Tetrahydrozoline hydrochlorideProduct ingredient for Tetryzoline

Name
Tetrahydrozoline hydrochloride
Drug Entry
Tetryzoline

Tetryzoline, also known as tetrahydrozoline, is a derivative of imidazoline with central and peripheral alpha (α)-adrenergic properties.4 Available since the 1950s, tetryzoline is a selective α1-receptor agonist 5 that is used as an ocular and nasal decongestant. Tetryzoline is found in a wide array of over-the-counter eye drops, including the most common brand, Visine.9 Tetryzoline is also found in combination products with other lubricants and anti-irritants, such as povidone, polyethylene glycol 400, dextran, and zinc sulfate.10,11,12 It is also used in combination with other drug classes, such as antihistamines, corticosteroids, and glucocorticoids in other countries. Tetryzoline is also found in nasal spray under the trade name Tyzine, which is used for decongestion of nasal and nasopharyngeal mucosa.13

As it causes profound sedation in children and adults, tetryzoline is increasingly becoming scrutinized for possible drug overdose and toxicity from accidental ingestion.2,4 It has also been misused for non-therapeutic purposes as a causative drug for several cases of drug-facilitated sexual assault.3

Accession Number
DBSALT001254
Structure
Synonyms
Tetrahydrozoline HCl
UNII
0YZT43HS7D
CAS Number
522-48-5
Weight
Average: 236.74
Monoisotopic: 236.1080263
Chemical Formula
C13H17ClN2
InChI Key
BJORNXNYWNIWEY-UHFFFAOYSA-N
InChI
InChI=1S/C13H16N2.ClH/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);1H
IUPAC Name
2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole hydrochloride
SMILES
Cl.C1CN=C(N1)C1CCCC2=CC=CC=C12
ChemSpider
10200
ChEBI
9492
ChEMBL
CHEMBL1200413
Wikipedia
Tetryzoline
Predicted Properties
PropertyValueSource
Water Solubility0.239 mg/mLALOGPS
logP3.11ALOGPS
logP2.24ChemAxon
logS-2.9ALOGPS
pKa (Strongest Basic)10.17ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area24.39 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity61.48 m3·mol-1ChemAxon
Polarizability23.01 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon