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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:
522-48-5
Molecular Weight:
236.74
EC Number:
208-329-3
MDL number:
MFCD00058029
UNSPSC Code:
12352200
PubChem Substance ID:
24278736
NACRES:
NA.77

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

Gene Information

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146) , ADRA2A(150) , ADRA2B(151) , ADRA2C(152)

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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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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 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
Gary N W Leung et al.
Journal of chromatography. A, 1156(1-2), 271-279 (2006-10-24)
This paper describes a high throughput LC-MS-MS method for the screening of 75 basic drugs in equine plasma at sub-ppb levels. The test scope covers diversified classes of drugs including some alpha- and beta-blockers, alpha- and beta-agonists, antihypotensives, antihypertensives, analgesics
Fuad Al-Rimawi et al.
Journal of pharmaceutical analysis, 2(1), 67-70 (2012-02-01)
A simple, precise, accurate, and stability-indicating method is developed and validated for analysis of tetrahydrozoline hydrochloride in eye drop formulations. Separation was achieved on a reversed-phase C8 column (125 mm×4.6 mm i.d., 5 μm) using a mobile phase consisting of acetonitrile/phosphate buffer of
Jennifer A Lowry et al.
Clinical toxicology (Philadelphia, Pa.), 49(5), 434-435 (2011-07-12)
Major symptoms can occur from tetrahydrozoline (THZ) overdoses in young children, requiring intensive care management. We report three cases that presented with CNS depression and cardiovascular effects where serum concentrations were performed. Case 1 ingested an unknown amount of eye
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