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A9899

Sigma-Aldrich

Antazoline hydrochloride

Synonym(s):

2-(N-Benzylanilinomethyl)-2-imidazoline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H19N3 · HCl
CAS Number:
2508-72-7
Molecular Weight:
301.81
EC Number:
219-719-8
MDL number:
MFCD00058145
UNSPSC Code:
12352200
PubChem Substance ID:
24277763
NACRES:
NA.77

form

powder

originator

Novartis

SMILES string

Cl.C1CN=C(CN(Cc2ccccc2)c3ccccc3)N1

InChI

1S/C17H19N3.ClH/c1-3-7-15(8-4-1)13-20(14-17-18-11-12-19-17)16-9-5-2-6-10-16;/h1-10H,11-14H2,(H,18,19);1H

InChI key

SWKDMSRRIBZZAY-UHFFFAOYSA-N

Gene Information

human ... HRH1(3269)

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Biochem/physiol Actions

Imidazoline agonist; more potent than efaroxan in inducing insulin release from β cells; H1 histamine receptor antagonist.

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 Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - 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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G Olmos et al.
British journal of pharmacology, 127(6), 1317-1326 (1999-08-24)
This study was designed to assess the potential neuroprotective effect of several imidazol(ine) drugs and agmatine on glutamate-induced necrosis and on apoptosis induced by low extracellular K+ in cultured cerebellar granule cells. Exposure (30 min) of energy deprived cells to
J C Jonas et al.
British journal of pharmacology, 107(1), 8-14 (1992-09-01)
1. Islets from normal mice were used to study the mechanisms by which imidazoline antagonists of alpha 2-adrenoceptors increase insulin release in vitro. 2. Alinidine, antazoline, phentolamine and tolazoline inhibited 86Rb efflux from islets perifused with a medium containing 3
Pornchai Rojsitthisak et al.
PDA journal of pharmaceutical science and technology, 59(5), 332-337 (2005-12-01)
A simple and rapid analytical procedure for routine quantification of n-C12H25 and n-C14H29 benzalkonium chloride (C-12 and C-14 BKC) homologs in ophthalmic formulations containing antazoline HCl and tetrahydrozoline HCl by high-performance liquid chromatography was developed and validated. The ophthalmic solution
D Berdeu et al.
European journal of pharmacology, 254(1-2), 119-125 (1994-03-11)
The effects of imidazolines and derivatives were studied on insulin secretion and vascular resistance in the isolated perfused rat pancreas. On insulin secretion, two imidazoline alpha 2-adrenoceptor antagonists, efaroxan (1-100 microM) and RX821002 (10 microM), had a stimulating response; however
S C Ruckmick et al.
Journal of pharmaceutical sciences, 84(4), 502-507 (1995-04-01)
HPLC analysis of an anti-infective ophthalmic solution (Albalon-A), containing the active drugs naphazoline and antazoline, revealed a degradation peak of unknown identity. To elucidate the identity of the degradant, the active drugs were each hydrolyzed by refluxing at high pH
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