A histamine H1 receptor antagonist
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Antazoline (hydrochloride)

Item No. 23415

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,5-dihydro-N-phenyl-N-(phenylmethyl)-1H-imidazole-2-methanamine, monohydrochloride
CAS Number
2508-72-7
Synonyms
  • 2-(N-Benzylanilinomethyl)-2-imidazoline
Molecular Formula
C17H19N3 • HCl
Formula Weight
301.8
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 25 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
244, 289 nm
SMILES
C1(CN(CC2=NCCN2)C3=CC=CC=C3)=CC=CC=C1.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

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    1 g

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    5 g

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    Product Description

    Antazoline is a histamine H1 receptor antagonist that binds to histamine H1receptors with a Ki value of 38.4 nM in cell membranes expressing human recombinant H1 receptors.1 Antazoline reduces histamine-induced IL-6 and IL-8 production in human conjunctival epithelial cells (IC50s = 1 and 0.652 μM, respectively). It completely prevents anaphylaxis in rabbits sensitized to egg albumin and increases survival in a guinea pig model of histamine-induced bronchospasm.2 Antazoline (10-30 µM) eliminates atrial fibrillation induced by acetylcholine and isoproterenol (Item No. 15592) in isolated rabbit hearts by increasing the atrial effective refractory period and interatrial conduction time in a dose-dependent manner.3 Antazoline also binds to NMDA receptors (Ki = 13 μM) and reduces glutamate-induced toxicity in cerebellar granule cells (EC50 = 13 μM).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yanni, J.M., Weimer, L.K., Sharif, N.A., et al. Inhibition of histamine-induced human conjunctival epithelial cell responses by ocular allergy drugs. Arch. Opthalmol. 11795), 643-647 (1999).

    2. Overton, J. Antistin in dermatology. Br. Med. J. 1(4557), 874-876 (1948).

    3. Frommeyer, G., Sterneberg, M., Dechering, D.G., et al. Effective suppression of atrial fibrillation by the antihistaminic agent antazoline: First experimental insights into a novel antiarrhythmic agent. Cardiovasc. Ther. 35(2), (2017).

    4. Olmos, G., DeGregorio-Rocasolano, N., Regalado, M.P., et al. Protection by imidazol(ine) drugs and agmatine of glutamate-induced neurotoxicity in cultured cerebellar granule cells through blockade of NMDA receptor. Br. J. Pharmacol. 127(6), 1317-1326 (1999).