Structure via PubChem · Public domain (PubChem)
tetrahydrozoline
Sign in to saveAlso known as (RS)-2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole, Tetrizolina, Tetryzolin, Tétryzoline, Tetryzolinum, Tetryzoline, 4,5-dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole
Tetryzoline (INN), also known as tetrahydrozoline, is a drug used in some over-the-counter eye drops and nasal sprays. Tetryzoline was patented in 1954, and came into medical use in 1959.
Key facts
- Drug.IUPAC_name
- (RS)-2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole
- Drug.image
- Tetrahydrozoline-2D-skeletal.svg
- Drug.image_class
- skin-invert-image
- Drug.Verifiedfields
- changed
- Drug.verifiedrevid
- 470604535
- Drug.ChemSpiderID
- 5226
- Drug.KEGG
- D08578
- Drug.ChEMBL
- 1266
- Drug.StdInChI
- 1S/C13H16N2/c1-2-6-11-10(4-1)5-3-7-12(11)13-14-8-9-15-13/h1-2,4,6,12H,3,5,7-9H2,(H,14,15)
- Drug.StdInChIKey
- BYJAVTDNIXVSPW-UHFFFAOYSA-N
- Drug.CAS_number
- 84-22-0
- Drug.PubChem
- 5419
- Drug.UNII
- S9U025Y077
- Drug.ChEBI
- 28674
- Drug.ATC_prefix
- R01
- Drug.ATC_suffix
- AA06
- Drug.C
- 13
- Drug.H
- 16
via Wikipedia infobox
Chemical data
- Formula
- C13H16N2
- Molecular weight
- 200.28 g/mol
- IUPAC name
- 2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole
- SMILES
- C1CC(C2=CC=CC=C2C1)C3=NCCN3
- InChIKey
- BYJAVTDNIXVSPW-UHFFFAOYSA-N
- XLogP
- 1.8
- 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
- 1979
- Admin. routes
- topical
- Indications
- eye allergy, dry eye syndrome, Nasal congestion
via ChEMBL · EBI
Research
168 papers- Pediatric Visine (tetrahydrozoline) ingestion: case report and review of imidazoline toxicity.Veterinary and human toxicology · 2003
- Drug-Facilitated Sexual Assault With Tetrahydrozoline (Visine): A Case Report.Journal of forensic nursing · 2023
- Tetrahydrozoline (Visine®) concentrations in serum and urine during therapeutic ocular dosing: a necessary first step in determining an overdose.Clinical toxicology (Philadelphia, Pa.) · 2011
- Sporadic Hemiplegic Migraine.Cureus · 2023
- [Tetrahydrozoline in ophthalmology].Therapie der Gegenwart · 1959
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 200.131349
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₃H₁₆N₂
- medical condition treated
- sinusitis
- canonical SMILES
- C1CC(C2=CC=CC=C2C1)C3=NCCN3
- World Health Organisation international non-proprietary name
- tetryzoline
- defined daily dose
- 0.8
- subject has role
- decongestant
- Commons category
- Tetryzoline
Sources (3)
via Wikidata · CC0
~4 min read
Encyclopedic overview
11 sectionsContents
- Side effects
- Overdose
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- Society and culture
- Names
- Urban legend
- Criminal use
- References
Tetryzoline (INN), also known as tetrahydrozoline, is a drug used in some over-the-counter eye drops and nasal sprays. Tetryzoline was patented in 1954, and came into medical use in 1959.
==Side effects== Tetryzoline eye drops may cause blurred vision, eye irritation and dilated pupils. Tetryzoline is not suitable for prolonged use as its vasoconstrictive effects within the eye eventually decrease or stop. If tolerance to the drug has developed, ceasing its use may cause a rebound effect and increase redness of the eyes — a vasodilatory effect.
Excerpted from Wikipedia’s “tetrahydrozoline” article, available under the CC BY-SA 4.0 licence.