Olopatadine

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Olopatadine
Olopatadine.svg
Clinical data
Trade namesPatanol and others
AHFS/Drugs.comMonograph
MedlinePlusa602025
License data
Pregnancy
category
  • C
Routes of
administration
Eye drops, nasal spray
ATC code
Pharmacokinetic data
Elimination half-life3 hours
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.133.834 Edit this at Wikidata
Chemical and physical data
FormulaC21H23NO3
Molar mass337.412 g/mol g·mol−1
3D model (JSmol)
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Olopatadine is a medication used to decrease the symptoms of allergic conjunctivitis and allergic rhinitis (hay fever).[1] It is used as eye drops or as a nasal spray.[1] The eye drops general result in an improvement within half an hour.[1]

Common side effects include headache, sore throat, eye discomfort, change in taste.[2][1] More significant side effects may include sleepiness.[1] It is unclear if use during pregnancy or breastfeeding is safe.[3] It is an antihistamine and mast cell stabilizer.[4][1]

Olopatadine was patented in 1986 and came into medical use in 1997.[5] It is available as a generic medication.[1] A 5 milliliter bottle of the eye drops in the United Kingdom costs the NHS less than £5 as of 2019.[2] In the United States the wholesale cost of this amount is about US$12.50.[6] In 2016 it was the 269th most prescribed medication in the United States with more than a million prescriptions.[7]

Medical uses[edit]

It is used to treat allergic conjunctivitis and hay fever.[1] It is used as eye drops and as a nasal spray.[1]

Side effects[edit]

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[edit]

Synthesis[edit]

Olopatadine synthesis:[8]

Pharmacology[edit]

Pharmacodynamics[edit]

Olopatadine acts as a selective antagonist of the histamine H1 receptor, thus stabilizing mast cells and inhibiting histamine release.

History[edit]

Olopatadine was patented in 1986 by Kyowa Hakko Kogyo and came into medical use in 1997.[5]

Brand names[edit]

Brand names include Pazeo, Pataday, Patanol S, Patanol, Opatanol, Olopat, Patanase.[9] It is also available as an oral tablet in Japan under the tradename Allelock, manufactured by Kyowa Hakko Kogyo.[10]

References[edit]

  1. ^ a b c d e f g h i "Olopatadine Hydrochloride Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 26 March 2019.
  2. ^ a b British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 1126. ISBN 9780857113382.
  3. ^ "Olopatadine ophthalmic Use During Pregnancy". Drugs.com. Retrieved 26 March 2019.
  4. ^ Castillo M, Scott NW, Mustafa MZ, Mustafa MS, Azuara-Blanco A (2015). "Topical antihistamines and mast cell stabilisers for treating seasonal and perennial allergic conjunctivitis". Cochrane Database Syst Rev. 6 (6): CD009566. doi:10.1002/14651858.CD009566.pub2. PMID 26028608.CS1 maint: uses authors parameter (link)
  5. ^ a b Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 549. ISBN 9783527607495.
  6. ^ "NADAC as of 2019-02-27". Centers for Medicare and Medicaid Services. Retrieved 3 March 2019.
  7. ^ "The Top 300 of 2019". clincalc.com. Retrieved 22 December 2018.
  8. ^ Ueno, K.; Kubo, S.; Tagawa, H.; Yoshioka, T.; Tsukada, W.; Tsubokawa, M.; Kojima, H.; Kasahara, A. (1976). "6,11-Dihydro-11-oxodibenz[b,e]oxepinacetic acids with potent antiinflammatory activity". Journal of Medicinal Chemistry. 19 (7): 941–946. doi:10.1021/jm00229a017. PMID 940112.
  9. ^ Drugs.com, Alcon's Patanase Nasal Spray Approved by FDA for Treatment of Nasal Allergy Symptoms
  10. ^ Kyowa Hakko Kogyo Co., Ltd. (2007). "ALLELOCK Tablets 2.5 & ALLELOCK Tablets 5 (English)" (PDF). Retrieved 2008-08-10.

External links[edit]