TETRAHYDROZOLINE

US Approved OTC

First approved in 1954

Details

Stereochemistry	RACEMIC
Molecular Formula	C13H16N2
Molecular Weight	200.2795
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CN=C(N1)C2CCCC3=CC=CC=C23

InChI

InChIKey=BYJAVTDNIXVSPW-UHFFFAOYSA-N

InChI=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)

HIDE SMILES / InChI

Molecular Formula	C13H16N2
Molecular Weight	200.2795
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: http://www.rxresource.org/prescription-information/Tyzine-Pediatric-Fougera-Pharmaceuticals-Inc.html

Tetrahydrozoline is an alpha adrenergic receptor agonist, which is used in form of nasal solution or spray (Tyzin) for decongestion of nasal and nasopharyngeal mucosa.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adrenergic receptor alpha 65 Target ID: CHEMBL2095203 Sources: www.ncbi.nlm.nih.gov/pubmed/18259967	Agonist 2752

Conditions

Condition	Modality	Targets	Highest Phase	Product
Nasal congestion 27 Sources: http://www.rxresource.org/prescription-information/Tyzine-Pediatric-Fougera-Pharmaceuticals-Inc.html	Curative		Approved 8583	TYZINE Approved Use Tyzine Nasal Solution is indicated for decongestion of nasal and nasopharyngeal mucosa. Launch Date 1979

C_max

Value	Dose	Co-administered	Analyte	Population
0.218 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21972870/	2 drop 4 times / day multiple, ocular dose: 2 drop route of administration: Ocular experiment type: MULTIPLE co-administered:		TETRAHYDROZOLINE serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
3.46 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21972870/	2 drop 4 times / day multiple, ocular dose: 2 drop route of administration: Ocular experiment type: MULTIPLE co-administered:		TETRAHYDROZOLINE serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
6 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21972870/	2 drop 4 times / day multiple, ocular dose: 2 drop route of administration: Ocular experiment type: MULTIPLE co-administered:		TETRAHYDROZOLINE serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Doses

Dose	Population	Adverse events
7500 ug single, oral Overdose Dose: 7500 ug Route: oral Route: single Dose: 7500 ug Sources: https://pubmed.ncbi.nlm.nih.gov/15388224	healthy, 16 years Health Status: healthy Age Group: 16 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/15388224	Other AEs: Sinoatrial node dysfunction... Other AEs: Sinoatrial node dysfunction (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/15388224
0.3 mg/kg single, oral Overdose Dose: 0.3 mg/kg Route: oral Route: single Dose: 0.3 mg/kg Sources: https://pubmed.ncbi.nlm.nih.gov/21740144	healthy, 20 months-2 years Health Status: healthy Age Group: 20 months-2 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/21740144	Other AEs: Bradycardia, Hypertension... Other AEs: Bradycardia (2 patients) Hypertension (1 patient) Gasping (2 patients) Sources: https://pubmed.ncbi.nlm.nih.gov/21740144
250 ug 3 times / day multiple, oral Overdose Dose: 250 ug, 3 times / day Route: oral Route: multiple Dose: 250 ug, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/20723124	unhealthy, 25 days Health Status: unhealthy Age Group: 25 days Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/20723124	Other AEs: Hypotonia... Other AEs: Hypotonia (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/20723124
250 ug 3 times / day multiple, oral Overdose Dose: 250 ug, 3 times / day Route: oral Route: multiple Dose: 250 ug, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/20723124	unhealthy, 25 days Health Status: unhealthy Age Group: 25 days Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/20723124	Other AEs: Apnea... Other AEs: Apnea (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/20723124
15000 ug single, oral Overdose Dose: 15000 ug Route: oral Route: single Dose: 15000 ug Sources: https://pubmed.ncbi.nlm.nih.gov/8530784	healthy, 41 years Health Status: healthy Age Group: 41 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8530784	Other AEs: Hypothermia, Bradycardia... Other AEs: Hypothermia (1 patient) Bradycardia (1 patient) Hypotension (1 patient) Miosis (1 patient) Lethargy (1 patient) Mucous membrane disorder (NOS) (1 patient) Bowel sounds decreased (1 patient) Chest pain (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/8530784

