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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:
Molecular Weight:
236.74
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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

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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

Signal Word

Warning

Hazard Statements

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)

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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 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
Matthew E Stillwell et al.
Forensic science international, 221(1-3), e12-e16 (2012-05-05)
We report two cases of drug-facilitated sexual assault which presented with CNS depression rendering the victims vulnerable to sexual assault and unable to recall the events surrounding the crimes. In each tetrahydrozoline (THZ) was quantified. Case #1 ingested an unknown
Igor Kopac et al.
The International journal of prosthodontics, 15(1), 14-19 (2002-03-13)
The aim of this in vivo study on dogs was to investigate and compare the inflammatory potential of four different retraction agents on the gingival connective tissue. All procedures on eight beagle dogs were performed under general anesthesia: taking oral

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