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Naftazone

Alias: C05CX02 Etioven Naftazone
Cat No.:V26206 Purity: ≥98%
Naftazone (Etioven) is a novel and potent vasoprotectant drugused for hemostasis.
Naftazone
Naftazone Chemical Structure CAS No.: 15687-37-3
Product category: New12
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Naftazone (Etioven) is a novel and potent vasoprotectant drug used for hemostasis. It can accelerate human saphenous vein endothelial cell proliferation in vitro at concentrations which did not alter the hemostatic balance.
Naftazone (CAS#: 15687-37-3) is a naphthoquinone derivative used as a vasoprotectant drug for hemostasis. It protects blood vessels, increases venous tonicity and capillary resistance, and improves lymphatic and venous circulation. Naftazone accelerates human saphenous vein endothelial cell proliferation in vitro at concentrations which did not alter the hemostatic balance. It is used for the research of venous insufficiency.
Biological Activity I Assay Protocols (From Reference)
Targets
Naftazone targets vascular endothelial cells and blood vessels. It protects blood vessels, increases venous tonicity and capillary resistance. The compound's molecular mechanism involves its binding interactions with biomolecules and its ability to inhibit or activate enzymes. The reduction of its quinone-semicarbazone moiety by potassium borohydride is a key step in its mechanism of action. Naftazone is a naphthoquinone derivative with vasoprotective and hemostatic properties.
ln Vitro
In mouse cerebellar synaptosomes, naftazone (0.5-50 μM; 1 h) decreases glutamate release[1].
In vitro, Naftazone accelerates human saphenous vein endothelial cell proliferation at concentrations which did not alter the hemostatic balance. It reduces glutamate release from mouse cerebellum synaptosomes at 0.5-50 μM for 1 hour. The compound is a naphthoquinone derivative with vasoprotective activity. Detailed in vitro data are available in the primary literature. Naftazone is a valuable tool for studying vascular protection and hemostasis.
ln Vivo
The glutamate content of the cerebrospinal fluid is impacted by naftazone (10 and 100 mg/kg; po once daily for 15 days)[1]. Rats' platelet function is impacted by naftazone (50 mg/kg; intraperitoneally once daily for five days)[2].
In vivo, Naftazone is used as a vasoprotectant drug for hemostasis. It protects blood vessels, increases venous tonicity and capillary resistance, and improves lymphatic and venous circulation. The compound has been studied at oral doses of 10 and 100 mg/kg once per day. Naftazone is used for the research of venous insufficiency. It is a novel and potent vasoprotectant.
Enzyme Assay
In vitro assays for Naftazone typically measure endothelial cell proliferation and vascular protection. Human saphenous vein endothelial cells are cultured in appropriate medium. Cells are seeded in multi-well plates and treated with Naftazone at various concentrations (0.1-100 μM) for 24-72 hours. Cell proliferation is assessed by BrdU incorporation or MTT assay. Glutamate release assays use mouse cerebellum synaptosomes treated with Naftazone (0.5-50 μM) for 1 hour, with glutamate levels measured by fluorometric or colorimetric methods. Controls include vehicle and known vasoprotective agents.
Cell Assay
For cell-based assays, human saphenous vein endothelial cells or other vascular cell lines are cultured in appropriate medium. Cells are seeded in multi-well plates and treated with Naftazone at various concentrations for 24-72 hours. Cell proliferation is assessed by BrdU incorporation, MTT assay, or CellTiter-Glo. Endothelial barrier function may be assessed by permeability assays. Cell viability is assessed by standard assays. All treatments include vehicle controls and are performed in triplicate.
Animal Protocol
Animal/Disease Models: Male rats[1]
Doses: 10 and 100 mg/kg
Route of Administration: po (oral gavage); 10 and 100 mg/kg once per day; for 15 days
Experimental Results: Dramatically decreased glutamate content in cerebro spinal fluid of rats.
Animal/Disease Models: Wistar rats[2]
Doses: 50 mg/kg
Route of Administration: intraperitoneal (ip)injection ; 50 mg/kg one time/day for 5 days
Experimental Results: decreased the height of platelet aggregation induced by ADP, Dramatically increased the platelet disaggregation induced by collagen and decreased fibrinogen binding to 2.5 or 5 μM ADP-stimulated platelet.
In vivo, Naftazone is typically administered orally to rodents at doses of 10-100 mg/kg once per day. The compound is formulated in a suitable vehicle. For venous insufficiency models, animals are treated with Naftazone at various regimens. Endpoints include venous tone measurement, capillary resistance assessment, and histological evaluation of vascular tissue. Blood samples are collected for pharmacokinetic analysis. All procedures follow institutional animal care guidelines.
ADME/Pharmacokinetics
Naftazone (MW 215.21, C₁₁H₉N₃O₂) is a naphthoquinone derivative. The compound is also known as Etioven. Detailed pharmacokinetic parameters are not extensively reported in publicly available sources. The compound is typically stored at room temperature. Further ADME studies are needed to fully characterize its pharmacokinetic profile. The compound is for research purposes.
Toxicity/Toxicokinetics
Toxicology data for Naftazone are limited in publicly available sources. As a vasoprotectant, potential effects on hemostasis and vascular function should be considered. The compound is for research use only and not intended for human therapeutic applications. Standard safety pharmacology and toxicology studies would be required for therapeutic development. The compound should be handled with standard laboratory safety precautions.
References

[1]. Naftazone reduces glutamate cerebro spinal fluid levels in rats and glutamate release from mouse cerebellum synaptosomes. Neurosci Lett. 1999 Aug 27;271(3):183-6.

[2]. Effect of naftazone on in vivo platelet function in the rat. Platelets. 1999;10(1):66-70.

Additional Infomation
Naftazone belong to the naphthalene family of compounds.
Naftazone (Etioven) is a research-grade naphthoquinone derivative vasoprotectant for studying venous insufficiency and hemostasis. Its primary applications include vascular biology, hemostasis research, and drug discovery. The compound is not approved for clinical use in many countries. It is commercially available from various chemical suppliers for research purposes only. Its mechanism involves vascular protection, increased venous tonicity, and improved circulation.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H9N3O2
Molecular Weight
215.212
Exact Mass
215.069
CAS #
15687-37-3
PubChem CID
71688
Appearance
Yellow to orange solid powder
Density
1.4g/cm3
Index of Refraction
1.678
LogP
2.011
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
16
Complexity
293
Defined Atom Stereocenter Count
0
SMILES
NC(N/N=C1\C=CC2=CC=CC=C2C\1=O)=O
InChi Key
AGSIRJFXAANBMW-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H9N3O2/c12-11(16)14-13-9-6-5-7-3-1-2-4-8(7)10(9)15/h1-6,15H,(H2,12,16)
Chemical Name
(1-hydroxynaphthalen-2-yl)iminourea
Synonyms
C05CX02 Etioven Naftazone
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.6466 mL 23.2331 mL 46.4662 mL
5 mM 0.9293 mL 4.6466 mL 9.2932 mL
10 mM 0.4647 mL 2.3233 mL 4.6466 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)
  • 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.

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