2-Nitrosopyridine is a nitroso compound used in the synthesis/preparation of antibiotics. 2-Nitrosopyridine could be utilized as a derivatization reagent and a dienophile with high affinity in Click reaction or Diels-Alder reaction.

Physicochemical Properties

Molecular Formula	C5H4N2O
Molecular Weight	108.10
Exact Mass	108.032
CAS #	79917-37-6
PubChem CID	149263
Appearance	Light brown to yellow solid powder
LogP	1.479
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	0
Heavy Atom Count	8
Complexity	84.5
Defined Atom Stereocenter Count	0
SMILES	C1=CC=NC(=C1)N=O
InChi Key	UJMHYOGYJDQSOH-UHFFFAOYSA-N
InChi Code	InChI=1S/C5H4N2O/c8-7-5-3-1-2-4-6-5/h1-4H
Chemical Name	2-nitrosopyridine
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)

Biological Activity

References

[1]. Timothy A. Wencewicz, et al. N-O Chemistry for Antibiotics: Discovery of N-Alkyl-N-(pyridin-2-yl) hydroxylamine Scaffolds as Selective Antibacterial Agents Using Nitroso Diels?Alder and Ene Chemistry. Journal of Medicinal Chemistry, 54(19), 6843–6858. [2]. Debin Wan, et al. A new sensitive LC/MS/MS analysis of vitamin D metabolites using a click derivatization reagent, 2-nitrosopyridine. J Lipid Res. 2017 Apr; 58(4): 798–808.

Solubility Data

Solubility (In Vitro)

DMSO: 100 mg/mL (925.07 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (23.13 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 (23.13 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	9.2507 mL	46.2535 mL	92.5069 mL
	5 mM	1.8501 mL	9.2507 mL	18.5014 mL
	10 mM	0.9251 mL	4.6253 mL	9.2507 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.