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Meclizine information


Meclizine
Clinical data
Trade namesBonine, Antivert, others
Other namesMeclozine
AHFS/Drugs.comMonograph
MedlinePlusa682548
License data
  • US DailyMed: Meclizine
Routes of
administration
By mouth, under the tongue, in the cheek
ATC code
  • R06AE05 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: OTC
  • US: OTC
Pharmacokinetic data
MetabolismLiver
Elimination half-life6 hours
Identifiers
IUPAC name
  • (RS)-1-[(4-chlorophenyl)(phenyl)methyl]-4-(3-methylbenzyl)piperazine
CAS Number
  • 569-65-3 checkY
PubChem CID
  • 4034
IUPHAR/BPS
  • 2757
DrugBank
  • DB00737 ☒N
ChemSpider
  • 3894 checkY
UNII
  • 3L5TQ84570
ChEMBL
  • ChEMBL1623 ☒N
CompTox Dashboard (EPA)
  • DTXSID0023242 Edit this at Wikidata
ECHA InfoCard100.008.477 Edit this at Wikidata
Chemical and physical data
FormulaC25H27ClN2
Molar mass390.96 g·mol−1
3D model (JSmol)
  • Interactive image
Boiling point230 °C (446 °F)
SMILES
  • Clc1ccc(cc1)C(c2ccccc2)N3CCN(CC3)Cc4cccc(c4)C
InChI
  • InChI=1S/C25H27ClN2/c1-20-6-5-7-21(18-20)19-27-14-16-28(17-15-27)25(22-8-3-2-4-9-22)23-10-12-24(26)13-11-23/h2-13,18,25H,14-17,19H2,1H3 checkY
  • Key:OCJYIGYOJCODJL-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Meclizine, sold under the brand name Bonine, among others, is an antihistamine used to treat motion sickness and dizziness (vertigo).[1] It is taken by mouth.[1] Effects generally begin in an hour and last for up to a day.[1]

Common side effects include sleepiness and dry mouth.[1] Serious side effects may include allergic reactions.[1] Use in pregnancy appears safe, but has not been well studied; use in breastfeeding is of unclear safety.[2] It is believed to work in part by anticholinergic and antihistamine mechanisms.[1]

Meclizine was patented in 1951 and came into medical use in 1953.[3] It is available as a generic medication and often over the counter.[1][4] In 2021, it was the 136th most commonly prescribed medication in the United States, with more than 4 million prescriptions.[5][6]

  1. ^ a b c d e f g "Meclizine Hydrochloride Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 22 March 2019.
  2. ^ "Meclizine Use During Pregnancy". Drugs.com. Retrieved 3 March 2019.
  3. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 547. ISBN 9783527607495.
  4. ^ Cappa M, Cianfarani S, Ghizzoni L, Loche S, Maghnie M (2015). Advanced Therapies in Pediatric Endocrinology and Diabetology: Workshop, Rome, October 2014. Karger Medical and Scientific Publishers. p. 101. ISBN 9783318056372.
  5. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  6. ^ "Meclizine - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

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