Structure via PubChem · Public domain (PubChem)
levocetirizine
Sign in to saveAlso known as 2-(2-{4-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid, (R)-cetirizine
Levocetirizine, sold under the brand name Xyzal, among others, is a second-generation antihistamine used for the treatment of allergic rhinitis (hay fever) and long-term hives of unclear cause. It is less sedating than older antihistamines. It is taken by mouth.
Chemical data
- Formula
- C21H25ClN2O3
- Molecular weight
- 388.9 g/mol
- IUPAC name
- 2-[2-[4-[(R)-(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]acetic acid
- SMILES
- C1CN(CCN1CCOCC(=O)O)[C@H](C2=CC=CC=C2)C3=CC=C(C=C3)Cl
- InChIKey
- ZKLPARSLTMPFCP-OAQYLSRUSA-N
- XLogP
- 1.7
- Polar surface area
- 53 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
- 2007
- Admin. routes
- oral
- Indications
- allergic rhinitis, urticaria, Rhinitis, Allergic, Perennial, Eczematoid dermatitis
via ChEMBL · EBI
Research
603 papersvia PubMed
Wikidata facts
- Subclass of
- cetirizine
- Mass
- 388.155
- Has use
- medication
Show 7 more facts
- chemical formula
- C₂₁H₂₅ClN₂O₃
- isomeric SMILES
- C1CN(CCN1CCOCC(=O)O)[C@H](C2=CC=CC=C2)C3=CC=C(C=C3)Cl
- canonical SMILES
- C1CN(CCN1CCOCC(=O)O)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl
- Commons category
- Levocetirizine
- physically interacts with
- Histamine receptor H1
- defined daily dose
- 5
- World Health Organisation international non-proprietary name
- levocetirizine
via Wikidata · CC0
~6 min read
Encyclopedic overview
9 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Chemistry
- History
- Society and culture
- Availability
- Brand names
- References
{{Drugbox | Verifiedfields = changed | verifiedrevid = 464192413 | image = Levocetirizine structure 2.svg | image_class = skin-invert-image | width = 200 | image2 = Levocetirizine 3D ball.png | image_class2 = bg-transparent | alt2 = Ball-and-stick model of the levocetirizine molecule
| tradename = Xyzal, Levazyr, others | Drugs.com = | MedlinePlus = a607056 | DailyMedID = Levocetirizine | pregnancy_AU = | pregnancy_category = | routes_of_administration = By mouth | class = Second generation antihistamines | ATC_prefix = R06 | ATC_suffix = AE09
Excerpted from Wikipedia’s “levocetirizine” article, available under the CC BY-SA 4.0 licence.