Description Mechanism of action Uses
ChemicalBook > CAS DataBase List > Ciprofloxacin HCl

Ciprofloxacin HCl

Description Mechanism of action Uses
Product Name
Ciprofloxacin HCl
CAS No.
93107-08-5
Chemical Name
Ciprofloxacin HCl
Synonyms
CIPROFLOXACIN HYDROCHLORIDE;1-Cyclopropyl-6-fluoro;1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid hydrochloride;3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-, hydrochloride;Cyproxan;BAY-o-9867;CIPROFLOXACIN HCL;Bay-09867 (hydrochloride);Clprofloxacin hydrochloride;Ciprofloxacin-HCl in Methanol
CBNumber
CB02130396
Molecular Formula
C17H18FN3O3.HCl
Formula Weight
367.8
MOL File
93107-08-5.mol
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Ciprofloxacin HCl Property

Melting point:
>300 ºC
storage temp. 
Sealed in dry,Room Temperature
solubility 
insoluble in EtOH; ≥33.87 mg/mL in H2O; ≥9.34 mg/mL in DMSO with ultrasonic
form 
crystalline solid
color 
White to off-white
BCS Class
3
InChI
InChI=1S/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
InChIKey
DIOIOSKKIYDRIQ-UHFFFAOYSA-N
SMILES
O=C(O)C1C(=O)C2=CC(=C(C=C2N(C2CC2)C=1)N1CCNCC1)F.[H]Cl
CAS DataBase Reference
93107-08-5
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Safety

Safety Statements 
24/25
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
14286
Product name
Ciprofloxacin (hydrochloride)
Purity
≥95%
Packaging
5g
Price
$28
Updated
2022/04/27
Cayman Chemical
Product number
14286
Product name
Ciprofloxacin (hydrochloride)
Purity
≥95%
Packaging
10g
Price
$53
Updated
2022/04/27
Cayman Chemical
Product number
14286
Product name
Ciprofloxacin (hydrochloride)
Purity
≥95%
Packaging
25g
Price
$82
Updated
2022/04/27
Cayman Chemical
Product number
14286
Product name
Ciprofloxacin (hydrochloride)
Purity
≥95%
Packaging
50g
Price
$136
Updated
2022/04/27
ChemScene
Product number
CS-8134
Product name
Ciprofloxacin(monohydrochloride)
Purity
99.73%
Packaging
500mg
Price
$50
Updated
2021/12/16
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Ciprofloxacin HCl Chemical Properties,Usage,Production

Description

Ciprofloxacin hydrochloride is the hydrochloride of ciprofloxacin, which is a synthetic second-generation quinolone antibacterial drug with broad-spectrum antibacterial activity and good bactericidal effect. It is 2 to 4 times stronger than enoxacin, and has antibacterial effects on Enterobacter, Pseudomonas aeruginosa, Haemophilus influenzae, Neisseria gonorrhoeae, Streptococcus, Legionella, and Staphylococcus aureus.

Mechanism of action

Ciprofloxacin hydrochloride is a new type of quinolone antibacterial drug. Its mechanism of action is that it can combine with bacterial DNA gyrase subunit A, thereby inhibiting the cleavage and linking functions of the enzyme, preventing the replication of bacterial DNA, and showing antibacterial effect.

Uses

Ciprofloxacin hydrochloride, C17H18FN3O3 •HCl•H2O, is a synthetic broad-spectrum antibacterial agent. Ciprofloxacin differs from other quinolones in that it has a fluorine atom at the 6-position, a piperazine moiety at the 7-position, and a cyclopropyl ring at the 1-position. it was the drug of choice forcombating anthrax.
Ciprofloxacin hydrochloride (Cipro, 500-mg tablets) is highly active against the important bacterial causes of enteritis, including diarrheogenic Escherichia coli, Vibrio cholerae, Salmonella species, Shigella species, Campylobacter jejuni, Aeromonas species, and Yersinia enterocolitica.

