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Ciprofloxacin

CAS: 85721-33-1

Molecular Formula: C17H18FN3O3

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悉复欢 - Names and Identifiers

Name Ciprofloxacin
Synonyms Ciprofloxacin Base
CAS 85721-33-1
InChI InChI=1/C17H18FN3O3.ClH/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24;/h7-10,19H,1-6H2,(H,23,24);1H

悉复欢 - Physico-chemical Properties

Molecular FormulaC17H18FN3O3
Molar Mass331.34
Melting Point255-257°C
Boling Point581.8°C at 760 mmHg
Flash Point305.6°C
Solubility DMSO <1 mg/mL;Water <1 mg/mL;Ethanol <1 mg/mL. Slightly soluble in methanol, insoluble in ethanol
Vapor Presure2.24E-14mmHg at 25°C
AppearanceSlightly yellow or white-like crystalline powder
Merck14,2314
BRN3568352
Storage Condition2-8℃
MDLMFCD00185755
UseSuitable for respiratory tract infection, urinary tract, ear nose and throat, skin and soft tissue, gastrointestinal tract infection

悉复欢 - Risk and Safety

WGK Germany2

悉复欢 - Upstream Downstream Industry

Raw MaterialsAcetophenone
Cyclopropylamine
Dimethyl carbonate
Downstream ProductsCIPROFLOXACIN LACTATE

