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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 of TETRAHYDROZOLINE

SMILES

C1CN=C(N1)C2CCCC3=C2C=CC=C3

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
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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL2095203
Sources: www.ncbi.nlm.nih.gov/pubmed/18259967
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
TYZINE

Approved Use

Tyzine Nasal Solution is indicated for decongestion of nasal and nasopharyngeal mucosa.

Launch Date

3.12768004E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.218 ng/mL
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

AUC

ValueDoseCo-administeredAnalytePopulation
3.46 ng × h/mL
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
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
6 h
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

Doses

DosePopulationAdverse events​
7500 ug single, oral
Overdose
Dose: 7500 ug
Route: oral
Route: single
Dose: 7500 ug
Sources:
healthy, 16 years
n = 1
Health Status: healthy
Age Group: 16 years
Sex: M
Population Size: 1
Sources:
Other AEs: Sinoatrial node dysfunction...
Other AEs:
Sinoatrial node dysfunction (1 patient)
Sources:
0.3 mg/kg single, oral
Overdose
Dose: 0.3 mg/kg
Route: oral
Route: single
Dose: 0.3 mg/kg
Sources:
healthy, 20 months-2 years
n = 2
Health Status: healthy
Age Group: 20 months-2 years
Sex: M+F
Population Size: 2
Sources:
Other AEs: Bradycardia, Hypertension...
Other AEs:
Bradycardia (2 patients)
Hypertension (1 patient)
Gasping (2 patients)
Sources:
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:
unhealthy, 25 days
n = 1
Health Status: unhealthy
Age Group: 25 days
Sex: M
Population Size: 1
Sources:
Other AEs: Hypotonia...
Other AEs:
Hypotonia (1 patient)
Sources:
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:
unhealthy, 25 days
n = 1
Health Status: unhealthy
Condition: mild fever
Age Group: 25 days
Sex: M
Population Size: 1
Sources:
Other AEs: Apnea...
Other AEs:
Apnea (1 patient)
Sources:
15000 ug single, oral
Overdose
Dose: 15000 ug
Route: oral
Route: single
Dose: 15000 ug
Sources:
healthy, 41 years
n = 1
Health Status: healthy
Age Group: 41 years
Sex: M
Population Size: 1
Sources:
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:
AEs

