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Racemic Naproxen

Alias: Racemic Naproxen DL Naproxen DL-Naproxen
Cat No.:V7126 Purity: ≥98%
(±)-Naproxen ((Rac)-Naproxen) is the racemate of Naproxen.
Racemic Naproxen
Racemic Naproxen Chemical Structure CAS No.: 23981-80-8
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
(±)-Naproxen ((Rac)-Naproxen) is the racemate of Naproxen. Naproxen is a COX-1 and COX-2 inhibitor (antagonist) with IC50 of 8.72 μM and 5.15 μM respectively.
Racemic Naproxen (CAS#: 23981-80-8), also known as (±)-Naproxen or DL-Naproxen, is the racemate of Naproxen. It is a propionic acid-derived nonsteroidal anti-inflammatory drug (NSAID) that functions as a non-selective cyclooxygenase (COX) inhibitor. Racemic Naproxen is a COX-1 and COX-2 inhibitor (antagonist) with IC50 values of 8.72 μM and 5.15 μM, respectively. The compound has a molecular weight of 230.26 g/mol with a molecular formula of C14H14O3. It is used for its analgesic, anti-inflammatory, and antipyretic properties.
Biological Activity I Assay Protocols (From Reference)
Targets
Racemic Naproxen targets the cyclooxygenase (COX) enzymes, specifically COX-1 and COX-2, as a non-selective inhibitor. It has IC50 values of 8.72 μM for COX-1 and 5.15 μM for COX-2. By inhibiting COX enzymes, it prevents the conversion of arachidonic acid to prostaglandins, which are mediators of inflammation, pain, and fever. The racemic mixture contains both the active (S)-enantiomer and the inactive (R)-enantiomer of naproxen. The compound's mechanism of action is typical of NSAIDs.
ln Vitro
In vitro, Racemic Naproxen inhibits COX-1 and COX-2 enzyme activity with IC50 values of 8.72 μM and 5.15 μM, respectively. Its anti-inflammatory and analgesic activities have been characterized in various cell-based assays. The compound's ability to inhibit prostaglandin synthesis has been demonstrated in cellular models. Its effects on inflammatory mediator production and cell signaling pathways have been studied. The racemic mixture shows comparable activity to the active (S)-enantiomer in most assays.
ln Vivo
In vivo, Racemic Naproxen is used for its analgesic, anti-inflammatory, and antipyretic properties. As the racemate of naproxen, it is metabolized to the active (S)-enantiomer in vivo. The compound has been studied in various animal models of inflammation, pain, and fever. Its anti-inflammatory and analgesic effects have been demonstrated in rodent models. The compound's pharmacokinetic properties and tissue distribution have been characterized in preclinical studies.
Enzyme Assay
In cell-free biochemical assays, Racemic Naproxen is evaluated for its inhibitory activity against COX-1 and COX-2 enzymes. Enzyme activity assays measure the compound's ability to inhibit the conversion of arachidonic acid to prostaglandins. IC50 values of 8.72 μM for COX-1 and 5.15 μM for COX-2 are determined using purified enzyme preparations. The compound's purity (>98%) and molecular weight (230.26 g/mol) are characterized using analytical techniques. These assays confirm the compound's mechanism as a non-selective COX inhibitor.
Cell Assay
Cellular assays for Racemic Naproxen involve evaluating its effects on prostaglandin production and inflammatory responses in various cell lines. The compound's ability to inhibit COX-1 and COX-2 activity is assessed in cell-based enzyme assays. Its anti-inflammatory effects are measured by assessing cytokine production and inflammatory mediator levels. The compound's effects on cell viability and signaling pathways are studied in relevant cell models. Its analgesic activity is evaluated in cellular models of pain signaling.
Animal Protocol
Animal models for Racemic Naproxen include models of inflammation, pain, and fever. The compound is typically administered orally or via injection. Studies have examined its effects on inflammatory markers, pain responses, and body temperature. Its anti-inflammatory and analgesic effects have been demonstrated in rodent models of carrageenan-induced paw edema and formalin-induced pain. The compound's pharmacokinetic properties and tissue distribution have been characterized in preclinical species.
ADME/Pharmacokinetics
Pharmacokinetic data for Racemic Naproxen show that the compound has a molecular weight of 230.26 g/mol with a molecular formula of C14H14O3. The CAS number is 23981-80-8. The compound is soluble in DMSO and other organic solvents. It should be stored as a powder at -20°C for up to 3 years or at 4°C for up to 2 years. The compound is stable at ambient temperature for shipping.
Toxicity/Toxicokinetics
The toxicity profile of Racemic Naproxen is typical of NSAIDs. As a COX inhibitor, it may cause gastrointestinal irritation, renal effects, and cardiovascular effects at high doses. Standard safety precautions for handling pharmaceutical compounds apply. The compound is for research use only and not for human use. No specific toxicity studies for the racemic mixture have been reported in the available literature beyond those for naproxen itself.
Additional Infomation
2-(6-methoxy-2-naphthyl)propionic acid is a type of naphthalene compound.
See also: naproxen (note moved to).
Racemic Naproxen ((±)-Naproxen) is the racemate of the NSAID naproxen. It is a non-selective COX-1 and COX-2 inhibitor with IC50 values of 8.72 μM and 5.15 μM, respectively. The compound has analgesic, anti-inflammatory, and antipyretic properties. It has a molecular weight of 230.26 g/mol and formula C14H14O3. The CAS number is 23981-80-8. The compound is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H14O3
Molecular Weight
230.263
Exact Mass
230.094
CAS #
23981-80-8
PubChem CID
1302
Appearance
White to yellow solid powder
Density
1.2±0.1 g/cm3
Boiling Point
403.9±20.0 °C at 760 mmHg
Melting Point
157ºC
Flash Point
154.5±15.3 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.609
LogP
3
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Heavy Atom Count
17
Complexity
277
Defined Atom Stereocenter Count
0
InChi Key
CMWTZPSULFXXJA-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)
Chemical Name
2-(6-methoxynaphthalen-2-yl)propanoic acid
Synonyms
Racemic Naproxen DL Naproxen DL-Naproxen
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 4.3429 mL 21.7146 mL 43.4292 mL
5 mM 0.8686 mL 4.3429 mL 8.6858 mL
10 mM 0.4343 mL 2.1715 mL 4.3429 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.

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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:
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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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