Ciprofloxacin [85721-33-1]

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Ciprofloxacin (Bay-09867) is a potent, orally active topoisomerase IV inhibitor. Ciprofloxacin induces mitochondrial DNA and nuclear DNA damage and lead to mitochondrial dysfunction, ROS production. Ciprofloxacin has anti-proliferative activity and induces apoptosis. Ciprofloxacin is a fluoroquinolone antibiotic, exhibiting potent antibacterial activity.

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Ciprofloxacin Chemical Structure

Ciprofloxacin Chemical Structure

CAS No. : 85721-33-1

This product is a controlled substance and not for sale in your territory.

Based on 25 publication(s) in Google Scholar

Other Forms of Ciprofloxacin:

  • Ciprofloxacin monohydrochloride In-stock
  • Ciprofloxacin-13C3,15N monohydrochloride In-stock
  • Ciprofloxacin hydrochloride monohydrate In-stock
  • Ciprofloxacin-d8 hydrochloride In-stock
  • Ciprofloxacin-d8 In-stock
  • Ciprofloxacin-d8 hydrochloride hydrate Obtenir un devis
  • Ciprofloxacin lactate Obtenir un devis

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Description

Ciprofloxacin (Bay-09867) is a potent, orally active topoisomerase IV inhibitor. Ciprofloxacin induces mitochondrial DNA and nuclear DNA damage and lead to mitochondrial dysfunction, ROS production. Ciprofloxacin has anti-proliferative activity and induces apoptosis. Ciprofloxacin is a fluoroquinolone antibiotic, exhibiting potent antibacterial activity[1][2][3][4].

IC50 & Target

Quinolone

 

In Vitro

Ciprofloxacin (Bay-09867) (5-50 μg/mL; 0-24 h; tendon cells) inhibits cell proliferation and causes cell cycle arrest at the G2/M phase[1].
Ciprofloxacin (Bay-09867) shows potent activity against Y. pestis and B. anthracis with MIC90 of 0.03 μg/mL and 0.12 μg/mL, respectively[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Cycle Analysis[1]

Cell Line: Tendon cells
Concentration: 5, 10, 20 and 50 μg/mL
Incubation Time: 24 hours
Result: Decreased the cellularity of tendon cells.

Apoptosis Analysis[1]

Cell Line: Tendon cells
Concentration: 50 μg/mL
Incubation Time: 24 hours
Result: Arrested cell cycle at the G2/M phase and inhibited cell division in tendon cells.

Western Blot Analysis[1]

Cell Line: Tendon cells
Concentration: 50 μg/mL
Incubation Time: 0, 6, 12, 17 and 24 hours
Result: Down-regulated the expression of CDK-1 and cyclin B protein and mRNA. Up-regulated the expression of PLK-1 protein.
In Vivo

Ciprofloxacin (Bay-09867) (30 mg/kg; i.p.; for 24 hours; BALB/c mice) has protection against Y. pestis in murine model of pneumonic plague[3].
Ciprofloxacin (Bay-09867) (100 mg/kg; i.g.; daily, for 4 weeks; C57BL/6J mice) accelerates aortic root enlargement and increases the incidence of aortic dissection and rupture by decreases LOX level and increases MMP levels and activity in the aortic wall[4].
Ciprofloxacin (Bay-09867) (100 mg/kg; i.g.; daily, for 4 weeks; C57BL/6J mice) induces DNA damage and release of DNA to the cytosol, mitochondrial dysfunction, and activation of cytosolic DNA sensor signaling. Ciprofloxacin lactate increases apoptosis and necroptosis in the aortic wall[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: BALB/c mice[3]
Dosage: 30 mg/kg
Administration: Intraperitoneal injection; for 24 hours
Result: Reduced the lung bacterial load in murine model of pneumonic plague.
Animal Model: C57BL/6J mice[4]
Dosage: 100 mg/kg
Administration: Oral gavage; daily, for 4 weeks
Result: Had aortic destruction that was accompanied by decreased LOX expression and increased MMP expression and activity.
Animal Model: C57BL/6J mice[4]
Dosage: 100 mg/kg
Administration: Oral gavage; daily, for 4 weeks
Result: Caused mitochondrial DNA and nuclear DNA damage, leading to mitochondrial dysfunction and ROS production. Increased apoptosis and necroptosis in the aortic wall.
Essai clinique
Masse moléculaire

331.34

Formule

C17H18FN3O3

CAS No.