悉复欢 - Reference

Reference
Show more
1. Bai Dongdong, Li Xinpu, Yang Feng et al. In vitro antibacterial activity screening test of traditional Chinese medicine on six main pathogenic bacteria of dairy cow mastitis [J]. Chinese Journal of Veterinary Medicine 2019 038(002):49-52.
2. Bai Dongdong, Li Xinpu, Yang Feng et al. Study on the efficacy of ruhuangxiao oral liquid in nourishing yin, strengthening body resistance and eliminating pathogenic factors [J]. Chinese Journal of Animal Science and Veterinary Medicine, 2019 046(005):1491-1498.
3. Bai Dongdong, Li Xinpu, Yang Feng, et al. Clinical Efficacy and target prediction of di-fu-Tong-ru powder in the treatment of dairy cow mastitis [J]. Journal of Zhejiang Agricultural Sciences, 2019, 31(005):730-736.
4. Han Si-Qin-Gao-wa, Sun Jia, Bao-lin, etc. Detection of ciprofloxacin in milk based on SERS [J]. Journal of Pharmaceutical Analysis, 2018, 038(005):802-805.
5. Zhang Jia, Liu Chang, Guan Ya Yuan, etc. Preparation and antibacterial properties of drug-loaded nano-calcium phosphate [J]. Chemical Research and Application, 2016, 28(009):1260-1267.
6. Huang Zhao, Li Ran, Cao ya-nan, et al. Preparation, enrichment and separation of norfloxacin magnetic molecularly imprinted nanoparticles [J]. Food Research and Development, 2020(18):52-57.
7. Wang Yanling, Liu Junyan, Tang Shanshan, etc. Preparation and properties of enrofloxacin molecularly imprinted nanofiber membrane [J]. У 2013, 34(012):2880-2886.
8. Xiaoming Peng, Dafang Fu, Qingdong Qin. Effect of surface modification of bamboo charcoal on adsorption of two antibiotics [J]. Journal of Southeast University (Natural Science Edition), 2014, 44(006):1271-1277.
9. Ma Jun, Kongde, Han Xiaohong, et al. Surface-enhanced Raman spectroscopic study on detection of antibiotics in water using silver Sol film [J]. Spectroscopy and Spectral Analysis, 2013(10):2688-2693.
10. Li Xinhui, Zheng Quan, Li Jing, etc. Effects of fluoroquinolones on performance and microbial community in vertical flow constructed wetlands [J]. Environmental Science, 2018, 039(010):4809-4816.
11. Yu Lu, Liu Weihua, Liu Minxuan, etc. Rapid detection of ciprofloxacin residues in milk by colloidal gold immunochromatography [J]. Food Research and Development, 2019, v.40;No.371(22):167-171.
12. Liu Minfang, Cao mengrui, Li Rongxu, et al. Isolation, identification and drug sensitivity analysis of salmonella from waterfowl in some areas of Guangdong province [J]. Heilongjiang Journal of Animal Science and Veterinary Medicine, 2018(10).
13. Zhang Jipei, Wei Qinglan, Tan Hualong, etc. Detection of drug resistance and β-lactam and quinolone resistance genes in Escherichia coli isolated from waterfowl [J]. Chinese Journal of Preventive Veterinary Medicine, 2016, 38(009):751-754.
14. Zhao Suhua, fan Hongjie. Serotype identification and drug resistance analysis of avian Escherichia coli in northern Anhui [J]. Journal of Animal Husbandry and Veterinary Medicine, 2017, 49(004):95-98.
15. Wei Qinglan, Zhang Jipei, Ren Tao, et al. Drug Sensitivity Analysis of Escherichia coli from waterfowl in Guangdong province [J]. Heilongjiang Journal of Animal Husbandry and Veterinary Medicine, 2015, 000(012):180-181.
16. Liu Ruobin, Hao Yihuan, Yang Qian, Jiao Wenya, Wang Xianghong. Aptamer-based AccuBlue fluorescence detection of enrofloxacin in animal food [J]. Food Science, 2020,41(24):31-315.
17. Huang Zhao, Li Ran, Cao ya-nan, Li Jia-yin, Liu Xia. Preparation, enrichment and separation of norfloxacin magnetic molecularly imprinted nanoparticles [J]. Food Research and Development, 2020,41(18):52-57.
18. Zhang Zheng, Ma gengqin, Wang Hongxuan, Hou Wenfu, Zhou Min. Biological characteristics and multi-drug efflux pump expression of drug-resistant Vibrio parahaemolyticus [J]. Modern food science and technology, 2020,36(08):15-22.
19. Chen Shu-Xin, Wang Jing, He Shi-Chong, Liu Yan-Zheng, Feng Huajun, Mu Peng-Qian. Determination of 17 antibiotics in water by ultra performance liquid chromatography-tandem mass spectrometry [J]. China Environmental Monitoring, 2020,36(06):119-126.
20. Dai, Z., liu, J., tang, S. et al. Optimization of enrofloxacin-imprinted polymers by computer-aided design. J Mol Model 21, 290 (2015). https://doi.org/10.1007/s00894-015-2836-5
21. Guo, Hai, et al. "Highly crystalline porous carbon nitride with electron accumulation capacity: Promoting exciton dissociation and charge carrier generation for photocatalytic molecular oxygen activation." Chemical Engineering Journal 409 (2021): 128030.ht
22. [IF=3.247] Wen Huang et al."Removal of ciprofloxacin from aqueous solution by rabbit manure biochar."Environ Technol. 2020;41(11):1380-1390
23. [IF=2.596] Jing Wang et al."The development of a biomimetic enzyme-linked immunosorbent assay based on the molecular imprinting technique for the detection of enrofloxacin in animal-based food."Anal Methods-Uk. 2017 Dec;9(47):6682-6688
24. [IF=1.81] Dai Zhengqiang et al."Optimization of enrofloxacin-imprinted polymers by computer-aided design."J Mol Model. 2015 Nov;21(11):1-9
25. [IF=13.273] Hai Guo et al."Highly crystalline porous carbon nitride with electron accumulation capacity: Promoting exciton dissociation and charge carrier generation for photocatalytic molecular oxygen activation."Chem Eng J. 2021 Apr;409:128030
26. [IF=9.642] Chaofan Zheng et al."Structural design of magnetic biosorbents for the removal of ciprofloxacin from water."Bioresource Technol. 2020 Jan;296:122288
27. [IF=7.514] Yanan Cao et al."Rapid and selective extraction of norfloxacin from milk using magnetic molecular imprinting polymers nanoparticles."Food Chem. 2021 Aug;353:129464
28. [IF=2.896] Lu Yu et al."Development and application of a lateral flow colloidal gold immunoassay strip for the rapid quantification of ciprofloxacin in animal muscle."Anal Methods-Uk. 2019 Jun;11(25):3244-3251
29. [IF=2.863] Yu Zhang et al."Antibiotic residues in cattle and sheep meat and human exposure assessment in southern Xinjiang, China."Food Sci Nutr. 2021 Nov;9(11):6152-6161
30. [IF=6.498] Jingyun Shi et al."Groundwater antibiotics and microplastics in a drinking-water source area, northern China: Occurrence, spatial distribution, risk assessment, and correlation."Environ Res. 2022 Jul;210:112855
31. [IF=7.312] Yunyun Li et al."Mass transfer enhancement for rapid, selective extraction of pharmaceuticals by enlarging the microporous on isostructural zeolitic imidazolate Framework-8."SEPARATION AND PURIFICATION TECHNOLOGY. 2022 Jul;293:121102
32. [IF=2.896] Chunhui Lu et al."Rapid quantitative detection of chloramphenicol in three food products by lanthanide-labeled fluorescent-nanoparticle immunochromatographic strips."Analytical Methods. 2022 May;14(17):1705-1714