AEs

AESignificanceDosePopulation
Sinoatrial node dysfunction 1 patient
7500 ug single, oral
Overdose
Dose: 7500 ug
Route: oral
Route: single
Dose: 7500 ug
Sources:
healthy, 16 years
n = 1
Health Status: healthy
Age Group: 16 years
Sex: M
Population Size: 1
Sources:
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:
healthy, 20 months-2 years
n = 2
Health Status: healthy
Age Group: 20 months-2 years
Sex: M+F
Population Size: 2
Sources:
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:
healthy, 20 months-2 years
n = 2
Health Status: healthy
Age Group: 20 months-2 years
Sex: M+F
Population Size: 2
Sources:
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:
healthy, 20 months-2 years
n = 2
Health Status: healthy
Age Group: 20 months-2 years
Sex: M+F
Population Size: 2
Sources:
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:
unhealthy, 25 days
n = 1
Health Status: unhealthy
Age Group: 25 days
Sex: M
Population Size: 1
Sources:
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:
unhealthy, 25 days
n = 1
Health Status: unhealthy
Condition: mild fever
Age Group: 25 days
Sex: M
Population Size: 1
Sources:
Bowel sounds decreased 1 patient
15000 ug single, oral
Overdose
Dose: 15000 ug
Route: oral
Route: single
Dose: 15000 ug
Sources:
healthy, 41 years
n = 1
Health Status: healthy
Age Group: 41 years
Sex: M
Population Size: 1
Sources:
Bradycardia 1 patient
15000 ug single, oral
Overdose
Dose: 15000 ug
Route: oral
Route: single
Dose: 15000 ug
Sources:
healthy, 41 years
n = 1
Health Status: healthy
Age Group: 41 years
Sex: M
Population Size: 1
Sources:
Chest pain 1 patient
15000 ug single, oral
Overdose
Dose: 15000 ug
Route: oral
Route: single
Dose: 15000 ug
Sources:
healthy, 41 years
n = 1
Health Status: healthy
Age Group: 41 years
Sex: M
Population Size: 1
Sources:
Hypotension 1 patient
15000 ug single, oral
Overdose
Dose: 15000 ug
Route: oral
Route: single
Dose: 15000 ug
Sources:
healthy, 41 years
n = 1
Health Status: healthy
Age Group: 41 years
Sex: M
Population Size: 1
Sources:
Hypothermia 1 patient
15000 ug single, oral
Overdose
Dose: 15000 ug
Route: oral
Route: single
Dose: 15000 ug
Sources:
healthy, 41 years
n = 1
Health Status: healthy
Age Group: 41 years
Sex: M
Population Size: 1
Sources:
Lethargy 1 patient
15000 ug single, oral
Overdose
Dose: 15000 ug
Route: oral
Route: single
Dose: 15000 ug
Sources:
healthy, 41 years
n = 1
Health Status: healthy
Age Group: 41 years
Sex: M
Population Size: 1
Sources:
Miosis 1 patient
15000 ug single, oral
Overdose
Dose: 15000 ug
Route: oral
Route: single
Dose: 15000 ug
Sources:
healthy, 41 years
n = 1
Health Status: healthy
Age Group: 41 years
Sex: M
Population Size: 1
Sources:
Mucous membrane disorder (NOS) 1 patient
15000 ug single, oral
Overdose
Dose: 15000 ug
Route: oral
Route: single
Dose: 15000 ug
Sources:
healthy, 41 years
n = 1
Health Status: healthy
Age Group: 41 years
Sex: M
Population Size: 1
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
[Systemic involvement in premature infants after intranasal administration of tetryzoline drops].
2005 Oct
Comparative evaluation of antimicrobial efficacy of sodium hypochlorite, MTAD, and Tetraclean against Enterococcus faecalis biofilm.
2007 Jul
Patient use of Visine (tetrahydrozoline) masks Horner syndrome.
2008 Jan
A comparative kinetic and mechanistic study between tetrahydrozoline and naphazoline toward photogenerated reactive oxygen species.
2010 Jan-Feb
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Patents

Sample Use Guides

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.
Name Type Language
TETRAHYDROZOLINE
HSDB   MI   VANDF  
Common 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
TETRYZOLINE
INN   WHO-DD  
INN  
Official Name English
Classification Tree Code System Code
WHO-VATC QS01GA02
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
WHO-ATC R01AB03
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
NCI_THESAURUS C29709
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
WHO-VATC QR01AA06
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
WHO-VATC QS01GA52
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
WHO-VATC QR01AB03
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
WHO-ATC S01GA02
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
WHO-ATC S01GA52
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
WHO-ATC R01AA06
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
Code System Code Type Description
INN
519
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
DRUG BANK
DB06764
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
DRUG CENTRAL
3591
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
MERCK INDEX
m10634
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
201-522-3
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
CHEBI
28674
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
WIKIPEDIA
TETRAHYDROZOLINE
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
HSDB
7471
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
CAS
84-22-0
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
SMS_ID
100000082723
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
ChEMBL
CHEMBL1266
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
EPA CompTox
DTXSID1047861
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
PUBCHEM
5419
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
DAILYMED
S9U025Y077
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
RXCUI
37935
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY RxNorm
FDA UNII
S9U025Y077
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
EVMPD
SUB10955MIG
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY
NCI_THESAURUS
C61967
Created by admin on Fri Dec 15 15:06:00 UTC 2023 , Edited by admin on Fri Dec 15 15:06:00 UTC 2023
PRIMARY