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Meclizine
Systematic (IUPAC) name
1-[(4-chlorophenyl)(phenyl)methyl]-4-(3-methylbenzyl)piperazine
Identifiers
CAS number	569-65-3
ATC code	A04AB04 R06AE05
PubChem	4034
DrugBank	APRD00354
ChemSpider	3894
Chemical data
Formula	C25H27ClN2
Mol. mass	390.948 g/mol
SMILES	eMolecules & PubChem
Physical data
Boiling point	230 °C (446 °F)
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	6 hours
Excretion	?
Therapeutic considerations
Pregnancy cat.	B(US)
Legal status	OTC (US); OTC (Canada)
Routes	Oral, Insufflation, Sublingual/Buccal.
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'Meclizine (proposed INN is meclozine) is an antihistamine considered to be an antiemetic.^[1] It is sold under the brand names of Bonine, Bonamine, Antivert, Postafen, and Dramamine II (Less Drowsy Formulation), and is most commonly used to inhibit nausea and vomiting. Emesafene is a combination of meclizine (1/3) and pyridoxine (2/3). An alternative to dimenhydrinate (Dramamine, Gravol, Gravamin, and Vertirosan), meclizine is considered to be equally effective, but with reduced side effects. Note that in Canada, Antivert (no longer available) was a combination of meclizine and nicotinic acid.

Meclizine is a first-generation antihistamine of the piperazine class. It differs from the protoype of this class, cyclizine, primarily in having a 12-hour duration of action.^{[citation needed]} Meclizine is less anticholinergic than many other antihistamines and other agents used for their anti-emetic and anti-pruritic effects.^{[citation needed]} Along with the aforementioned efficacy against nausea and itching, meclizine also shares the anxiolytic, analgesic-sparing (potentiating), sedative, and other effects of its chemical relatives cyclizine and hydroxyzine to varying extents.^{[citation needed]} Related to this is the reported ability of meclizine to potentiate the anti-spasmodic, anti-diarrhoeal, and other effects of diphenoxylate, loperamide, and difenoxin.^{[citation needed]} Meclizine is sometimes combined with opioids, especially ones of the open-chain class like methadone, dextropropoxyphene and dipipanone (originally combined with meclizine's parent drug cyclizine, which proved to provide a very euphoric rush when injected^{[citation needed]}; the brand name of this combo-drug is Diconal.) The trend of mixing piperazine antihistamines has caught on in the United States, with some methadone users potentiating their doses with meclizine or hydroxyzine (cyclizine has only just recently been introduced to the U.S. OTC market in 2009, sold under the brand name Marezine at much higher prices than generic equivalents of meclizine and hydroxyzine). Hydroxyzine also potentiates opioids in a similar, though less marked^{[citation needed]}, fashion.

Uses

Motion sickness

Meclizine is effective in inhibiting the symptoms of motion sickness, such as nausea, vomiting, and dizziness.

Vertigo

Meclizine may be effective in relieving vertigo experienced as a result of inner ear infections or other conditions.

Risks of use

Drowsiness

Drowsiness may result as a side effect of taking meclizine. While the effects are less than those of dimenhydrinate, users are advised not to operate heavy machinery while under the influence. The consumption of alcohol while under the influence of meclizine may result in additional drowsiness.

Anticholinergics

Due to its possible anticholinergic action, meclizine should be used carefully with patients who suffer from asthma, glaucoma, or an enlarged prostate gland.

References

External links

• University of Berlin's Institute of Biochemistry
• Numark Pharmacies Information Page on Meclizine
• Rxlist Medical Dictionary