悉复欢 - Nature

Open Data Verified Data
  • white or off-white crystalline powder with bitter taste. Melting point 255~257 °c (decomposition).
  • Ciprofloxacin hydrochloride: C17 His FN3O3.HCl.H20,CAS accession number [86393-32-0]. White or yellowish crystalline powder, almost odorless, bitter taste. Non-flammable, non-volatile pungent odor. Melting point 318~320 °c (decomposition). Soluble in water, slightly soluble in methanol, very slightly soluble in ethanol, almost insoluble in chloroform. Solubility in water (25 °c): 1.0g/mL. The color of the aqueous solution is colorless or almost colorless.
  • Ciprofloxacin lactate (Ciprofloxacin lac-tate):C17 His FN3 O3.C3 H6 03. White or yellowish crystalline powder, odorous, bitter, with hygroscopicity. Non-flammable, no flash point, no volatile irritating odor. Soluble in water, very slightly soluble in methanol, almost insoluble in ethanol, ethyl acetate, petroleum ether or dioxane. Solubility in water (25 °c),lOg/mL, aqueous solution colorless or yellowish.
Last Update：2025-06-10 22:55:16

悉复欢 - Preparation Method

Open Data Verified Data

The synthesis starts from 2,4-= chlorotoluene, which is nitrated, reduced, fluorinated, chlorinated, hydrolyzed and acyl-chlorinated to form 2,4-= chloro -5 fluorobenzoyl chloride. Then, it reacts with diethyl propionate, P-toluenesulfonic acid, triethyl orthoformate and cyclopropylamine successively, and then cyclizes to obtain quinoline ring. After hydrolysis, The piperazine group was introduced, and finally the product was obtained.

Last Update：2025-06-10 22:55:16

悉复欢 - Standard

Authoritative Data Verified Data

This product is 1-Cyclopropyl-6-fluoro-1, 4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid. The content of C17H18FN303 shall be between 98.5% and 102.0% based on the dry product.

Last Update：2024-01-02 23:10:35

悉复欢 - Trait

Authoritative Data Verified Data
  • This product is white to yellowish crystalline powder; Almost odorless.
  • This product is dissolved in acetic acid, very slightly dissolved in ethanol, and almost insoluble in water.
Last Update：2022-01-01 13:32:14

悉复欢 - Introduction

It is a quinolone antibiotic with broad-spectrum and effective antibacterial activity. MIC90 is 0-024-6 μM.
Last Update：2022-10-16 17:29:22

悉复欢 - Application

Open Data Verified Data

developed by Bayer, Germany, was first launched in the Philippines in October 1986. The third generation of quinolone antibiotics, antibacterial spectrum is wide, strong and rapid sterilization. It has bactericidal effect on Gram-positive and negative bacteria including Pseudomonas aeruginosa, intestinal bacteria and Staphylococcus aureus. Clinical use of its hydrochloride, for respiratory tract infection, urinary tract infection, intestinal infection, biliary tract infection, intra-abdominal infection, infection of gynecological diseases, bone and joint infection and the treatment of systemic serious infection.

