An internal standard for the quantification of olopatadine
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Olopatadine-d3 (hydrochloride)

Item No. 31918

Technical Information
Formal Name
11Z-[3-(dimethylamino-d3)propylidene]-6,11-dihydro-dibenz[b,e]oxepin-2-acetic acid, monohydrochloride
CAS Number
1331635-21-2
Molecular Formula
C21H20D3NO3 • HCl
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Methanol: Slightly solubleWater: Slightly soluble
SMILES
[2H]C([2H])([2H])N(C)CC/C=C1C2=CC(CC(O)=O)=CC=C2OCC3=CC=CC=C3/1.Cl
InChi Code
InChI=1S/C21H23NO3.ClH/c1-22(2)11-5-8-18-17-7-4-3-6-16(17)14-25-20-10-9-15(12-19(18)20)13-21(23)24;/h3-4,6-10,12H,5,11,13-14H2,1-2H3,(H,23,24);1H/b18-8+;/i1D3;
InChi Key
HVRLZEKDTUEKQH-KSSVLRJGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Olopatadine-d3 is intended for use as an internal standard for the quantification of olopatadine (Item No. 11999) by GC- or LC-MS. Olopatadine is a histamine H1 receptor antagonist (Ki =41 nM).1 It is 1,059- and 4,177-fold selective for histamine H1 over H2 and H3 receptors, respectively. Olopatadine inhibits histamine-induced phosphoinositide turnover in isolated human conjunctival epithelial cells, isolated human corneal fibroblasts, and human trabecular meshwork (TM3) cells (IC50s = 9.5, 19, and 39.9 nM, respectively). In vivo, olopatadine inhibits passive cutaneous anaphylaxis in rats (ED50 = 49 µg/kg) and IgG1-mediated bronchoconstriction in ovalbumin-sensitized guinea pigs (ED50 = 30 µg/kg).2 Formulations containing olopatadine have been used in the treatment of allergic rhinitis and conjunctivitis, as well as in the treatment of itch in patients with well-controlled urticaria.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sharif, N.A., Xu, S.X., and Yanni, J.M. Olopatadine (AL-4943A): Ligand binding and functional studies on a novel, long acting H1-selective histamine antagonist and anti-allergic agent for use in allergic conjunctivitis. J. Ocul. Pharmacol. Ther. 12(4), 401-407 (1996).

    2. Ohshima, E., Otaki, S., Sato, H., et alSynthesis and antiallergic activity of 11-(aminoalkylidene)-6,11-dihydrodibenz[b,e]oxepin derivatives. J. Med. Chem. 35(11), 2074-2084 (1992).