Meclizine

Meclizine
Clinical data
Trade names	Bonine, Antivert, others
Other names	Meclozine
AHFS/Drugs.com	Monograph
MedlinePlus	a682548
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
Bioavailability	22 - 32%
Metabolism	Liver (CYP2D6)
Elimination half-life	5-6 hours
Identifiers
	IUPAC name (RS)-1-[(4-chlorophenyl)(phenyl)methyl]-4-(3-methylbenzyl)piperazine;
CAS Number	569-65-3 ;
PubChem CID	4034;
IUPHAR/BPS	2757;
DrugBank	DB00737 ;
ChemSpider	3894 ;
UNII	3L5TQ84570;
KEGG	D08163; D01317;
ChEMBL	ChEMBL1623 ;
CompTox Dashboard (EPA)	DTXSID0023242 ;
ECHA InfoCard	100.008.477
Chemical and physical data
Formula	C25H27ClN2
Molar mass	390.96 g·mol−1
3D model (JSmol)	Interactive image;
Boiling point	230 °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 ; Key:OCJYIGYOJCODJL-UHFFFAOYSA-N ;
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Meclizine, sold under the brand name Bonine, among others, is an antihistamine used to treat motion sickness and dizziness (vertigo). It is taken by mouth. Effects generally begin in an hour and last for up to a day.

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

Meclizine was patented in 1951 and came into medical use in 1953. It is available as a generic medication and often over the counter. In 2022, it was the 129th most commonly prescribed medication in the United States, with more than 4 million prescriptions.