Structure via PubChem · Public domain (PubChem)
bepotastine
Sign in to saveAlso known as Talion®, TAU-284, (+)-4-(((S)-p-Chloro-alpha-2-pyridylbenzyl)oxy)-1-piperidinebutyric acid, 4-((4-Chlorophenyl)-2-pyridinylmethoxy)-1-piperidinebutanoic acid, betotastine, 4-[4-[(4-Chlorophenyl)pyridin-2-ylmethoxy]piperidin-1-yl]butanoic acid
Bepotastine (Talion, Bepreve) is a 2nd generation antihistamine. It was approved in Japan for use in the treatment of allergic rhinitis and urticaria/pruritus in July 2000, and January 2002, respectively. It is marketed in the United States as an eye drop under the brand name Bepreve, by ISTA Pharmaceuticals, a subsidiary of Bausch + Lomb.
Chemical data
- Formula
- C21H25ClN2O3
- Molecular weight
- 388.9 g/mol
- IUPAC name
- 4-[4-[(S)-(4-chlorophenyl)-pyridin-2-ylmethoxy]piperidin-1-yl]butanoic acid
- SMILES
- C1CN(CCC1O[C@@H](C2=CC=C(C=C2)Cl)C3=CC=CC=N3)CCCC(=O)O
- InChIKey
- YWGDOWXRIALTES-NRFANRHFSA-N
- XLogP
- 1
- Polar surface area
- 62.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2009
- Admin. routes
- topical
- Indications
- seasonal allergic rhinitis, allergic conjunctivitis, Rhinitis, Allergic, Perennial, dermatitis
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 388.15537
- Has use
- medication
Show 6 more facts
- Commons category
- Bepotastine
- chemical formula
- C₂₁H₂₅ClN₂O₃
- subject has role
- H1 antagonist
- canonical SMILES
- C1CN(CCC1OC(C2=CC=C(C=C2)Cl)C3=CC=CC=N3)CCCC(=O)O
- isomeric SMILES
- C1CN(CCC1O[C@@H](C2=CC=C(C=C2)Cl)C3=CC=CC=N3)CCCC(=O)O
- World Health Organisation international non-proprietary name
- bepotastine
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Pharmacology
- Marketing history
- Sales and patents
- Clinical trials
- References
Bepotastine (Talion, Bepreve) is a 2nd generation antihistamine. It was approved in Japan for use in the treatment of allergic rhinitis and urticaria/pruritus in July 2000, and January 2002, respectively. It is marketed in the United States as an eye drop under the brand name Bepreve, by ISTA Pharmaceuticals, a subsidiary of Bausch + Lomb.
== Pharmacology == Bepotastine is available as an ophthalmic solution and oral tablet. It is a direct H1-receptor antagonist that inhibits the release of histamine from mast cells. The ophthalmic formulation has shown minimal systemic absorption, between 1 and 1.5% in healthy adults. Common side effects are eye irritation, headache, unpleasant taste, and nasopharyngitis. The main route of elimination is urinary excretion, 75-90% excreted unchanged.
Excerpted from Wikipedia’s “bepotastine” article, available under the CC BY-SA 4.0 licence.