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BNN3

Cat No.:V57213 Purity: ≥98%
BNN3 is a caged nitric oxide (NO) donor.
BNN3
BNN3 Chemical Structure CAS No.: 6947-38-2
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
Official Supplier of:
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Product Description
BNN3 is a caged nitric oxide (NO) donor. BNN3 is membrane permeable/penetrable and incorporated into lipid membranes.
BNN3 (N,N-Dimethyl-N,N-dinitroso-p-phenylenediamine) is a caged nitric oxide (NO) donor. It is membrane‑permeant and incorporates into lipid membranes, making it useful for controlled NO release in biological systems. It serves as a tool for studying NO‑dependent signaling pathways and nitric oxide's roles in vasodilation, neurotransmission, and immune regulation.
Biological Activity I Assay Protocols (From Reference)
Targets
Nitric oxide (NO) production is the primary target for biological activity. BNN3 itself does not bind to a specific protein; instead, it releases NO which then activates soluble guanylyl cyclase (sGC) leading to cGMP production. NO also interacts with protein thiols to form S‑nitrosothiols.
ln Vitro
BNN3 produces NO, λEm (max): ~300 nm, using a laser beam or xenon lamp[1].
BNN3 serves as a controlled‑release NO donor; the rate and amount of NO generated in vitro depend on the presence of reducing agents or light activation. In cell‑free systems, BNN3 (10-100 uM) releases NO detected by Griess assay or NO‑specific electrode. This NO production can be inhibited by NO scavengers.
ln Vivo
Due to NO release, BNN3 can produce vasodilation in isolated blood vessels, inhibit platelet aggregation, modulate immune cell activity, and exert cytotoxic effects against tumor cells in vivo. However, specific in vivo dosing and efficacy studies for BNN3 are not well documented in the search results.
Enzyme Assay
BNN3 is dissolved in DMSO or ethanol. For NO release assays, BNN3 (1-100 microM) is incubated in PBS (pH 7.4) at 37degC. NO concentration is measured using a nitrate/nitrite fluorometric assay kit or an NO electrode. For photolysis experiments, BNN3 is exposed to UV light (350 nm) to trigger NO release; this is useful for time‑controlled studies. No specific receptor binding experiments are applicable.
Cell Assay
Endothelial cells or smooth muscle cells are seeded in 6‑well plates and treated with BNN3 (1-100 microM). NO production is measured by DAF‑FM DA fluorescent probe. cGMP levels in cell lysates are quantified by ELISA. For functional assays, rat aortic rings are mounted in organ baths, pre‑contracted with phenylephrine, and treated with BNN3 (0.1-100 microM) to measure relaxation. Intracellular calcium levels can be monitored with Fluo‑4 AM.
Animal Protocol
Animal studies typically involve rodents. BNN3 is administered via intraperitoneal injection (1-10 mg/kg) or intravenous injection. Blood pressure is monitored via carotid artery catheterization to measure vasodilation. In models of septic shock, BNN3 may be given to modulate inflammation. For analgesic studies, BNN3 is injected intrathecally (10-100 microg/rat) and paw withdrawal latency measured. Specific protocols for BNN3 are not detailed in the search results.
ADME/Pharmacokinetics
Cannot be extracted; information not available. As a small molecule (MW 194.19) that is membrane‑permeant and lipid‑incorporated, BNN3 likely has rapid absorption. It is expected to be metabolically unstable with a short half-life due to rapid conversion to NO. No quantitative PK data (t½, clearance, AUC) is available; most studies focus on local or systemic pharmacodynamic effects.
Toxicity/Toxicokinetics
BNN3 has not undergone systematic toxicological testing. As an NO donor, potential toxicity may include hypotension (excessive vasodilation), methemoglobinemia from nitrosylation of hemoglobin, and off‑target nitrosative stress causing cellular damage. Short‑term animal studies at moderate doses (mg/kg range) likely have a reasonable safety margin. Carcinogenicity and reproductive toxicity studies are not available.
References
[1]. Namiki S, et, al. Bis-N-nitroso-caged nitric oxides: photochemistry and biological performance test by rat aorta vasorelaxation. Bioorg Med Chem. 1999 Aug;7(8):1695-702.
Additional Infomation
BNN3 (N1,N4-Dimethyl-N1,N4-dinitroso-1,4-benzenediamine) is a caged nitric oxide donor used in physiological and pharmacological studies. It is membrane‑permeant and incorporates into lipid bilayers, enabling intracellular NO delivery. It is used to investigate NO signaling in vasodilation, platelet function, and immune response. It may also target the NLRP3 inflammasome, blocking associated signaling pathways. BNN3 is not approved for clinical use. Molecular formula: C8H10N4O2; molecular weight: 194.19.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H10N4O2
Molecular Weight
194.19
Exact Mass
194.08
CAS #
6947-38-2
PubChem CID
245218
Appearance
Light yellow to yellow solid powder
Density
1.23g/cm3
Boiling Point
430.9ºC at 760 mmHg
Flash Point
214.4ºC
Index of Refraction
1.58
LogP
1.921
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
2
Heavy Atom Count
14
Complexity
182
Defined Atom Stereocenter Count
0
SMILES
CN(c1ccc(cc1)N(C)N=O)N=O
InChi Key
WKDYJAMEXVFEEA-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H10N4O2/c1-11(9-13)7-3-5-8(6-4-7)12(2)10-14/h3-6H,1-2H3
Chemical Name
N-methyl-N-[4-[methyl(nitroso)amino]phenyl]nitrous amide
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: 50 mg/mL (257.48 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (6.44 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 12.5 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 5.1496 mL 25.7480 mL 51.4960 mL
5 mM 1.0299 mL 5.1496 mL 10.2992 mL
10 mM 0.5150 mL 2.5748 mL 5.1496 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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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)
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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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