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Merck

T4264

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

Key Documents

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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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1 of 4

This Item
1652001T6950C223
Tetrahydrozoline hydrochloride ≥98% (HPLC)

Sigma-Aldrich

T4264

Tetrahydrozoline hydrochloride

Tetrahydrozoline hydrochloride United States Pharmacopeia (USP) Reference Standard

USP

1652001

Tetrahydrozoline hydrochloride

Tizanidine hydrochloride ≥98% (HPLC), powder

Sigma-Aldrich

T6950

Tizanidine hydrochloride

Cirazoline hydrochloride solid

Sigma-Aldrich

C223

Cirazoline hydrochloride

assay

≥98% (HPLC)

assay

-

assay

≥98% (HPLC)

assay

-

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

100

solubility

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

solubility

-

solubility

H2O: >20 mg/mL

solubility

H2O: >35 mg/mL

originator

Novartis

originator

-

originator

Acorda Therapeutics

originator

-

Gene Information

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

Gene Information

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

Gene Information

human ... ADRA2A(150), ADRA2B(151), ADRA2C(152)

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146)

Biochem/physiol Actions

Tetrahydrozoline is an α-adrenergic agonist and an imidazoline derivative.[1][2] It plays a crucial role in the constriction of conjunctival blood vessels.[2] Tetrahydrozoline is a common component of nasal and eye drop formulations.[2]

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000493073
0000493073
0000436956
0000436956
SLCB7381

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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
Jason J Nichols et al.
Eye & contact lens, 38(2), 73-79 (2011-12-14)
The purpose of this pilot study was to evaluate the safety and efficacy of azithromycin ophthalmic solution 1% in patients with contact lens-related dry eye (CLDE). This was a 4-week, single-center, open-label clinical trial in patients diagnosed with CLDE using
Giuseppina Sandri et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 62(1), 59-69 (2005-09-16)
Aim of the work was to develop mucoadhesive eyedrops containing tetrahydrozoline hydrochloride (TZ), a decongestant drug, and based on a ternary interaction drug-polymer-polymer. The anionic polymers assessed were the anionic hyaluronic acid (HA) and polyacrylic acid (PAA), the cationic chitosan
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
R R Ruffolo et al.
British journal of pharmacology, 77(1), 169-176 (1982-09-01)
1 Noradrenaline and a series of imidazolines were used to characterized and differentiate the postsynaptic alpha-adrenoceptors of rat and rabbit aortae. 2 Dose-response curves in each tissue revealed marked differences in the profile of agonist activity among the compounds. Based
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