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Naphazoline
Systematic (IUPAC) name
2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole
Identifiers
CAS number 835-31-4
ATC code R01AA08
PubChem 4436
Chemical data
Formula C14H14N2 
Mol. mass 210.274
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes Topical

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.[1]

It has the molecular formula C14H14N2.HCl and a molecular weight of 246.73 g/mol.

Warnings and contraindications

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.[2]

References

  1. ^ "Ophthalmology: naphazoline". Tarascon Pocket Pharmacopoeia 2009. Jones and Bartlett Publishers. 2008. ISBN 0763765724. 
  2. ^ Zavala JA, Pereira ER, Zétola VH, Teive HA, Nóvak EM, Werneck LC (September 2004). "Hemorrhagic stroke after naphazoline exposition: case report". Arq Neuropsiquiatr 62 (3B): 889–91. doi:/S0004-282X2004000500030. PMID 15476091. http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0004-282X2004000500030&lng=en&nrm=iso&tlng=en. 







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