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Chemical compound
Olopatadine
Trade names Patanol, Pataday, Opatanol
AHFS /
Drugs.com
Monograph
MedlinePlus
a602025
License data
Pregnancy category
Routes of administration
Eye drops ,
nasal spray
ATC code
Legal status
AU :
S4 (Prescription only)
UK :
POM (Prescription only)
US :
℞-only / OTC
[1]
EU : Rx-only
Elimination half-life 3 hours
{(11Z )-11-[3-(dimethylamino)propylidene]-6,11- dihydrodibenzo[b,e ]oxepin-2-yl}acetic acid
CAS Number
PubChem
CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (
EPA )
Formula C 21 H 23 N O 3
Molar mass 337.419 g·mol−1 3D model (
JSmol )
O=C(O)Cc2ccc1OCc3c(C(\c1c2)=C\CCN(C)C)cccc3
InChI=1S/C21H23NO3/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)/b18-8-
Y Key:JBIMVDZLSHOPLA-LSCVHKIXSA-N
Y
N Y
(what is this?)
(verify)
Olopatadine , sold under the brand name Patanol among others, is an antihistamine medication used to decrease the symptoms of
allergic conjunctivitis and
allergic rhinitis (hay fever).
[2] It is used as
eye drops or as a
nasal spray .
[2] The eye drops generally result in an improvement within half an hour.
[2]
Common side effects include headache, sore throat, eye discomfort, or changes in perception of taste.
[3]
[2] More significant side effects may include sleepiness.
[2] It is unclear if use during
pregnancy or
breastfeeding is safe.
[4] It is an
antihistamine and
mast cell stabilizer .
[5]
[2]
Olopatadine was patented in 1986 and came into medical use in 1997.
[6] It is available as a
generic medication .
[2] In 2021, it was the 263rd most commonly prescribed medication in the United States, with more than 1 million prescriptions.
[7]
[8]
Side effects
Some known side effects include headache (7% of occurrence), eye burning and/or stinging (5%), blurred vision, dry eyes, foreign body sensation,
hyperemia ,
keratitis , eyelid
edema ,
pruritus ,
asthenia , sore throat (
pharyngitis ),
rhinitis ,
sinusitis , taste perversion, and vomiting.
Chemistry
Synthesis
Olopatadine synthesis:
[9]
Pharmacology
Pharmacodynamics
Olopatadine acts as a
selective
antagonist of the
histamine
H1 receptor , thus stabilizing mast cells and inhibiting histamine release.
History
Olopatadine was patented in 1986 by
Kyowa Hakko Kogyo and came into medical use in 1997.
[6]
In the United States, Pataday Twice Daily Relief was first approved by the FDA in 1996, under the name Patanol as a prescription drug and was indicated for the treatment of the signs and symptoms of allergic conjunctivitis (referring to ocular redness and itching due to allergies).
[1] Pataday – now Pataday Once Daily Relief – was first approved by the FDA in 2004, as a prescription drug and was indicated for the treatment of ocular itching associated with allergic conjunctivitis.
[1] These drugs are mast cell stabilizers, which work by preventing the release of histamine and therefore prevent or control allergic disorders.
[1]
In February 2020, Pataday Twice Daily Relief and Pataday Once Daily Relief were switched to be
over-the-counter drugs in the United States when the FDA granted the approvals of the nonprescription products to
Alcon .
[1]
Society and culture
Brand names
Brand names include Pazeo, Pataday, Patanol S, Patanol, Opatanol, Olopat, Patanase.
[10] It is also available as an oral tablet in Japan under the tradename Allelock, manufactured by Kyowa Hakko Kogyo.
[11]
References
^
a
b
c
d
e
"FDA Approves Three Drugs for Nonprescription Use Through Rx-to-OTC Switch Process" . U.S.
Food and Drug Administration (FDA) . 14 February 2020.
Archived from the original on 15 February 2020. Retrieved 14 February 2020 . This article incorporates text from this source, which is in the
public domain .
^
a
b
c
d
e
f
g
"Olopatadine Hydrochloride Monograph for Professionals" . Drugs.com . American Society of Health-System Pharmacists. Retrieved 26 March 2019 .
^ British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 1126.
ISBN
9780857113382 .
^
"Olopatadine ophthalmic Use During Pregnancy" . Drugs.com . Retrieved 26 March 2019 .
^ Castillo M, Scott NW, Mustafa MZ, Mustafa MS, Azuara-Blanco A (June 2015).
"Topical antihistamines and mast cell stabilisers for treating seasonal and perennial allergic conjunctivitis" (PDF) . The Cochrane Database of Systematic Reviews . 2015 (6): CD009566.
doi :
10.1002/14651858.CD009566.pub2 .
hdl :
2164/6048 .
PMC
10616535 .
PMID
26028608 .
^
a
b Fischer J, Ganellin CR (2006).
Analogue-based Drug Discovery . John Wiley & Sons. p. 549.
ISBN
9783527607495 .
^
"The Top 300 of 2021" . ClinCalc .
Archived from the original on 15 January 2024. Retrieved 14 January 2024 .
^
"Olopatadine - Drug Usage Statistics" . ClinCalc . Retrieved 14 January 2024 .
^ Ueno K, Kubo S, Tagawa H, Yoshioka T, Tsukada W (July 1976). "6,11-Dihydro-11-oxodibenz [b,e] oxepinacetic acids with potent antiinflammatory activity". Journal of Medicinal Chemistry . 19 (7): 941–6.
doi :
10.1021/jm00229a017 .
PMID
940112 .
^
Drugs.com, Alcon's Patanase Nasal Spray Approved by FDA for Treatment of Nasal Allergy Symptoms
^ Kyowa Hakko Kogyo Co., Ltd. (2007).
"Allelock Tablets 2.5 & Allelock Tablets 5 (English)" (PDF) . Archived from
the original (PDF) on 22 July 2011. Retrieved 10 August 2008 .
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