85721-33-1

Appearance

Solid

Color

White to off-white

SMILES

O=C(C1=CN(C2CC2)C3=C(C=C(F)C(N4CCNCC4)=C3)C1=O)O

Livraison

Room temperature in continental US; may vary elsewhere.

Stockage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvant et solubilité
In Vitro: 

0.1 M HCL : 16.67 mg/mL (50.31 mM; ultrasonic and warming and adjust pH to 2 with HCl and heat to 60°C)

H2O : 6.78 mg/mL (20.46 mM; ultrasonic and warming and adjust pH to 3 with 1 M HCL and heat to 60°C)

DMSO : 4.86 mg/mL (14.67 mM; ultrasonic and warming and adjust pH to 5 with 1 M HCL and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.0180 mL 15.0902 mL 30.1805 mL
5 mM 0.6036 mL 3.0180 mL 6.0361 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

  • Calculateur de molarité

  • Calculateur de dilution

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
=
Concentration
×
Volume
×
Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

×
Volume (final)

V2

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
Pureté et documentation
Références
  • [1]. Tsai WC, et, al. Ciprofloxacin-mediated cell proliferation inhibition and G2/M cell cycle arrest in rat tendon cells. Arthritis Rheum. 2008 Jun;58(6):1657-63.  [Content Brief]

    [2]. Steenbergen J, et, al. In Vitro and In Vivo Activity of Omadacycline against Two Biothreat Pathogens, Bacillus anthracis and Yersinia pestis. Antimicrob Agents Chemother. 2017 Apr 24;61(5):e02434-16.  [Content Brief]

    [3]. Hamblin KA, et, al. Inhaled Liposomal Ciprofloxacin Protects against a Lethal Infection in a Murine Model of Pneumonic Plague. Front Microbiol. 2017 Feb 6;8:91.

    [4]. LeMaire SA, et, al. Effect of Ciprofloxacin on Susceptibility to Aortic Dissection and Rupture in Mice. JAMA Surg. 2018 Sep 1;153(9):e181804.  [Content Brief]

  • [1]. Tsai WC, et, al. Ciprofloxacin-mediated cell proliferation inhibition and G2/M cell cycle arrest in rat tendon cells. Arthritis Rheum. 2008 Jun;58(6):1657-63.

    [2]. Steenbergen J, et, al. In Vitro and In Vivo Activity of Omadacycline against Two Biothreat Pathogens, Bacillus anthracis and Yersinia pestis. Antimicrob Agents Chemother. 2017 Apr 24;61(5):e02434-16.

    [3]. Hamblin KA, et, al. Inhaled Liposomal Ciprofloxacin Protects against a Lethal Infection in a Murine Model of Pneumonic Plague. Front Microbiol. 2017 Feb 6;8:91.

    [4]. LeMaire SA, et, al. Effect of Ciprofloxacin on Susceptibility to Aortic Dissection and Rupture in Mice. JAMA Surg. 2018 Sep 1;153(9):e181804.

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO / H2O / 0.1 M HCL 1 mM 3.0180 mL 15.0902 mL 30.1805 mL 75.4512 mL
5 mM 0.6036 mL 3.0180 mL 6.0361 mL 15.0902 mL
10 mM 0.3018 mL 1.5090 mL 3.0180 mL 7.5451 mL
H2O / 0.1 M HCL 15 mM 0.2012 mL 1.0060 mL 2.0120 mL 5.0301 mL
20 mM 0.1509 mL 0.7545 mL 1.5090 mL 3.7726 mL
0.1 M HCL 25 mM 0.1207 mL 0.6036 mL 1.2072 mL 3.0180 mL
30 mM 0.1006 mL 0.5030 mL 1.0060 mL 2.5150 mL
40 mM 0.0755 mL 0.3773 mL 0.7545 mL 1.8863 mL
50 mM 0.0604 mL 0.3018 mL 0.6036 mL 1.5090 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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Ciprofloxacin Related Classifications

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Keywords:

Ciprofloxacin85721-33-1Bay-09867Bay09867Bay 09867TopoisomeraseApoptosisAntibioticBacterialMitochondrial MetabolismReactive Oxygen SpeciesmitochondrialDNADNA damageanti-proliferativeantibioticROSInhibitorinhibitorinhibit

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