Last Update：2025-08-19 16:24:40

悉复欢 - Differential diagnosis

Authoritative Data Verified Data
  1. 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.
  2. The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 979).
Last Update：2022-01-01 13:32:14

悉复欢 - Exam

Authoritative Data Verified Data

crystallinity

take a small amount of this product, according to the law inspection (General 0981), should comply with the provisions.

clarity and color of solution

take 0.lg of this product, add 0.lmol/ L hydrochloric acid solution 10ml after dissolution, the solution should be clear and colorless; If color, with yellow or yellow-green No. 4 standard colorimetric liquid (General Principles 0901 The first method) comparison, not deeper.

Related substances

take about 25mg of this product, precision weighing, add 7% Phosphoric acid solution 0.2ml to dissolve, quantitatively dilute with mobile phase A to make A solution containing about 0.5mg per lml, as A test solution; An appropriate amount was quantitatively diluted with mobile phase A to prepare A solution containing about 1 ug per 1ml as A control solution. An appropriate amount of the control solution was accurately taken and quantitatively diluted with mobile phase A to prepare A solution containing about 0.1 ug per 1ml as A sensitivity solution. In addition, weigh about 15mg of the reference product of impurity A accurately, put it in A lOOml measuring flask, add 0.6mL of 6mol/L chlorine solution and dissolve it in an appropriate amount of water, dilute it with water to the scale, shake it well, and take 1ml of the precise amount, in A 100ml measuring flask, dilute to the scale with mobile phase A, and shake to be used as A reference solution for impurity A. Silica gel bonded with eighteen alkyl silanes was used as filler, as determined by HPLC (General 0512); Mobile phase A was 0.025mol/L phosphoric acid solution-acetonitrile (87:13). (PH adjusted to 3.0±0.1 with triethylamine), mobile phase B was acetonitrile and eluted with a linear gradient at a flow rate of 1.5ml per minute. Take appropriate amounts of ofloxacin control, ciprofloxacin control and impurity I control, add mobile phase A to dissolve and dilute to prepare A mixed solution containing about 5ug of ofloxacin, 0.5mg of ciprofloxacin and 10ug of impurity I per 1 ml, 20u1 was injected into the human liquid chromatograph, and the detection wavelength was 278nm. The chromatogram was recorded, and the retention time of ciprofloxacin was about 12 minutes. The resolution between the ofloxacin peak and the ciprofloxacin peak and the ciprofloxacin peak and the hybrid I peak should meet the requirements. The sensitivity solution 20ul was injected into the human nucleotide phase chromatograph, and the detection wavelength was 278nm. The chromatogram was recorded, and the signal-to-noise ratio of the main component peak peak was higher than 10. The sample solution, the control solution and the impurity A reference solution of 20 u1 were respectively injected into the human liquid chromatograph, with 278nm and 262nm as the detection wavelength, the chromatogram was recorded, impurity E, the relative retention times between peaks of impurity B, impurity C, impurity I, and impurity D were approximately 0.3, 0.6, 0.7, 1.1, and 1.2, respectively. If there are impurity peaks in the chromatogram of the test solution, the impurities (262mn detection) shall be calculated by the peak area according to the external standard method, and shall not exceed 0.3%. Impurity B, C, D and E (278mn detection) were calculated according to the corrected peak area (multiplied by tangent correction factor of 0.7, 0.6, 1.4 and 6.7, respectively), all shall not be larger than the main peak area of the control solution (0.2%); The peak area of other single impurities (278nm detection) shall not be larger than the main peak area of the control solution (0.2%); Impurities (278mn detection) the sum of the corrected peak areas shall not be greater than 2.5 (0.5%) of the main peak area of the control solution; The peaks in the chromatogram of the test solution which are smaller than the main peak surface of the sensitive solution are ignored.

loss on drying

taking this product, using phosphorus pentoxide as desiccant, drying under reduced pressure at 120°C for 6 hours, the weight loss shall not exceed 1.0% (General rule 0831).

ignition residue

take l.Og of this product, put it in a platinum crucible, and check it according to law (Tongbei 0841). The residue left shall not exceed 0.1%.

