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Norfloxacin (MK-0366)

Alias: MK-0366; Norfloxacin; AM-715; MK 0366; MK0366; AM715; MK-366; AM 715; MK366; MK 366; Noroxin; Chibroxin
Cat No.:V1409 Purity: ≥98%
Norfloxacin (AM-715; MK 0366; MK0366; AM715; MK-366; AM 715; MK366; MK 366; Noroxin; Chibroxin) is a broad-spectrum and synthetic chemotherapeuticantibiotic approved for the treatment of UTIs-urinary tract infections.
Norfloxacin (MK-0366)
Norfloxacin (MK-0366) Chemical Structure CAS No.: 70458-96-7
Product category: Topoisomerase
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Norfloxacin (AM-715; MK 0366; MK0366; AM715; MK-366; AM 715; MK366; MK 366; Noroxin; Chibroxin) is a broad-spectrum and synthetic chemotherapeuticantibiotic approved for the treatment of UTIs-urinary tract infections. It functions by blocking DNA gyrase and is effective against both Gram-positive and Gram-negative bacteria. Urinary tract infections, both simple and complex, are treated with norfloxacin. It is a first-generation synthetic fluoroquinolone that is authorized for the treatment of prostatitis, uTIs, and STDs, though the latter are no longer treated with it because of bacterial resistance.

Biological Activity I Assay Protocols (From Reference)
Targets
Quinolone
ln Vitro
Norfloxacin (MK-0366) is a synthetic antibacterial chemotherapeutic agent that is occasionally used to treat both simple and complex urinary tract infections. Broad-spectrum antibiotic norfloxacin (MK-0366) is effective against both Gram-positive and Gram-negative bacteria. It stops cell division by blocking enzymes that are required to separate bacterial DNA, such as DNA gyrase, a type II topoisomerase, and topoisomerase IV. Currently, the adult population has three approved uses—one of which is restricted—and the other is ineffective because of bacterial resistance.
References

[1]. Fluoroquinolone-resistant Campylobacter species and the withdrawal of fluoroquinolones from use in poultry: a public health success story. Clin Infect Dis. 2007 Apr 1;44(7):977-80. Epub 2007 Feb 14.

[2]. Norfloxacin: more than 20 years of clinical use, the results and place among fluoroquinolones in modern chemotherapy for infections. Antibiot Khimioter. 2003;48(9):28-36.

[3]. Quinolones for uncomplicated acute cystitis in women. Cochrane Database Syst Rev. 2006 Jul 19;(3):CD003597.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H18FN3O3
Molecular Weight
319.3308
Exact Mass
319.13
Elemental Analysis
C, 60.18; H, 5.68; F, 5.95; N, 13.16; O, 15.03
CAS #
70458-96-7
Related CAS #
68077-27-0;118803-81-9
Appearance
Solid powder
SMILES
CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCNCC3)F)C(=O)O
InChi Key
OGJPXUAPXNRGGI-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23)
Chemical Name
1-ethyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
Synonyms
MK-0366; Norfloxacin; AM-715; MK 0366; MK0366; AM715; MK-366; AM 715; MK366; MK 366; Noroxin; Chibroxin
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 : 3~5 mg/mL (9.4~15.7 mM)
Water : <1 mg/mL
Ethanol : <1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 0.5 mg/mL (1.57 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 5.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 0.5 mg/mL (1.57 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 5.0 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 3.1316 mL 15.6578 mL 31.3156 mL
5 mM 0.6263 mL 3.1316 mL 6.2631 mL
10 mM 0.3132 mL 1.5658 mL 3.1316 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT04161768 Recruiting Drug: Norfloxacin
Drug: Itopride
Spontaneous Bacterial
Peritonitis
Tanta University December 1, 2018 Phase 3
NCT05667818 Not yet recruiting Drug: Amlodipine besylate tablets
(trade name: Norfloxacin ®
sitafloxacin
Drug: Amlodipine besylate
controlled-release tablets
Hypertension Overseas Pharmaceuticals, Ltd. January 28, 2023 Phase 1
NCT00362752 Completed Drug: Norfloxacin
Drug: Placebo
Hepatopulmonary Syndrome Unity Health Toronto October 2006 Phase 2
NCT00359853 Completed Drug: Oral norfloxacin Hepatorenal Syndrome
Cirrhosis
Hospital Clinic of Barcelona September 2000 Phase 4
NCT01542801 Completed Drug: Norfloxacin
Drug:Drug: ciprofloxacin
Adverse Reaction to Other
Drugs and Medicines
Korea University August 2011 Phase 4
Biological Data
  • Comparison 8 500 mg/d ciprofloxacin versus 800 mg/d norfloxacin, Outcome 2 Microbiological efficacy. Cochrane Database Syst Rev . 2006 Jul 19;2006(3):CD003597.
  • Comparison 2 400 mg/d lomefloxacin versus 800 mg/d norfloxacin, Outcome 1 Clinical efficacy. Cochrane Database Syst Rev . 2006 Jul 19;2006(3):CD003597.
  • Comparison 2 400 mg/d lomefloxacin versus 800 mg/d norfloxacin, Outcome 2 Microbiological efficacy. Cochrane Database Syst Rev . 2006 Jul 19;2006(3):CD003597.
  • Comparison 6 400 mg/d lomefloxacin versus 800 mg/d norfloxacin, Outcome 1 Clinical efficacy. Cochrane Database Syst Rev . 2006 Jul 19;2006(3):CD003597.
  • Comparison 6 400 mg/d lomefloxacin versus 800 mg/d norfloxacin, Outcome 2 Microbiological efficacy. Cochrane Database Syst Rev . 2006 Jul 19;2006(3):CD003597.
  • Comparison 6 400 mg/d lomefloxacin versus 800 mg/d norfloxacin, Outcome 3 Safety. Cochrane Database Syst Rev . 2006 Jul 19;2006(3):CD003597.
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