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Nafronyl Oxalate

Alias: Naphtidrofuryl oxalate; Naftidrofuryl oxalate; Nafronyl Oxalate
Cat No.:V26205 Purity: ≥98%
Naftidrofuryl oxalate (Nafronyl oxalate salt) is a bioactive molecule used in the management of peripheral blood and cerebrovascular disorders as a vasodilator, increases cellular oxidative capacity, and is a 5-HT2 receptor blocker (antagonist).
Nafronyl Oxalate
Nafronyl Oxalate Chemical Structure CAS No.: 3200-06-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
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Product Description
Naftidrofuryl oxalate (Nafronyl oxalate salt) is a bioactive molecule used in the management of peripheral blood and cerebrovascular disorders as a vasodilator, increases cellular oxidative capacity, and is a 5-HT2 receptor blocker (antagonist).
Nafronyl Oxalate (CAS#: 3200-06-4), also known as Naftidrofuryl oxalate, is a drug used in the management of peripheral and cerebral vascular disorders as a vasodilator. It is the only vasoactive drug for peripheral arterial disease (PAD) which is likely to be cost-effective. The compound enhances cellular oxidative capacity and may also be a 5-HT2 receptor antagonist. It has been used for conditions including cerebral insufficiency, peripheral vascular disease, and vertigo.
Biological Activity I Assay Protocols (From Reference)
Targets
Nafronyl Oxalate targets vascular smooth muscle and serotonin receptors. It acts as a vasodilator that works by increasing blood flow to the brain and other parts of the body. The compound enhances cellular oxidative capacity and may also act as an antagonist at 5-HT2 serotonin receptors. It is claimed to be a spasmolytic. The compound's vasodilatory effects improve peripheral and cerebral circulation, making it useful for vascular disorders.
ln Vitro
Naphthofuryl oxalate, also known as furyl oxalic acid, is useful in treating muscle spasm discomfort [1]. The only vasoactive medication that may be used affordably to treat peripheral arterial disease (PAD) is fumarate (naphthofuryl oxalate) [2]. Phenothofuryl oxalate, also known as fury oxalate, was found to be the most effective drug in terms of maximum walking distance (MWD) and pain-free walking distance (PFWD) (probability of optimal treatment: 0.987 and 0.987, respectively). Cilostazol and pentoxifylline were the next in line. For claudication, furyl oxalates, or naphthyl oxalate, are useful therapies. Of them, naphfuryl oxalate is perhaps the most beneficial because it has the fewest major side effects [3].
In vitro, Nafronyl Oxalate enhances cellular oxidative capacity. It may also act as an antagonist at 5-HT2 serotonin receptors. The compound's vasodilatory activity has been characterized in vascular tissue studies. It is used as a reference compound in peripheral arterial disease research. Detailed in vitro data are available in the primary literature. The compound is a well-characterized vasoactive agent.
ln Vivo
In vivo, Nafronyl Oxalate is used clinically for the management of peripheral and cerebral vascular disorders. It acts as a vasodilator, increasing blood flow to the brain and peripheral tissues. The compound has been used for the treatment of cerebral insufficiency, peripheral vascular disease, and vertigo. It is the only vasoactive drug for PAD likely to be cost-effective. Nafronyl Oxalate is a well-established pharmaceutical agent in some countries.
Enzyme Assay
In vitro vasodilatory assays for Nafronyl Oxalate typically use isolated vascular tissue (e.g., rat aorta) or vascular smooth muscle cells. The compound is dissolved in DMSO or appropriate solvent and diluted in physiological buffer. Vascular rings are pre-contracted with vasoconstrictors (e.g., phenylephrine), and relaxation responses to increasing concentrations of Nafronyl Oxalate are measured. IC₅₀ values for vasodilation are calculated. 5-HT2 receptor antagonism is assessed in serotonin-induced contraction assays. Controls include vehicle and known vasodilators.
Cell Assay
For cell-based assays, vascular smooth muscle cells or endothelial cells are cultured in appropriate medium. Cells are seeded in multi-well plates and treated with Nafronyl Oxalate at various concentrations for 24-72 hours. Cellular oxidative capacity is assessed by measuring ATP levels or mitochondrial function. Cell viability is assessed by MTT or CellTiter-Glo. Calcium signaling may be measured in response to vasoactive stimuli. All treatments include vehicle controls and are performed in triplicate.
Animal Protocol
In vivo, Nafronyl Oxalate is typically administered orally to patients. For animal studies, rodents are dosed orally or via other routes. Peripheral and cerebral blood flow is measured using laser Doppler flowmetry or other techniques. For vascular disorder models, animals are treated with Nafronyl Oxalate at various regimens. Endpoints include blood flow improvement, functional recovery, and tissue histology. Blood samples are collected for pharmacokinetic analysis. All procedures follow institutional guidelines.
ADME/Pharmacokinetics
Nafronyl Oxalate (Naftidrofuryl oxalate, MW 473.56, C₂₄H₃₃NO₆) is a vasodilator used for peripheral and cerebral vascular disorders. The compound is typically administered orally. Detailed pharmacokinetic parameters (bioavailability, half-life, clearance) are available from pharmacological literature. The compound is metabolized in the liver. It is a well-characterized pharmaceutical agent available in several countries.
Toxicity/Toxicokinetics
Nafronyl Oxalate is a clinically used drug with an established safety profile. It is used for the management of peripheral arterial disease and cerebral vascular insufficiency. Common side effects include gastrointestinal disturbances. The compound is contraindicated in patients with hypersensitivity. It is available as a pharmaceutical product in several countries. Standard precautions for vasodilator use apply.
References