Heavy metals

The residue left under the ignition residue item shall not contain more than 20 parts per million of heavy metals after examination according to law (Tongbei 0821).

Last Update：2022-01-01 13:32:15

悉复欢 - Content determination

Authoritative Data Verified Data

measured by high performance liquid chromatography (General 0512).

chromatographic conditions and system suitability test

silicon bonded with decylsilane was used as a filler; 0.025mol/L phosphoric acid solution-acetonitrile (87:13)(adjusted to pH 3.0±0.1 with triethylene) was used as a mobile phase; the flow rate was 1.5 per minute. The detection wavelength was 278nm. Weigh the right amount of each control for Ofloxacin control and ciprofloxacin control for impurity I, add the mobile phase to dissolve and dilute to make the solution containing ofloxacin 5ug and ciprofloxacin 0.lmg and impurity I 10ug of the mixed solution, take 20u1 injection liquid chromatograph, record chromatogram, ciprofloxacin retention time is about 12 minutes. The resolution between the peak of ofloxacin and the peak of ciprofloxacin, the peak of ciprofloxacin and the peak of 3 quality I should meet the requirements.

assay

take about 25mg of this product, precision weighing, add 7% phosphoric acid dissolution consumption 0.2ml after dissolution, quantitatively dilute with mobile phase to make a solution containing about 0.1ml per lml, as a test solution, 20ul was injected into the liquid chromatograph with precision, and the chromatogram was recorded. Another ciprofloxacin reference substance was taken and determined by the same method. According to the external standard method with peak 3 product calculation, that is obtained.

Last Update：2022-01-01 13:32:16

悉复欢 - Category

Authoritative Data Verified Data

quinolones.

Last Update：2022-01-01 13:32:16

悉复欢 - Storage

Authoritative Data Verified Data

light shielding, sealed storage.

Last Update：2022-01-01 13:32:16

悉复欢 - Ciprofloxacin Lactate Injection

Authoritative Data Verified Data

This product is a sterile aqueous solution of ciprofloxacin lactate. Ciprofloxacin containing lactic acid shall be 90.0% to 110.0% of the labeled amount calculated as ciprofloxacin (C17H18FN303).

trait

This product is light yellow or light yellow green clear liquid.

identification

  1. take an appropriate amount of this product and dilute it with ethanol to prepare a solution containing about 1 mg of ciprofloxacin per 1 ml as a test solution. 1 mol/L hydrochloric acid solution (every 5mg ciprofloxacin plus 0.1 mol/L hydrochloric acid solution (1 ml) was dissolved and diluted with ethanol to prepare a solution containing about 1 mg each in 1 ml as a system applicable solution. 1 mol/L hydrochloric acid solution (every 5mg ciprofloxacin plus 0.1 mol/L hydrochloric acid solution 1 ml) was dissolved and diluted with ethanol to prepare a solution containing about 1 mg per 1 ml as a reference solution; According to the thin layer chromatography method (General 0502) test, draw 2 u1 of each of the above three solutions, respectively, on the same silica gel GF 254 thin layer plate, with ethyl acetate-methanol-concentrated ammonia solution (5:6:2) as the developing solvent, expand and take out, dry, under the UV lamp (254nm or 365mn) view. The system applicable solution should show two completely separated spots, and the position and color of the main spot displayed by the test solution should be consistent with 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. take an appropriate amount of this product and dilute it quantitatively with water to make a solution containing about 10 mg of ciprofloxacin per 1 ml as a test solution; Take an appropriate amount of lactic acid, quantitatively dilute with water to make a solution containing about 5.5mg of lactic acid per lml, as a reference solution; Take appropriate amount of lactic acid, succinic acid and maleic acid, add water to dissolve and dilute to make about 5.5mg of lactic acid per lml, mixed solution of succinic acid 2.6mg and maleic acid 2.6mg, as the system applicable solution, according to thin layer chromatography (General 0502) test, Draw 5 u1 of each of the above three solutions, on the same silica gel G thin layer plate, with toluene-ethyl acetate-ethyl ether-formic acid (6:3:2:1) as the developing agent, expand, take out, dry, after heating at 105 ° C. For 20 minutes, the mixture was allowed to cool and sprayed with a developer (absolute ethanol solution containing 0.075% bromocresol green and 0.025% bromophenol blue). The system applicable solution should show three 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.
  4. take an appropriate amount of this product and quantitatively dilute it with mobile phase to make a solution containing ciprofloxacin 0.5mg (equivalent to 0.13mg of lactic acid) per 1 ml as a test solution. Take an appropriate amount of lactic acid, A solution containing about 0.13mg of lactic acid per 1 ml was prepared as a control solution by quantitative dilution with the mobile phase. According to the chromatographic conditions under the content determination item, the detection wavelength is 210nm, and 20ul of the test solution and the reference solution are respectively injected into the liquid chromatograph to record the chromatogram, the test solution shall have chromatographic peaks consistent with the retention time of the main peak of the reference solution, and the peak area shall not be less than the main peak area of the reference solution.
  5. two items (1) and (2) above can be selected as one item, and two items (3) and (4) can be selected as one item.

