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| Other Sizes |
| Targets |
2,3-Diaminonaphthalene does not have a specific pharmacological target but serves as a chemical reagent. It reacts with nitrite under acidic conditions to form the highly fluorescent triazole derivative 2,3-naphthotriazole, which is the basis for its use in nitrite detection and NO activity assays. It also forms stable complexes with transition metals and reacts with carbonyl compounds.
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| ln Vitro |
Poly(2,3-diaminonaphthalene) microspheres are being employed as novel quenchers for fluorescence-enhanced nucleic acid detection [1]. DAN, or 2,3-diaminonaphthalene, has the potential to cause cancer [2].
In vitro, 2,3-Diaminonaphthalene is used as a fluorometric reagent for the determination of nitrite in biological samples. It is also utilized for the detection of selenium, ketones, and alpha-keto acids. Its strong nucleophilic character allows it to form stable complexes with transition metals and react readily with carbonyl compounds, making it valuable in organic synthesis and coordination chemistry. |
| ln Vivo |
2,3-Diaminonaphthalene is not administered as a therapeutic agent in vivo. Its utility is limited to in vitro and ex vivo applications as an analytical reagent for detecting nitrite, nitrate, and selenium in biological and environmental samples.
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| Enzyme Assay |
In vitro assays using 2,3-Diaminonaphthalene are based on its reaction with nitrite under acidic conditions to form a highly fluorescent triazole product. The fluorescence intensity is measured at excitation/emission wavelengths of ~365/415 nm. Samples (biological fluids, cellular extracts) are treated with the reagent, and the fluorescence is quantified against a standard curve. Selenium detection involves a similar fluorometric approach.
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| Cell Assay |
Cellular assays for 2,3-Diaminonaphthalene involve the measurement of nitrite/nitrate levels in cell culture supernatants or lysates as an indicator of nitric oxide (NO) production. Cells are treated with stimulants (e.g., LPS, cytokines) to induce NO production. The culture medium is collected, and nitrite is measured using the 2,3-diaminonaphthalene fluorometric assay.
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| Animal Protocol |
2,3-Diaminonaphthalene is not used in in vivo animal studies as a therapeutic agent. It may be used in ex vivo applications to measure nitrite/nitrate levels in tissue homogenates or biological fluids collected from animal studies.
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| ADME/Pharmacokinetics |
2,3-Diaminonaphthalene is a chemical reagent and does not have pharmacokinetic properties as a drug. It is not administered systemically.
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| Toxicity/Toxicokinetics |
2,3-Diaminonaphthalene is a chemical reagent and is not intended for human consumption. Standard laboratory safety precautions should be followed. It may cause skin and eye irritation. No significant toxicity data are available for this compound as a therapeutic agent.
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| References |
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| Additional Infomation |
2,3-Diaminonaphthalene (DAN) is a highly selective colorimetric and fluorometric reagent for the determination of nitrite and selenium. It is widely used in analytical chemistry and biological research to measure nitrite/nitrate levels as an indicator of nitric oxide (NO) activity. It has a molecular weight of 158.2 and formula C10H10N2. It is not a drug and has no clinical applications.
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| Molecular Formula |
C10H10N2
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|---|---|
| Molecular Weight |
158.1998
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| Exact Mass |
158.084
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| CAS # |
771-97-1
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| PubChem CID |
69872
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| Appearance |
Light yellow to brown solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
370.6±15.0 °C at 760 mmHg
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| Melting Point |
197-203 °C
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| Flash Point |
212.3±19.9 °C
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| Vapour Pressure |
0.0±0.8 mmHg at 25°C
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| Index of Refraction |
1.757
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| LogP |
1.28
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
2
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| Rotatable Bond Count |
0
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| Heavy Atom Count |
12
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| Complexity |
140
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| Defined Atom Stereocenter Count |
0
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| InChi Key |
XTBLDMQMUSHDEN-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C10H10N2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6H,11-12H2
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| Chemical Name |
naphthalene-2,3-diamine
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~100 mg/mL (~632.11 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (15.80 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 (15.80 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.  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 6.3211 mL | 31.6056 mL | 63.2111 mL | |
| 5 mM | 1.2642 mL | 6.3211 mL | 12.6422 mL | |
| 10 mM | 0.6321 mL | 3.1606 mL | 6.3211 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.
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.