Structure via PubChem · Public domain (PubChem)
benzatropine
Sign in to saveAlso known as Cogentin, 3alpha-(Diphenylmethoxy)-1alphah,5alphah-tropane, 3alpha-(Diphenylmethoxy)tropane, Benzhydryl 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ether, Benztropine, 3α-(diphenylmethoxy)tropane, Tropine Benzohydryl Ether, 3alpha-Benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane
Chemical data
- Formula
- C21H25NO
- Molecular weight
- 307.4 g/mol
- IUPAC name
- (1R,5S)-3-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane
- SMILES
- CN1[C@@H]2CC[C@H]1CC(C2)OC(C3=CC=CC=C3)C4=CC=CC=C4
- InChIKey
- GIJXKZJWITVLHI-YOFSQIOKSA-N
- XLogP
- 4.5
- Polar surface area
- 12.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
1,093 papers- Dopamine reuptake and inhibitory mechanisms in human dopamine transporter.Nature · 2024
- Benztropine psychosis.Canadian Psychiatric Association journal · 1973
- Priapism.Journal of the Indian Medical Association · 1983
- Drug-induced experimental Parkinsonism.Neuropharmacology · 1973
- Drug-induced heat stroke.Canadian Medical Association journal · 1983
via PubMed
Wikidata facts
- Mass
- 307.193614
Show 7 more facts
- subject has role
- antiparkinson
- chemical formula
- C₂₁H₂₅NO
- isomeric SMILES
- CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(C3=CC=CC=C3)C4=CC=CC=C4
- canonical SMILES
- CN1C2CCC1CC(C2)OC(C3=CC=CC=C3)C4=CC=CC=C4
- NCI Thesaurus ID
- C61649
- Commons category
- Benzatropine
- defined daily dose
- 2
via Wikidata · CC0
~6 min read
Encyclopedic overview
11 sectionsContents
- Medical uses
- Adverse effects
- Pharmacology
- Pharmacodynamics
- Antihistamine and anticholinergic activity
- Atypical dopamine reuptake inhibition
- Other actions
- Society and culture
- Names
- Veterinary use
- References
Benzatropine (), known as benztropine in the United States and Japan, is a medication used to treat movement disorders like parkinsonism and dystonia, as well as extrapyramidal side effects of antipsychotics, including akathisia. It is not useful for tardive dyskinesia. It is a centrally acting anticholinergic and antihistamine, taken by mouth or by injection into a vein or muscle. Benefits are seen within two hours and last for up to ten hours.
Common side effects include dry mouth, blurry vision, nausea, and constipation. Serious side effect may include urinary retention, hallucinations, hyperthermia, and poor coordination. It is unclear if use during pregnancy or breastfeeding is safe. Benzatropine is an anticholinergic which works by blocking the activity of muscarinic acetylcholine receptors. The drug also has antihistamine and dopamine reuptake inhibitor activity.
Excerpted from Wikipedia’s “benzatropine” article, available under the CC BY-SA 4.0 licence.