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Rosoxacin

Cat No.:V10648 Purity: ≥98%
Rosoxacin (Acrosoxacin) is an orally bioactive quinolone antibiotic with broad spectrum (a wide range) anti-bacterial effect.
Rosoxacin
Rosoxacin Chemical Structure CAS No.: 40034-42-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Rosoxacin (Acrosoxacin) is an orally bioactive quinolone antibiotic with broad spectrum (a wide range) anti-bacterial effect. Rosoxacin has broad spectrum (a wide range) anti-bacterial effect against Gram-negative (Gram-) bacteria like Neisseria gonorrhoeae (MIC range=0.03-0.125 µg/mL). Rosoxacin is used to treat urinary tract infections and certain sexually transmitted diseases.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Rosoxacin (0.03-8 µg/mL; 24 h) has good sensitivity to 32 species of Neisseria gonorrhoeae, with a MIC range of 0.03-0.125 µg/mL[1]. Rosoxacin (0.03-8 µg/mL; 48 h) has antibacterial activity against Chlamydia trachomatis (11 strains) with a MIC of 5 µg/mL [1]. Rosoxacin (0.03-8 µg/mL; 6 days) has antibacterial activity against Ureaplasma urealyticum (7 strains) with a MIC range of 2-8 µg/mL [1].
Cell Assay
Cell viability assay [1]
Cell Types: Neisseria gonorrhoeae (32 strains)
Tested Concentrations: 0.03-8 µg/mL
Incubation Duration: 24 hrs (hours)
Experimental Results: demonstrated good anti-gonococcal activity. Neisseria gonorrhoeae, 50% (32 strains) of the strains had an MIC of 0.03 µg/mL, and 90% of the strains had an MIC of 0.06 µg/mL. Cell viability determination [1]
Cell Types: Chlamydia trachomatis (11 strains)
Tested Concentrations: 0.03-8 µg/mL
Incubation Duration: 48 h
Experimental Results: 11 strains of Chlamydia trachomatis were inhibited, and the MIC was 5 µg/mL.

Cell viability assay [1]
Cell Types: Ureaplasma urealyticum (7 strains)
Tested Concentrations: 0.03-8 µg/mL
Incubation Duration: 6 days
Experimental Results: Inhibited 7 strains of Ureaplasma urealyticum, MIC range was 2-8 µg/mL.
References
[1]. Dobson RA, et al. In vitro antimicrobial activity of rosoxacin against Neisseria gonorrhoeae, Chlamydia trachomatis, and Ureaplasma urealyticum. Antimicrob Agents Chemother. 1980 Nov;18(5):738-40.
Additional Infomation
Rosoxacin is a quinolinemonocarboxylic acid that is 1,4-dihydroquinoline-3-carboxylic acid that is substituted by an ethyl group at position 1 and by a pyridin-4-yl group at position 7. An antibacterial drug, active against Neisseria gonorrhoeae, it has been used for treating urinary tract infections and certain sexually transmitted diseases. It has a role as an antibacterial drug and an antiinfective agent. It is a quinolone antibiotic, a quinolinemonocarboxylic acid and a member of pyridines.
Rosoxacin is a quinolone derivative antibiotic for the treatment of bacterial infection of respiratory tract, urinary tract, GI, CNS and immuno compromised patients. Rosoxacin is known to be effective against penicillin resistant strains and is a single dose orally administered drug, which avoids all complications of parenteral administration seen with penicillin, especially anaphylactic shock.
Drug Indication
For the treatment of bacterial infection of respiratory tract, urinary tract, GI, CNS and immuno compromised patients.
Mechanism of Action
Rosoxacin binds to and inhibits the enzymes topoisomerase II (DNA gyrase) and topoisomerase IV, which are required for bacterial DNA replication, transcription, repair, and recombination.
Pharmacodynamics
Rosoxacin is a nonfluorinated quinolone antibiotic. Its mode of action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase, which allows the untwisting required to replicate one DNA double helix into two. Rosoxacin is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H14N2O3
Molecular Weight
294.3047
Exact Mass
294.1
CAS #
40034-42-2
PubChem CID
287180
Appearance
Typically exists as solid at room temperature
Density
1.317g/cm3
Boiling Point
500.8ºC at 760 mmHg
Melting Point
290°
Flash Point
256.7ºC
Index of Refraction
1.633
LogP
2.781
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
22
Complexity
482
Defined Atom Stereocenter Count
0
SMILES
O=C1C(C(=O)O[H])=C([H])N(C([H])([H])C([H])([H])[H])C2C([H])=C(C3C([H])=C([H])N=C([H])C=3[H])C([H])=C([H])C=21
InChi Key
XBPZXDSZHPDXQU-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H14N2O3/c1-2-19-10-14(17(21)22)16(20)13-4-3-12(9-15(13)19)11-5-7-18-8-6-11/h3-10H,2H2,1H3,(H,21,22)
Chemical Name
1-ethyl-4-oxo-7-pyridin-4-ylquinoline-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 : ~20.83 mg/mL (~70.78 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (7.07 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 20.8 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: ≥ 2.08 mg/mL (7.07 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 20.8 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 3.3979 mL 16.9895 mL 33.9789 mL
5 mM 0.6796 mL 3.3979 mL 6.7958 mL
10 mM 0.3398 mL 1.6989 mL 3.3979 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:

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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)
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  • 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)
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  • 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:
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  • 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.

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  • 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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