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O0391

Sigma-Aldrich

Olopatadine hydrochloride

≥98% (HPLC)

Synonym(s):

(11Z)-11-[3-(Dimethylamino)propylidene]-6,11-dihydrodibenz[b,e]oxepin-2-acetic acid hydrochloride, AL-4943A, KW-4679, Opatanol, Patanol

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About This Item

Empirical Formula (Hill Notation):
C21H23NO3·HCl
CAS Number:
140462-76-6
Molecular Weight:
373.87
MDL number:
MFCD00875716
UNSPSC Code:
12352200
PubChem Substance ID:
329818840
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

solubility

H2O: ≥20 mg/mL

storage temp.

room temp

SMILES string

Cl.CN(C)CC\C=C1\c2ccccc2COc3ccc(CC(O)=O)cc13

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-;

InChI key

HVRLZEKDTUEKQH-NOILCQHBSA-N

Gene Information

human ... HRH1(3269)

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Biochem/physiol Actions

Olopatadine is a histamine H1 receptor antagonist and mast cell stabilizer. The low level of occupancy H1 receptors in the brain explains the low sedation effect of olopatidine. It is believed that olopatidine is a substrate for P-glycoprotein, which limits its brain penetration.

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

hcodes

H301,H400

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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Ping Zhu et al.
Journal of analytical toxicology, 35(2), 113-118 (2011-03-15)
A sensitive and rapid method based on liquid chromatography- tandem mass spectrometry (MS-MS) was developed for the determination of olopatadine in human plasma. Sample preparations were carried out by protein precipitation with the addition of acetonitrile followed by liquid-liquid extraction
Andrew S Nickels et al.
Expert opinion on drug metabolism & toxicology, 7(12), 1593-1599 (2011-10-29)
Olopatadine hydrochloride is an antihistamine and mast cell stabilizer available in three forms, including oral, intranasal and ocular preparations. Most of the practical applications focus on the use of olopatadine for the treatment of allergic rhinitis and conjunctivitis via intranasal
Eli O Meltzer et al.
Allergy and asthma proceedings, 32(3), 213-220 (2011-04-12)
Allergic rhinitis (AR) is highly prevalent in children. Olopatadine, 0.6% nasal spray (olopatadine) is approved for the relief of seasonal allergic rhinitis (SAR) symptoms in children 6 years of age and older. The objective of this study is to provide
Fuad M Baroody et al.
American journal of rhinology & allergy, 27(1), 48-53 (2013-02-15)
Nasal allergen challenge (NAC) leads to a nasal ocular reflex, which is augmented by allergic inflammation. This study was designed to confirm our previous observation that an intranasal steroid inhibits the nasal ocular reflex and to show that histamine does
Peter K Smith et al.
American journal of rhinology & allergy, 25(4), e149-e152 (2011-08-09)
Vasomotor rhinitis (VMR) is a hypersensitivity syndrome with heightened reactivity to environmental triggers. Twenty-two patients with severe VMR were treated nasally with either normal saline or 0.6% olopatadine and challenged nasally with a hyperosmolar mannitol solution. Treatment with 0.6% olopatadine
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