[1]. Naftidrofuryl.

[2]. Cost-effectiveness of cilostazol, naftidrofuryl oxalate, and pentoxifylline for the treatment of intermittent claudication in people with peripheral arterial disease. Angiology. 2014 Mar;65(3):190-197.

[3]. Systematic review of the efficacy of cilostazol, naftidrofuryl oxalate and pentoxifylline for the treatment of intermittent claudication. Br J Surg. 2012 Dec;99(12):1630-1638.

Additional Infomation
A drug used to treat peripheral and cerebrovascular diseases. It is said to enhance cellular oxidation capacity and has antispasmodic effects. (From Martindale Pharmacopoeia, 30th edition, p. 1310) It may also be a serotonin 2 receptor antagonist.
Nafronyl Oxalate (Naftidrofuryl oxalate) is a clinically used vasodilator for peripheral and cerebral vascular disorders. It enhances cellular oxidative capacity and may also act as a 5-HT2 receptor antagonist. The compound is the only vasoactive drug for PAD likely to be cost-effective. It is available as a pharmaceutical product and from chemical suppliers for research purposes. Its mechanism involves vasodilation and improved blood flow.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C26H35NO7
Molecular Weight
473.57
Exact Mass
473.241
CAS #
3200-06-4
PubChem CID
312915
Appearance
White to off-white solid powder
Density
1.2205 (rough estimate)
Boiling Point
574°C (rough estimate)
Melting Point
110-111°
Index of Refraction
1.6000 (estimate)
LogP
3.608
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
12
Heavy Atom Count
34
Complexity
536
Defined Atom Stereocenter Count
0
InChi Key
SSAJNPNVUYMUCI-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H33NO3.C2H2O4/c1-3-25(4-2)14-16-28-24(26)21(18-22-12-8-15-27-22)17-20-11-7-10-19-9-5-6-13-23(19)20;3-1(4)2(5)6/h5-7,9-11,13,21-22H,3-4,8,12,14-18H2,1-2H3;(H,3,4)(H,5,6)
Chemical Name
2-(diethylamino)ethyl 2-(naphthalen-1-ylmethyl)-3-(oxolan-2-yl)propanoate;oxalic acid
Synonyms
Naphtidrofuryl oxalate; Naftidrofuryl oxalate; Nafronyl Oxalate
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

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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 : ≥ 100 mg/mL (~211.17 mM)
H2O : ~100 mg/mL (~211.17 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.28 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 25.0 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: ≥ 2.5 mg/mL (5.28 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: 50 mg/mL (105.58 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1116 mL 10.5581 mL 21.1162 mL
5 mM 0.4223 mL 2.1116 mL 4.2232 mL
10 mM 0.2112 mL 1.0558 mL 2.1116 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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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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