Naphazoline 835-31-4

Naphazoline

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. 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:

  • Hypersensitivity to naphazoline
  • Patients taking MAO inhibitors can experience a severe hypertensive crisis if given a sympathomimetic drug such as naphazoline HCl
  • Use in infants and children can result in central nervous system depression, leading to coma and marked reduction in body temperature
  • Should be used with caution in patients with severe cardiovascular disease including cardiac arrythmia and in patients with diabetes, especially those with a tendency toward diabetic ketoacidosis
  • Drug interactions can occur with anaesthetics that sensitize the myocardium to sympathomimetics (e. g. cyclopropane or halothane cautiously)
  • Exercise caution when applying prior to use of phenylephrine.

A possible association with stroke has been suggested.

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Systematic (IUPAC) name: 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole
Naphazoline CAS number: 835-31-4
ATC code: R01AA08
PubChem: 4436
DrugBank:
Formula: C14H14N2
Molecular mass: 210.274 g/mol
Naphazoline Assay/Purity: Typically NLT 98%
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