AEs

AE	Significance	Dose	Population
Sinoatrial node dysfunction	1 patient	7500 ug single, oral Overdose Dose: 7500 ug Route: oral Route: single Dose: 7500 ug Sources: https://pubmed.ncbi.nlm.nih.gov/15388224	healthy, 16 years Health Status: healthy Age Group: 16 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/15388224
Hypertension	1 patient	0.3 mg/kg single, oral Overdose Dose: 0.3 mg/kg Route: oral Route: single Dose: 0.3 mg/kg Sources: https://pubmed.ncbi.nlm.nih.gov/21740144	healthy, 20 months-2 years Health Status: healthy Age Group: 20 months-2 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/21740144
Bradycardia	2 patients	0.3 mg/kg single, oral Overdose Dose: 0.3 mg/kg Route: oral Route: single Dose: 0.3 mg/kg Sources: https://pubmed.ncbi.nlm.nih.gov/21740144	healthy, 20 months-2 years Health Status: healthy Age Group: 20 months-2 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/21740144
Gasping	2 patients	0.3 mg/kg single, oral Overdose Dose: 0.3 mg/kg Route: oral Route: single Dose: 0.3 mg/kg Sources: https://pubmed.ncbi.nlm.nih.gov/21740144	healthy, 20 months-2 years Health Status: healthy Age Group: 20 months-2 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/21740144
Hypotonia	1 patient	250 ug 3 times / day multiple, oral Overdose Dose: 250 ug, 3 times / day Route: oral Route: multiple Dose: 250 ug, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/20723124	unhealthy, 25 days Health Status: unhealthy Age Group: 25 days Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/20723124
Apnea	1 patient	250 ug 3 times / day multiple, oral Overdose Dose: 250 ug, 3 times / day Route: oral Route: multiple Dose: 250 ug, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/20723124	unhealthy, 25 days Health Status: unhealthy Age Group: 25 days Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/20723124
Bowel sounds decreased	1 patient	15000 ug single, oral Overdose Dose: 15000 ug Route: oral Route: single Dose: 15000 ug Sources: https://pubmed.ncbi.nlm.nih.gov/8530784	healthy, 41 years Health Status: healthy Age Group: 41 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8530784
Bradycardia	1 patient	15000 ug single, oral Overdose Dose: 15000 ug Route: oral Route: single Dose: 15000 ug Sources: https://pubmed.ncbi.nlm.nih.gov/8530784	healthy, 41 years Health Status: healthy Age Group: 41 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8530784
Chest pain	1 patient	15000 ug single, oral Overdose Dose: 15000 ug Route: oral Route: single Dose: 15000 ug Sources: https://pubmed.ncbi.nlm.nih.gov/8530784	healthy, 41 years Health Status: healthy Age Group: 41 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8530784
Hypotension	1 patient	15000 ug single, oral Overdose Dose: 15000 ug Route: oral Route: single Dose: 15000 ug Sources: https://pubmed.ncbi.nlm.nih.gov/8530784	healthy, 41 years Health Status: healthy Age Group: 41 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8530784
Hypothermia	1 patient	15000 ug single, oral Overdose Dose: 15000 ug Route: oral Route: single Dose: 15000 ug Sources: https://pubmed.ncbi.nlm.nih.gov/8530784	healthy, 41 years Health Status: healthy Age Group: 41 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8530784
Lethargy	1 patient	15000 ug single, oral Overdose Dose: 15000 ug Route: oral Route: single Dose: 15000 ug Sources: https://pubmed.ncbi.nlm.nih.gov/8530784	healthy, 41 years Health Status: healthy Age Group: 41 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8530784
Miosis	1 patient	15000 ug single, oral Overdose Dose: 15000 ug Route: oral Route: single Dose: 15000 ug Sources: https://pubmed.ncbi.nlm.nih.gov/8530784	healthy, 41 years Health Status: healthy Age Group: 41 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8530784
Mucous membrane disorder (NOS)	1 patient	15000 ug single, oral Overdose Dose: 15000 ug Route: oral Route: single Dose: 15000 ug Sources: https://pubmed.ncbi.nlm.nih.gov/8530784	healthy, 41 years Health Status: healthy Age Group: 41 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8530784

