2-Imidazoline

2-Imidazoline

Names
IUPAC name 4,5-Dihydro-1H-imidazole
Identifiers
CAS Number	504-75-6 Y
3D model (JSmol)	Interactive image
ChemSpider	61464 Y
ECHA InfoCard	100.007.273
PubChem CID	68156
CompTox Dashboard (EPA)	DTXSID2060127
InChI InChI=1S/C3H6N2/c1-2-5-3-4-1/h3H,1-2H2,(H,4,5) Y Key: MTNDZQHUAFNZQY-UHFFFAOYSA-N Y InChI=1/C3H6N2/c1-2-5-3-4-1/h3H,1-2H2,(H,4,5) Key: MTNDZQHUAFNZQY-UHFFFAOYAB
SMILES N\1=C\NCC/1
Properties
Chemical formula	C3H6N2
Molar mass	70.095 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Imidazoline is a nitrogen-containing heterocycle with formula C₃H₆N₂, derived from imidazole. The ring contains an imine bond, and the carbons at the 4 and 5 positions are singly bonded, rather than doubly bonded for the case of imidazole. Imidazolines are structurally related to guanidines and amidines.

Chemical relationship of imidazole to its reduced derivatives.

Second generation Grubbs' catalyst

Like imidazole, imidazoline-based compounds have been used as N-heterocyclic carbene ligands on various transition metals. It is found in the commercially available second generation Grubbs' catalyst.

Biological role

Many imidazolines are biologically active. Most bio-active derivatives bear a substituent (aryl or alkyl group) on the carbon between the nitrogen centers. Some generic names include oxymetazoline, xylometazoline, tetrahydrozoline, and naphazoline.

See also

• Imidazoline receptor
• Imidazolidine