2-Aminooxazole

2-Aminooxazole is a heterocyclic organic compound, belonging to the class of oxazoles. It is a five-membered ring structure containing one oxygen and two nitrogen atoms.

2-Aminooxazole

Names
IUPAC name 1,3-oxazol-2-amine
Other names 2-Oxazolamine imino oxazole Oxazole-2-amine oxazolyl amine
Identifiers
CAS Number	4570-45-0
3D model (JSmol)	Interactive image
ChemSpider	485518
ECHA InfoCard	100.128.287
EC Number	610-269-1[1]
MeSH	2-aminooxazole
PubChem CID	558521
CompTox Dashboard (EPA)	DTXSID00339766
InChI InChI=1S/C3H4N2O/c4-3-5-1-2-6-3/h1-2H,(H2,4,5) InChIKey = ACTKAGSPIFDCMF-UHFFFAOYSA-N
SMILES C1=COC(=N1)N
Properties
Chemical formula	C3H4N2O
Molar mass	84.08 g/mol
Appearance	White solid (at 97% purity)
Density	1.2±0.1 g/cm3
Melting point	90-95 °C
Boiling point	186.7±23.0 °C
Vapor pressure	0.7±0.4 mmHg
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Flash point	66.7±22.6 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Properties

2-Aminooxazole contains a primary amine group which can participate in various reactions like protonation, acylation, or alkylation. The oxazole ring can also show reactions like ring expansion, electrophilic substitution, etc.^[2] and also contributes aromatic character and stability to the molecule.

Applications

2-Aminooxazole possesses antimicrobial properties against various fungal and bacterial strains especially against Tuberculosis-causing Mycobacterium tuberculosis.^[3]

The amine group of 2-Aminooxazole can potentially link with different molecules, making it a potential candidate for drug synthesis in antitubercular medicinal chemistry.^[4]

2-Aminooxazole has also been hypothesised to have played a role in chemical evolution as a precursor of RNA nucleotides.^[5]

See also

• Oxazoles
• 2-Aminothiazole