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY573823	https://www.001chemical.com/chem/84-22-0
3B Scientific (Wuhan) Corp	3B2-4921	http://www.3bsc.com/index/pro_info.php?id=79861
AHH Chemical co.,ltd	MR-1085668	http://www.ahhchemical.com/product/MR-1085668.html
Alinda	ALBB-023224	http://alinda.ru/finechem_en_.html?i=ALBB-023224
Ambeed	A187603	https://www.ambeed.com/products/84-22-0.html
BLD Pharm	BD153519	http://www.bldpharm.com/products/84-22-0.html
Chem Scene	CS-0009512	http://www.chemscene.com/84-22-0.html
ChemMol	49416873	http://www.chemmol.com/chemmol/49416873.html
Chemspace	CSSB00011301665	https://chem-space.com/CSSB00011301665
eNovation Chemicals	D395049	https://www.enovationchem.com/ProductDetails.asp?ProductID=D395049
eNovation Chemicals	D767292	https://www.enovationchem.com/ProductDetails.asp?ProductID=D767292
Finetech	FT-0690208	http://www.finetechnology-ind.com/prod/detail/pub/84-22-0.html
Hairui	HR145170	http://www.hairuichem.com/en/product/84-22-0.html
iChemical	EBD53541	http://www.ichemical.com/chemicals/cas-84-22-0
mcule	MCULE-1878887684	https://mcule.com/MCULE-1878887684/
MedChem Express	HY-B0556	https://www.medchemexpress.com/tetrahydrozoline.html
Molcore	MC573823	https://www.molcore.com/product/84-22-0
Oakwood	373421	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=144909&ExtHyperLink=1
OChem	11845	http://www.ocheminc.com/index.php?act=psearch&pid=084T220
Smolecule	S569467	https://www.smolecule.com/products/s569467
THE BioTek	bt-291936	https://www.thebiotek.com/product/others/bt-291936
Vitas-M Laboratory	STL163582	http://www.request.vitasmlab.com/index.php?option=com_search_stk&Itemid=22&stk=STL163582&?utm_source=pubchem&utm_medium=p_search_link&utm_campaign=pubchem_search&utm_content=pubchem_slink

