Azomycin (2-Nitroimidazole) is an antimicrobial antibiotic extracted from a strain of Nocardia mesenterica and an unidentified Streptomyces. Azomycin is active against aerobic Gram-positive and Gram-negative bacteria. The structure of azomycinis a 2-nitroimidazole. Reduction of azomycin abolish the bacteriostatic activities. Also the closely related analog, 4-nitroimidazole does not exhibit bacteriostatic effects.

Physicochemical Properties

Molecular Formula	C3H3N3O2
Molecular Weight	113.07
Exact Mass	113.022
Elemental Analysis	C, 31.87; H, 2.67; N, 37.16; O, 28.30
CAS #	527-73-1
Related CAS #	527-73-1
PubChem CID	10701
Appearance	White to yellow solid powder
Density	1.6±0.1 g/cm3
Boiling Point	373.6±25.0 °C at 760 mmHg
Melting Point	287 °C (dec.)(lit.)
Flash Point	179.7±23.2 °C
Vapour Pressure	0.0±0.8 mmHg at 25°C
Index of Refraction	1.612
LogP	0.15
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	0
Heavy Atom Count	8
Complexity	99.2
Defined Atom Stereocenter Count	0
SMILES	O=[N+]([O-])C1=NC=CN1
InChi Key	YZEUHQHUFTYLPH-UHFFFAOYSA-N
InChi Code	InChI=1S/C3H3N3O2/c7-6(8)3-4-1-2-5-3/h1-2H,(H,4,5)
Chemical Name	2-nitro-1H-imidazole
Synonyms	Amicin; 2-Nitroimidazole;
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

Targets	Bacterial
ln Vitro	An antibiotic called azomycin has the ability to combat both aerobic Gram-positive and Gram-negative bacteria. Azomycin has been shown to be effective against a range of anaerobic bacteria[1].
References	[1]. Isolation of azomycin from Pseudomonas fluorescens. J Antibiot (Tokyo). 1989 Oct;42(10):1513-4.
Additional Infomation	2-nitroimidazole is an imidazole that is 1H-imidazole substituted at position 2 by a nitro group. It has a role as an antitubercular agent. It is a C-nitro compound and a member of imidazoles. It is functionally related to a 1H-imidazole. 2-Nitroimidazole has been reported in Pseudomonas fluorescens with data available.

Solubility Data

Solubility (In Vitro)

DMSO : 22~50 mg/mL ( 194.56~442.20 mM )

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.67 mg/mL (23.61 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 26.7 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: ≥ 2.67 mg/mL (23.61 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 26.7 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 3: 10% DMSO+40% PEG300+5% Tween-80+45% Saline: ≥ 2.67 mg/mL (23.61 mM)  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	8.8441 mL	44.2204 mL	88.4408 mL
	5 mM	1.7688 mL	8.8441 mL	17.6882 mL
	10 mM	0.8844 mL	4.4220 mL	8.8441 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.