An internal standard for the quantification of azelastine
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Unlabeled Version(s)
20873Azelastine (hydrochloride)
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Azelastine-13C-d3 (hydrochloride)

Item No. 33295

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[(4-chlorophenyl)methyl]-2-(hexahydro-1-(methyl-13C-d3)-1H-azepin-4-yl)-1(2H)-phthalazinone, monohydrochloride
CAS Number
2930288-75-6
Molecular Formula
C21[13C]H21ClD3N3O • HCl
Formula Weight
422.4
Purity
≥99% deuterated forms (d1-d3)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
O=C1N(C2CCCN([13C]([2H])([2H])[2H])CC2)N=C(CC3=CC=C(Cl)C=C3)C4=CC=CC=C41.Cl
InChi Code
InChI=1S/C22H24ClN3O.ClH/c1-25-13-4-5-18(12-14-25)26-22(27)20-7-3-2-6-19(20)21(24-26)15-16-8-10-17(23)11-9-16;/h2-3,6-11,18H,4-5,12-15H2,1H3;1H/i1+1D3;
InChi Key
YEJAJYAHJQIWNU-SPZGMPHYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Azelastine-13C-d3 is intended for use as an internal standard for the quantification of azelastine (Item No. 20873) by GC- or LC-MS. Azelastine is a histamine H1 receptor antagonist (Ki = 1.26 nM in bovine cerebral cortex membranes).1 It is selective for histamine H1 over histamine H3 receptors (Ki = 158.49 nM), as well as α1A- and α1B-adrenergic receptors (Ki = 50.12 nM for both). Azelastine (0.14 µg/animal) reduces nose rubbing, sneezing, and nasal mucosa expression of IL-4 in a dust mite-induced mouse model of allergic rhinitis.2 It also reduces infection by a lentivirus pseudotyped with the severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) spike glycoprotein, also known as the surface glycoprotein, in HEK293 cells expressing angiotensin-converting enzyme 2 (ACE2) when used at a concentration of 7 µg/ml.3 Formulations containing azelastine have been used in the treatment of seasonal allergic rhinitis and vasomotor rhinitis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Procopiou, P.A., Browning, C., Buckley, J.M., et al. The discovery of phthalazinone-based human H1 and H3 single-ligand antagonists suitable for intranasal administration for the treatment of allergic rhinitis. J. Med. Chem. 54(7), 2183-2195 (2011).

    2. Sun, S., Dean, R., Jia, Q., et al. Discovery of XEN445: A potent and selective endothelial lipase inhibitor raises plasma HDL-cholesterol concentration in mice. Bioorg. Med. Chem. 21(24), 7724-7734 (2013).

    3. Reznikov, L.R., Norris, M.H., Vashisht, R., et al. Identification of antiviral antihistamines for COVID-19 repurposing. Biochem. Biophys. Res. Commun. 538, 173-179 (2021).