Structure via PubChem · Public domain (PubChem)
naphazoline
Sign in to saveAlso known as Naphcon®, Nafazolin, PRV942
Naphazoline is a medicine used as a decongestant, and a vasoconstrictor added to eye drops to relieve red eye. It has a rapid action in reducing swelling when applied to mucous membranes. It is a sympathomimetic agent with marked alpha adrenergic activity that acts on alpha-receptors in the arterioles of the conjunctiva to produce constriction, resulting in decreased congestion.
In the Vinony graph
Vinony's link graph records 752 inbound references to naphazoline, and connects out to propranolol, levonordefrin and 2C-G.
Vinony files it under 1-Naphthyl compounds, Alpha1-adrenergic agonists and Alpha2-adrenergic agonists.
Vinony links it to 26 Wikipedia language editions.
Chemical data
- Formula
- C14H14N2
- Molecular weight
- 210.27 g/mol
- IUPAC name
- 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole
- SMILES
- C1CN=C(N1)CC2=CC=CC3=CC=CC=C32
- InChIKey
- CNIIGCLFLJGOGP-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 24.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1971
- Admin. routes
- topical
- Indications
- neoplasm, eye allergy, allergic conjunctivitis, common cold
via ChEMBL · EBI
Research
587 papers- Naphazoline intoxication managed with minimally invasive cardiac output monitoring.The American journal of emergency medicine · 2024
- Naphazoline intoxication with transient QT prolongation and acute myocardial injury.Journal of cardiology cases · 2024
- Naphazoline and oxymetazoline are superior to epinephrine in enhancing the cutaneous analgesia of lidocaine in rats.Fundamental & clinical pharmacology · 2023
- Naphazoline abuse: a rare case of myocardial infarction with nonobstructive coronary arteries.Journal of cardiovascular medicine (Hagerstown, Md.) · 2024
- Treatment of allergic rhinitis and allergic conjunctivitis.The Medical letter on drugs and therapeutics · 2025
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- carbon
- Mass
- 210.115698
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₄H₁₄N₂
- World Health Organisation international non-proprietary name
- naphazoline
- medical condition treated
- sinusitis
- canonical SMILES
- C1CN=C(N1)CC2=CC=CC3=CC=CC=C32
- defined daily dose
- 0.4
- subject has role
- decongestant
- Commons category
- Naphazoline
Sources (3)
via Wikidata · CC0
~3 min read
Encyclopedic overview
12 sectionsContents
- Medical uses
- Nasal administration
- Ophthalmic drug administration
- Side effects
- Nasal administration
- Ophthalmic drug administration
- Contraindications
- Pharmacology
- Chemistry
- Society and culture
- Illicit use
- References
Naphazoline is a medicine used as a decongestant, and a vasoconstrictor added to eye drops to relieve red eye. It has a rapid action in reducing swelling when applied to mucous membranes. It is a sympathomimetic agent with marked alpha adrenergic activity that acts on alpha-receptors in the arterioles of the conjunctiva to produce constriction, resulting in decreased congestion.
It was patented in 1934 and came into medical use in 1942.
Excerpted from Wikipedia’s “naphazoline” article, available under the CC BY-SA 4.0 licence.