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Key Documents

T4264

Sigma-Aldrich

Tetrahydrozoline hydrochloride

≥98% (HPLC)

Synonym(s):

4,5-Dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole monohydrochloride, Tetryzoline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C13H16N2 · HCl
CAS Number:
Molecular Weight:
236.74
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

solubility

H2O: freely soluble
alcohol: freely soluble
chloroform: very slightly soluble
diethyl ether: insoluble

originator

Novartis

SMILES string

Cl.C1CC(C2=NCCN2)c3ccccc3C1

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

InChI key

BJORNXNYWNIWEY-UHFFFAOYSA-N

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Biochem/physiol Actions

Tetrahydrozoline is an α-adrenergic agonist and an imidazoline derivative. It plays a crucial role in the constriction of conjunctival blood vessels. Tetrahydrozoline is a common component of nasal and eye drop formulations.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Henry A Spiller et al.
Journal of forensic sciences, 57(3), 835-838 (2012-01-04)
Drug-facilitated sexual assault (DFSA) has been defined as the use of a chemical agent to facilitate a sexual assault. We report two cases of the use of tetrahydrozoline for DFSA. We believe this is the first report with urinary quantification
Aaron Daggy et al.
Veterinary and human toxicology, 45(4), 210-212 (2003-07-29)
Visine, an over-the-counter, tetrahydrozoline topical ophthalmic decongestant, possesses central and peripheral alpha2-adrenergic properties. We present a case of accidental pediatric oral exposure with resultant neurological and cardiovascular complications. Visine is not marketed in childproof containers, despite the potential severity of
Mary E Carr et al.
Clinical toxicology (Philadelphia, Pa.), 49(9), 810-814 (2011-10-07)
No information exists on therapeutic or toxic concentrations of tetrahydrozoline, which has been reported to be used in drug facilitated sexual assaults. The primary aim of this investigation was to establish baseline therapeutic serum and urine concentrations in a sample
Henry Spiller et al.
Clinical toxicology (Philadelphia, Pa.), 46(2), 171-172 (2008-02-09)
Tetrahydrozoline is an imidazoline derivative with alpha receptor agonist activity widely available in over-the-counter topical ocular and nasal formulations. More than 1,600 cases of oral exposures are reported to United States poison centers annually (1,2). Reports of significant toxicity from
P J Rice et al.
The Journal of pharmacology and experimental therapeutics, 259(3), 1182-1187 (1991-12-01)
Repeated exposure of the rat vas deferens to the imidazoline oxymetazoline (OXY) results in a progressive loss of response which can appear selective for imidazoline agonists. The present study tests the hypothesis that imidazolines produce desensitization through prolonged blockade or

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