examination

  • the pH value should be 3.5 to 4.5 (General 0631).
  • color quantity take appropriate amount of this product, use 0.1 mol/ L hydrochloric acid solution is made into a solution containing 2mg of ciprofloxacin per 1 ml, and the absorbance shall not exceed 0401 when measured by ultraviolet-visible spectrophotometry (General rule 0.03) at a wavelength of 450nm.
  • precise amount of related substances: Take appropriate amount of this product and quantitatively dilute it with mobile phase A to prepare A solution containing about 0.5mg of ciprofloxacin per 1 ml as A test solution, if there are impurity peaks (except ethylenediamine tetraacetic acid peak) in the chromatogram of the test solution, impurity A (262nm detection) shall be calculated by the peak area according to the external standard method, and shall not exceed 0.3% of the labeled amount. Impurity C (278nm detection) shall be calculated according to the corrected peak area (multiplied by the correction factor 0.6 ), and shall not be greater than 2.5 times (0.5%) of the main peak area of the control solution; Impurity B, D and E(278nm detection) shall be calculated according to the corrected peak area (multiplied by the correction factors 0.7,1.4 and 6.7, respectively), and shall not be larger than the main peak area of the control solution (0.2%); other single impurities (278nm detection) Peak area shall not be greater than the control solution Main Peak area (0.2%); Each impurity (278nm detection) the sum of peak areas after correction shall not be greater than 3.5 times (0.7%) the area of the main peak of the control solution.
  • bacterial endotoxin this product, according to the law inspection (General 1143), the amount of endotoxin per 1 mg of ciprofloxacin should be less than 0.75EU.
  • sterile take this product, dilute with 0.1% sterile peptone aqueous solution to prepare a solution containing ciprofloxacin 50mg per 1 ml, and treat it by membrane filtration, wash with 0.1% sterile peptone aqueous solution (not less than 900ml per membrane), take Escherichia coli as positive control bacteria, check according to law (General rule 1101), should comply with the regulations.
  • others should comply with the relevant provisions under injection (General 0102).

Content determination

precision take the right amount of this product, quantitative dilution with mobile phase made per lml containing about 0. 5% ciprofloxacin. 1 mg of the solution was measured as the test solution according to the method of ciprofloxacin, and the content of C17H18FN303 in the test product was calculated by the peak area according to the external standard method.

category

Same as ciprofloxacin.

specification

calculated by C17H18FN303 (l) 2ml:0.lg (2)5ml:0.lg (3)5ml:0.2g (4)10ml:0.lg (5)20ml:0.2g

storage

shade and store in a cool place.

Last Update：2022-01-01 13:32:18
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CAS: 85721-33-1
Tel: 18301782025
Email: 3008007409@qq.com
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Raw Materials for 悉复欢
Acetophenone
Cyclopropylamine
Dimethyl carbonate
Downstream Products for 悉复欢
CIPROFLOXACIN LACTATE
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