PubMed

Title	Date	PubMed
Tetrahydrozoline (Visine®) concentrations in serum and urine during therapeutic ocular dosing: a necessary first step in determining an overdose.	2011-11	21972870
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.	2011-07-14	21599003
2-(1,2,3,4-Tetra-hydro-1-naphth-yl)imidazolium chloride monohydrate.	2010-08-18	21588668
Naloxone use in a newborn with apnea due to tetrahydrozoline intoxication.	2010-06	20723124
Development of a multicommutated flow system with chemiluminometric detection for quantification of gentamicin in pharmaceuticals.	2010	20981343
Determination of tetrahydrozoline in urine and blood using gas chromatography-mass spectrometry (GC-MS).	2010	20077102
A comparative kinetic and mechanistic study between tetrahydrozoline and naphazoline toward photogenerated reactive oxygen species.	2009-08-28	19709378
Prolonged cardiovascular effects after unintentional ingestion of tetrahydrozoline.	2008-02	18259967
Patient use of Visine (tetrahydrozoline) masks Horner syndrome.	2008-01	18156384
Comparative evaluation of antimicrobial efficacy of sodium hypochlorite, MTAD, and Tetraclean against Enterococcus faecalis biofilm.	2007-07	17804328
Drug facilitated sexual assault using an over-the-counter ocular solution containing tetrahydrozoline (Visine).	2007-07	17320456
Antagonism by imidazoline-type drugs of muscarinic and other receptors in the guinea-pig ileum.	2006-07	16879492
[Drug administration in newborns. Is clinical experience enough?].	2006-04	16606581
Ophthalmic delivery systems based on drug-polymer-polymer ionic ternary interaction: in vitro and in vivo characterization.	2006-01	16162402
Simple HPLC determination of benzalkonium chloride in ophthalmic formulations containing antazoline and tetrahydrozoline.	2005-12-01	16316068
[Systemic involvement in premature infants after intranasal administration of tetryzoline drops].	2005-10	16219260
Effects of two eye drop products on computer users with subjective ocular discomfort.	2005-01	15682562
Sinoatrial node arrest following tetrahydrozoline ingestion.	2004-10	15388224
[Acute exposure to imidazoline derivatives in children].	2003-12-20	14685449
[The tolerability of nasal drugs with special regard to preservatives and physico-chemical parameters].	2003-11	14634896
Pediatric Visine (tetrahydrozoline) ingestion: case report and review of imidazoline toxicity.	2003-08	12882493
Transdermal penetration of vasoconstrictors--present understanding and assessment of the human epidermal flux and retention of free bases and ion-pairs.	2003-02	12636167
Simultaneous determination of ofloxacin, tetrahydrozoline hydrochloride, and prednisolone acetate by high-performance liquid chromatography.	2002-09	12387333
Gingival inflammatory response induced by chemical retraction agents in beagle dogs.	2002-03-13	11887594
Viability of fibroblasts in cell culture after treatment with different chemical retraction agents.	2002-01	11844038
Electron microscopic analysis of the effects of chemical retraction agents on cultured rat keratinocytes.	2002-01	11807484
Gingival tissue inflammatory response following treatment with chemical retraction agents in Beagle dogs.	2001	11678316

Patents

Sample Use Guides

In Vivo Use Guide

Adults and Children 6 Years and Over, Tyzine 0.1% Nasal Solution: It is recommended that 2 to 4 drops be instilled in each nostril as needed, never more often than every three hours. Adults and Children 6 Years and Over, Tyzine 0.1% Nasal Spray: It is recommended to squeeze quickly and firmly three or four times the spray in each nostril as needed, never more often than every three hours. Children 2 to 6 Years of Age, Tyzine 0.05 % Pediatric Nasal Drops: It is recommended that 2 to 3 drops be instilled in each nostril as needed, and never more often than every three hours.

Route of Administration: Nasal

In Vitro Use Guide

Rat and rabbit aortae were treated with tetrahydrozoline at concentrations from 10(-7) to 10(-5) M to determine the drug relative efficacy. Emax value was 0.51 for the rabbit aortae and 0 for the rat aortae.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:46:26 GMT 2025` Edited by `admin` on `Mon Mar 31 17:46:26 GMT 2025`
Record UNII	S9U025Y077
Record Status	`Validated (UNII)`
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Name

Type

Language

TETRAHYDROZOLINE

Common Name

English

TETRYZOLINE

Preferred Name

English

tetryzoline [INN]

Common Name

English

Tetryzoline [WHO-DD]

Common Name

English

1H-IMIDAZOLE, 4,5-DIHYDRO-2-(1,2,3,4-TETRAHYDRO-1-NAPHTHALENYL)-

Systematic Name

English

CALTHEON

Brand Name

English

TETRAHYDROZOLINE [VANDF]

Common Name

English

TETRAHYDROZOLINE [HSDB]

Common Name

English

TETRAHYDROZOLINE [MI]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QS01GA02