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Fluoroquinolonic acid

Cat No.:V60057 Purity: ≥98%
Fluoroquinolonic acid is a bacteriostatic (inhibition of bacterial growth) antibiotic.
Fluoroquinolonic acid
Fluoroquinolonic acid Chemical Structure CAS No.: 86393-33-1
Product category: Bacterial
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1g
2g
Official Supplier of:
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Product Description
Fluoroquinolonic acid is a bacteriostatic (inhibition of bacterial growth) antibiotic. Fluoroquinolonic acid has broad spectrum activity against Gram-positive (Gram+) and Gram-negative (Gram-) bacteria.
Fluoroquinolonic acid (CAS 86393-33-1), also known as 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid or Ciprofloxacin Impurity A, is a bacteriostatic antibiotic with broad-spectrum activity against Gram-positive and Gram-negative bacteria. It functions by inhibiting bacterial DNA gyrase and topoisomerase IV, essential enzymes involved in DNA replication and repair.
Biological Activity I Assay Protocols (From Reference)
Targets
Fluoroquinolonic acid targets bacterial DNA gyrase and topoisomerase IV, essential enzymes involved in DNA replication, transcription, and repair. It binds to the enzyme-DNA complex, stabilizing DNA strand breaks created by DNA gyrase and topoisomerase IV. This action directly inhibits DNA synthesis in bacteria. The compound's cyclopropyl group, fluorine atom, and carboxylic acid functional group on the quinoline core are essential for its antibacterial activity.
ln Vitro
In vitro, Fluoroquinolonic acid has broad-spectrum activity against Gram-positive and Gram-negative bacteria. It acts as a direct inhibitor of DNA synthesis by binding to the enzyme-DNA complex and stabilizing DNA strand breaks. Its mechanism of action affects the biochemical pathway of DNA synthesis in bacteria. Specific MIC values are not detailed in the available literature. The compound is structurally related to ciprofloxacin and is used as a reference standard for impurity analysis.
ln Vivo
Specific in vivo data for Fluoroquinolonic acid are limited. As a bacteriostatic antibiotic, the compound would have potential for in vivo efficacy studies in bacterial infection models. However, specific published in vivo protocols for this compound are not detailed. The compound is primarily used as a research standard and impurity reference for ciprofloxacin rather than as a therapeutic agent. Further studies are needed to evaluate its in vivo efficacy.
Enzyme Assay
The antibacterial activity is assessed using standard broth microdilution or agar diffusion methods following CLSI guidelines. Bacterial strains (Gram-positive and Gram-negative) are cultured in appropriate media and treated with serial dilutions of Fluoroquinolonic acid. The MIC is defined as the lowest concentration that inhibits visible growth. DNA gyrase and topoisomerase IV inhibition are assessed using enzyme activity assays with purified enzymes and supercoiled DNA substrates.
Cell Assay
For cellular studies, bacterial cultures are grown in appropriate broth media. Fluoroquinolonic acid is added at various concentrations, and bacterial growth is monitored by measuring optical density at 600 nm or by colony counting on agar plates. The compound is typically dissolved in DMSO or 0.1N NaOH and diluted in culture media. The compound has a molecular formula of C₁₃H₉ClFNO₃ and a molecular weight of 281.67 g/mol. It is soluble in DMSO at 25 mg/mL.
Animal Protocol
In vivo studies for Fluoroquinolonic acid would be conducted in appropriate infection models. Mouse models of bacterial infection would be used, with the compound administered via oral gavage or intraperitoneal injection. Bacterial burden in tissues would be measured, and survival rates would be monitored. However, specific published protocols for this compound are not available. The compound is primarily used as a research standard rather than a therapeutic agent.
ADME/Pharmacokinetics
Specific pharmacokinetic data for Fluoroquinolonic acid are not extensively reported. The compound has a molecular weight of 281.67 g/mol and is soluble in DMSO at 25 mg/mL. As a fluoroquinolone derivative, it would be expected to have similar PK properties to other fluoroquinolones, including good oral bioavailability, tissue distribution, and renal elimination. The compound should be stored as a powder at -20°C for up to 3 years or at 4°C for up to 2 years.
Toxicity/Toxicokinetics
Specific toxicological data for Fluoroquinolonic acid are not reported. As a fluoroquinolone derivative, potential toxicities would be similar to other drugs in this class, including gastrointestinal effects, central nervous system effects, and tendon toxicity. The compound is primarily used as a research standard and impurity reference, and comprehensive toxicology studies for this specific compound have not been reported. Standard safety precautions should be taken when handling.
Additional Infomation
Fluoroquinolonic acid is a bacteriostatic antibiotic with broad-spectrum antibacterial activity. It inhibits bacterial DNA gyrase and topoisomerase IV. Molecular formula: C₁₃H₉ClFNO₃, MW: 281.67. Also known as Ciprofloxacin Impurity A. For research use only as a reference standard.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C13H9CLFNO3
Molecular Weight
281.67
Exact Mass
281.025
CAS #
86393-33-1
PubChem CID
483180
Appearance
Typically exists as solid at room temperature
Density
1.7±0.1 g/cm3
Boiling Point
467.3±45.0 °C at 760 mmHg
Melting Point
242-245 °C(lit.)
Flash Point
236.4±28.7 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.683
LogP
2.16
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
19
Complexity
463
Defined Atom Stereocenter Count
0
SMILES
O=C(C1C(=O)C2C(=CC(=C(C=2)F)Cl)N(C2CC2)C=1)O
InChi Key
ISPVACVJFUIDPD-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H9ClFNO3/c14-9-4-11-7(3-10(9)15)12(17)8(13(18)19)5-16(11)6-1-2-6/h3-6H,1-2H2,(H,18,19)
Chemical Name
7-chloro-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~16.67 mg/mL (~59.18 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.67 mg/mL (5.93 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 16.7 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.5503 mL 17.7513 mL 35.5025 mL
5 mM 0.7101 mL 3.5503 mL 7.1005 mL
10 mM 0.3550 mL 1.7751 mL 3.5503 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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