Structure via PubChem · Public domain (PubChem)
(RS)-hydroxyzine
Sign in to saveAlso known as Hydroxyzine
Hydroxyzine, sold under the brand names Atarax and Vistaril among others, is an antihistamine medication. It is used in the treatment of itchiness, anxiety, insomnia, and nausea (including that due to motion sickness). It is used either by mouth or injection into a muscle.
Chemical data
- Formula
- C21H27ClN2O2
- Molecular weight
- 374.9 g/mol
- IUPAC name
- 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol
- SMILES
- C1CN(CCN1CCOCCO)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl
- InChIKey
- ZQDWXGKKHFNSQK-UHFFFAOYSA-N
- XLogP
- 3.7
- Polar surface area
- 35.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
15 papers- Enantioselective UFLC Determination of Hydroxyzine Enantiomers and Application to a Pharmacokinetic Study in Rabbits.Journal of chromatographic science · 2016
- Design of resonance Rayleigh scattering and spectrofluorimetric methods for the determination of the antihistaminic drug, hydroxyzine, based on its interaction with 2,4,5,7-tetraiodofluorescein: Evaluation of analytical eco-scale and greenness/whiteness algorithms.Luminescence : the journal of biological and chemical luminescence · 2024
- Phosphated maltodextrin as an anionic chiral selector for capillary electrophoresis: Application to the enantiomeric separation of basic drugs.Journal of chromatography. A · 2026
- In vitro and in vivo evaluation of hydroxyzine hydrochloride microsponges for topical delivery.AAPS PharmSciTech · 2011
- Enantioseparation of Six Antihistamines with Immobilized Cellulose Chiral Stationary Phase by HPLC.Journal of chromatographic science · 2016
via PubMed
~15 min read
Encyclopedic overview
12 sectionsContents
- Medical uses
- Contraindications
- Side effects
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- Analogues
- Society and culture
- Brand names
- See also
- References
{{Drugbox | verifiedrevid = 461774177 | image = Hydroxyzine.svg | image_class = skin-invert-image | width = 250 | alt = | image2 = Hydroxyzine-3d-sticks.png | image_class2 = bg-transparent | width2 = 250 | alt2 = | pronounce = | tradename = Atarax, Vistaril, others | Drugs.com = | MedlinePlus = a682866 | DailyMedID = Hydroxyzine | pregnancy_AU = | pregnancy_AU_comment = | pregnancy_category = | dependency_liability = Very Low | addiction_liability = None-Very Low | routes_of_administration = By mouth, intramuscular | class = First-generation antihistamine | ATC_prefix = N05 | ATC_suffix = BB01 | ATC_supplemental = | legal_AU = S4 | legal_CA = Rx-only | legal_EU = Rx-only | legal_UK = POM | legal_US = Rx-only | legal_status = SE: Rx-only
| bioavailability = Not known | protein_bound = Not known | metabolism = Liver by CYP3A4 and CYP3A5 | metabolites = Cetirizine, others | elimination_half-life = Adults: 20.0 hoursElderly: 29.3 hoursChildren: 7.1 hours | excretion = Urine, feces
Excerpted from Wikipedia’s “(RS)-hydroxyzine” article, available under the CC BY-SA 4.0 licence.