. As a test solution, take an appropriate amount and use 0.1ml / L hydrochloric acid solution was quantitatively diluted to make a solution containing 2.4 g per 1 ml as a control solution. Also weigh approximately 18 mg of impurity A reference substance, put it into a 100 ml measuring bottle, add 6 mol / L ammonia solution 1 ml with water to dissolve, dilute with water to the mark, shake well, accurately measure 2 ml, place in a 100 ml measuring bottle, and use water Dilute to the mark, shake well, and use it as impurity A reference solution. According to the high performance liquid chromatography (Appendix VD) test, octadecylsilane bonded silica gel is used as the filler; ammonium acetate sodium perchlorate solution (take 4.0 g of sodium acetate and 7.0 g of sodium perchlorate, add 1300 ml of water to make Dissolve and adjust the pH to 2.2 with phosphoric acid)-acetonitrile (85:15) as mobile phase A, acetonitrile as mobile phase B: perform linear gradient elution according to the table below. The column temperature was 40 ° C; the flow rate was 1 ml per minute. Weigh appropriate amounts of ofloxacin reference, ciprofloxacin reference and impurity E reference, add 0.1mol / L hydrochloric acid solution to dissolve and dilute to about 1.2mg of ofloxacin per cidium, ciprofloxacin A mixed solution of 6 g each of flaxin and impurity E. Take 10 l into the liquid chromatograph, take 294nm as the detection wavelength, and record the chromatogram. The retention time of the ofloxacin peak is about 15 minutes. The resolution of the ofloxacin peak and impurity E and ofloxacin peak and ciprofloxacin peak should be greater than 2.0 and 2.5, respectively. Take 10 l of the control solution and inject it into the liquid chromatograph. With 294mn as the detection wavelength, adjust the detection sensitivity so that the peak height of the main component chromatographic peak is about 20% of the full scale. Precisely measure 10 l each of the test solution, the control solution and the impurity A reference solution, and inject them into the liquid chromatograph respectively, with the detection wavelengths of 294nm and 238nm, and record the chromatograms. If there is an impurity peak in the chromatogram of the test solution, the impurity A (238nm detection) is calculated by the peak area of the external standard method, which should not exceed 0.3%, and the peak area of other single impurities (294nm detection) should not be larger than the main solution area of the control solution (0.2% ), The sum of the peak areas of other impurities (detected at 294nm) must not be greater than 2.5 times (0.5%) the area of the main peak of the control solution. Any peak that is less than 0.1 times the area of the main peak of the control solution in the chromatogram of the test solution can be ignored.

Loss on drying Take this product and dry it to constant weight at 105 . Loss of weight should not exceed 0.5% (Appendix L). Take 1.0g of this product, place it in a platinum crucible, and inspect it according to law (Appendix N). The remaining residue should not exceed 0.2%. The heavy metal shall be taken as the residue left under the burning residue, and shall be inspected in accordance with the law (Appendix H second method). The content of heavy metal shall not exceed 10 parts per million. Take this product for bacterial endotoxin and check it according to law (Appendix E). The amount of endotoxin per lmg of ofloxacin should be less than 0.75 EU (for injection).

[Content determination] According to high performance liquid chromatography (Appendix VD). Chromatographic conditions and system suitability test using octadecylsilane bonded silica gel as filler; sodium acetate perchlorate solution (take 4.0g of ammonium acetate and 7.0g of sodium perchlorate, add 1300ml of water to dissolve, adjust with phosphoric acid pH value to 2.2) -acetonitrile (85:15) is the mobile phase; the detection wavelength is 294 nm. Weigh out the appropriate amounts of ofloxacin reference, ciprofloxacin reference and impurity E reference, add 0.1mol / L hydrochloric acid solution to dissolve and dilute to about 0.12mg of lofloxacin, ciprofloxacin per 1ml A mixed solution of 6 g each of flaxin and impurity E was taken into a liquid chromatograph, and the chromatogram was recorded. The retention time of ofloxacin peak was about 15 minutes, ofloxacin peak with impurity E peak and ofloxacin The resolution of the peak from the ciprofloxacin peak should be greater than 2.0 and 2.5, respectively. Take about 60mg of this product in the assay method, and weigh it accurately. Place it in a 50ml measuring flask, add 0.1 mol / L hydrochloric acid solution to dissolve and dilute to the mark. Shake the hook. Dilute the hydrochloric acid solution to the scale, shake well, and accurately measure 10l into the liquid chromatograph and record the chromatogram; also take an appropriate amount of ofloxacin reference substance and measure it in the same way.

[Category] Quinolones.

[Storage] shading and sealed ^[3] .

Ofloxacin drug description

Ofloxacin pharmacology

It is a third-generation quinolone antibacterial drug. It is effective against Staphylococcus, Streptococcus Serratia, Proteus, Haemophilus influenzae, Acinetobacter, Helicobacter, etc. have a good antibacterial effect, and also have a certain antibacterial effect on Pseudomonas aeruginosa and Chlamydia trachomatis. It still has antituberculosis effect, and can be used with isoniazid and rifampicin to treat tuberculosis. Oral absorption is good. Oral 100mg and 200mg, the peak time of blood drug is 0.7 hours, the peak concentration is 1.33g / ml and 2.64g / ml, respectively. 70% ~ 87% of the drug can be recovered in 48 hours in urine. t1 / 2 is 6.7-74 hours.

Ofloxacin indication

It is mainly used for acute and chronic infections of the respiratory tract, throat, tonsils, urinary tract (including prostate), skin and soft tissue, gallbladder and bile duct, middle ear, sinus, lacrimal sac, intestine and other parts caused by the above-mentioned gram-negative bacteria.

Ofloxacin dosage

Due to different dosage forms and specifications, please read the drug instructions carefully or follow the doctor's advice.

Ofloxacin adverse reactions

Can cause renal dysfunction (elevated BUN, elevated serum creatinine value), elevated liver enzymes, decreased blood cells and platelets, gastrointestinal dysfunction, and allergic reactions and central symptoms (insomnia, dizziness, etc.) can also be seen.

Ofloxacin contraindications

Those who are allergic to this medicine or other quinolone drugs, pregnant women, and lactating women are prohibited.

Ofloxacin precautions

(1) It is not suitable for children under 18 years of age. If bacteria are only sensitive to these drugs, they should be weighed after weighing the advantages and disadvantages. (2) Use with caution in patients with severe renal insufficiency, epilepsy and cerebral arteriosclerosis. (3) The elderly and those with renal insufficiency should adjust the dose. (4) Drink plenty of water during medication to avoid excessive exposure to the sun. (5) The injection is only used for slow intravenous drip, and the intravenous drip time per 200mg should be greater than 30 minutes.

Ofloxacin preparation

Tablets: 100mg each. Injection: 400mg / 10ml each (dilute before use). Infusion: 400mg / 100ml per bottle (can be directly infused). Ear drops: 5ml: 15mg

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