Meclizine

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Meclizine
200px
Systematic (IUPAC) name
1-[(4-chlorophenyl)(phenyl)methyl]-4-(3-methylbenzyl)piperazine
Clinical data
Pregnancy
category
  • US: B (No risk in non-human studies)
Routes of
administration
Oral, Insufflation, Sublingual/Buccal.
Legal status
Legal status
Pharmacokinetic data
Biological half-life 6 hours
Identifiers
CAS Number 569-65-3
ATC code A04AB04 (WHO) R06AE05
PubChem CID 4034
DrugBank APRD00354
ChemSpider 3894
Chemical data
Formula C25H27ClN2
Molar mass 390.948 g/mol[[Script error: No such module "String".]]
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Physical data
Boiling point 230 °C (446 °F)
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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, Sea Legs, and Dramamine (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 the first-generation antihistamine of the piperazine class. It differs from the protoype of this class, cyclizine, primarily in having an average half-life of 6 hours vs. 20 hours for cyclizine (though half-life should not be confused with frequency of duration). 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, the brand name of this combination is Diconal). The trend of mixing piperazine antihistamines has caught on in the United States[citation needed], 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 higher prices than generic equivalents of meclizine and hydroxyzine).

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

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

References

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External links

de:Meclozin

fr:Méclizine hu:Meklizin ja:メクリジン nn:Meklozin

th:มีโคลซีน
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