Naphazoline

Naphazoline
Clinical data


Trade names	Naphcon-a
AHFS/Drugs.com	Monograph
Routes of administration	Topical (solution)
ATC code	R01AA08 (WHO) S01GA01 (WHO)
Identifiers
IUPAC name 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole
CAS Number	835-31-4^N
PubChem CID	4436
IUPHAR/BPS	5509
DrugBank	DB06711^Y
ChemSpider	4283^Y
UNII	H231GF11BV
KEGG	D08253^Y
ChEMBL	CHEMBL761^Y
ECHA InfoCard	100.011.492
Chemical and physical data
Formula	C₁₄H₁₄N₂
Molar mass	210.274
3D model (Jmol)	Interactive image
SMILES N\1=C(\NCC/1)Cc2cccc3c2cccc3
InChI InChI=1S/C14H14N2/c1-2-7-13-11(4-1)5-3-6-12(13)10-14-15-8-9-16-14/h1-7H,8-10H2,(H,15,16)^Y Key:CNIIGCLFLJGOGP-UHFFFAOYSA-N^Y
^NY (what is this?)

Naphazoline (in the hydrochloride form) is the common name for 2-(1-naphthylmethyl)-2-imidazoline hydrochloride. It is a sympathomimetic agent with marked alpha adrenergic activity. It is a vasoconstrictor with a rapid action in reducing swelling when applied to mucous membrane. It acts on alpha-receptors in the arterioles of the conjunctiva to produce constriction, resulting in decreased congestion. It is an active ingredient in several over-the-counter formulations including Clear Eyes and Naphcon eye drops.

The non-hydrochloride form of Naphazoline has the molecular formula C₁₄H₁₄N₂ and a molar mass of 210.28 g/mol. The HCl salt form has a molar mass of 246.73 g/mol.

A few warnings and contraindications that apply to all naphazoline-containing substances intended for medicinal use are:

A possible association with stroke has been suggested.

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Wikipedia