Uses

Ciprofloxacin hydrochloride is a fluoroquinolone antibiotic that is widely used as an antimicrobial and immunomodulatory agent. Its range of activity includes most strains of bacterial pathogens capable of inducing respiratory, urinary tract, gastrointestinal, and abdominal infections. It functions by inhibiting DNA gyrase (a type II topoisomerase) and topoisomerase IV, the enzymes responsible for negative supercoiling of chromosomes and DNA strand separation, thus blocking initiation of bacterial replication. Most recently Ciprofloxacin hydrochloride has been used in the management of postexposure inhalational anthrax and radiation combined injury resulting from nuclear disasters.[Cayman Chemical]

Uses

Anti-bacterial

Definition

ChEBI: Ciprofloxacin hydrochloride (anhydrous) is the anhydrous form of the monohydrochloride salt of ciprofloxacin. It has a role as an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an antibacterial drug, a topoisomerase IV inhibitor and an antiinfective agent. It contains a ciprofloxacin.

brand name

Ciloxan (Alcon); Cipro (Bayer); Proquin (Esprit).

Biological Activity

ciprofloxacin (hydrochloride) is a fluoroquinolone antibiotic that has antimicrobial and immunomodulatory activities [1].ciprofloxacin functions by inhibiting dna gyrase and topoisomerase iv, the enzymes responsible for negative supercoiling of chromosomes and dna strand separation, thus blocking initiation of bacterial replication. topoisomerase iv is the primary target of ciprofloxacin in s. aureus [2].ciprofloxacin (hydrochloride) is a fluoroquinolone antibiotic that acts as an antimicrobial and immunomodulatory agent. in b6d2f1/j mice received radiation combined injury (ci), ciprofloxacin significantly reduced pro-inflammatory cytokine and chemokine concentrations (il-6 and kc), and enhanced il-3 production. cip also inhibited ci-induced apoptosis and autophagy in ileal villi, systemic bacterial infection, and iga production [1]. ciprofloxacin (hydrochloride) had been approved by fda for management of postexposure inhalational anthrax. in animals after exposure to aerosolized b. anthracis, ciprofloxacin significantly improved survival rate. ciprofloxacin inhibited the growth of b. anthracis with mic90 of 0.06 μg/ml. in the usamriid rhesus monkey model of inhalational anthrax, the maximum concentration (cmax) of ciprofloxacin was 1.74 μg/ml and the minimum concentration (cmin) was 0.17 μg/ml [3].

Synthesis

The preparation method of ciprofloxacin HCl, its step is as follows:
a) cyclopropyl carboxylic acid is added in the organic solvent, and the adding piperazine, reacted 3~8 hours down as acid binding agent with alkali at 60~120 ℃, the monitoring cyclopropyl carboxylic acid is residual less than 2% o'clock termination reaction, stirring is cooled to 0~30 ℃, leaves standstill suction filtration;
b) add water and hydrochloric acid in the products therefrom toward a) step, under agitation be warming up to molten clearly, add activated carbon decolorizing, filtered while hot, and transfer filtrate pH to 2~4 with hydrochloric acid, and the cooling crystallization filters, rinsing, and drying makes ciprofloxacin HCl.

References

[1]. fukumoto r, cary lh, gorbunov nv, et al. ciprofloxacin modulates cytokine/chemokine profile in serum, improves bone marrow repopulation, and limits apoptosis and autophagy in ileum after whole body ionizing irradiation combined with skin-wound trauma. plos one. 2013;8(3):e58389.
[2]. drlica k, zhao x. dna gyrase, topoisomerase iv, and the 4-quinolones. microbiol mol biol rev. 1997 sep;61(3):377-92.
[3]. meyerhoff a, albrecht r, meyer jm, et al. us food and drug administration approval of ciprofloxacin hydrochloride for management of postexposure inhalational anthrax. clin infect dis. 2004 aug 1;39(3):303-8.

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Raw materials

Preparation Products

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View Lastest Price from Ciprofloxacin HCl manufacturers

Henan Suikang Pharmaceutical Co.,Ltd.
Product
Ciprofloxacin HCl 93107-08-5
Price
US $0.00/kg
Min. Order
25kg
Purity
98.0%~102.0%
Supply Ability
10tons
Release date
2024-04-25
Hebei ZB Gamay Biological Technology Co.,Ltd
Product
Ciprofloxacin Hydrochloride 93107-08-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
88.5%
Supply Ability
1000kg
Release date
2022-11-28
shandong perfect biotechnology co.ltd
Product
Ciprofloxacin (hydrochloride) 93107-08-5
Price
US $0.00/g
Min. Order
1g
Purity
98% HPLC
Supply Ability
100kg
Release date
2023-08-08

93107-08-5, Ciprofloxacin HClRelated Search:


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