Structure via PubChem · Public domain (PubChem)
cyclizine
Sign in to saveAlso known as Marezine®, N-Benzhydryl-N'-methylpiperazine, 1-Benzhydryl-4-methylpiperazin, 1-(Diphenylmethyl)-4-methylpiperazine, (N-Benzhydryl)(N'-methyl)diethylenediamine, N-methyl-N'-benzhydrylpiperazine, (+-)-1-diphenylmethyl-4-methylpiperazine, (±)-1-diphenylmethyl-4-methylpiperazine
Cyclizine, sold under a number of brand names, is a medication used to treat and prevent nausea, vomiting and dizziness due to motion sickness or vertigo. It may also be used for nausea after general anaesthesia or that which developed from opioid use. It is taken by mouth, in the rectum, or injected into a vein.
Chemical data
- Formula
- C18H22N2
- Molecular weight
- 266.4 g/mol
- IUPAC name
- 1-benzhydryl-4-methylpiperazine
- SMILES
- CN1CCN(CC1)C(C2=CC=CC=C2)C3=CC=CC=C3
- InChIKey
- UVKZSORBKUEBAZ-UHFFFAOYSA-N
- XLogP
- 3.6
- Polar surface area
- 6.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Admin. routes
- parenteral
- Indications
- allergic disease
via ChEMBL · EBI
Research
381 papers- Cyclizine.2012
- Cyclizine.2006
- Cyclizine-induced proinflammatory responses through Akt-NFκB pathway in macrophages.Environmental toxicology · 2023
- [Cyclizine is sold in Denmark as an over-the-counter drug and has serious side effects when overdosed].Ugeskrift for laeger · 2018
- Cyclizine pharmacovigilance in hospice/palliative care: net effects for nausea or vomiting.BMJ supportive & palliative care · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 266.178299
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₈H₂₂N₂
- medical condition treated
- nausea
- subject has role
- essential medicine
- canonical SMILES
- CN1CCN(CC1)C(C2=CC=CC=C2)C3=CC=CC=C3
- World Health Organisation international non-proprietary name
- cyclizine
- Commons category
- Cyclizine
- physically interacts with
- Histamine receptor H1
via Wikidata · CC0
~5 min read
Encyclopedic overview
12 sectionsContents
- Medical uses
- Contraindications
- Adverse effects
- Pharmacology
- Synthesis
- History
- Society and culture
- Names
- Cyclizine derivatives
- See also
- References
- External links
Cyclizine, sold under a number of brand names, is a medication used to treat and prevent nausea, vomiting and dizziness due to motion sickness or vertigo. It may also be used for nausea after general anaesthesia or that which developed from opioid use. It is taken by mouth, in the rectum, or injected into a vein.
Common side effects include sleepiness, dry mouth, constipation, and trouble with vision. More serious side effects include low blood pressure and urinary retention. It is not generally recommended in young children or those with glaucoma. Cyclizine appears to be safe during pregnancy but has not been well studied. It is in the anticholinergic and antihistamine family of medications.
Excerpted from Wikipedia’s “cyclizine” article, available under the CC BY-SA 4.0 licence.