Biperiden
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| Systematic (IUPAC) name | |
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(1RS,2SR,4RS)-1-(bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-3-(piperidin- 1-yl)propan-1-ol
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| Clinical data | |
| AHFS/Drugs.com | monograph |
| MedlinePlus | a699058 |
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| Routes of administration |
Oral, IM, IV |
| Pharmacokinetic data | |
| Bioavailability | 33 ± 5% (oral) |
| Protein binding | 60% |
| Metabolism | Hepatic hydroxylation |
| Biological half-life | 18 to 24 hours |
| Excretion | Renal |
| Identifiers | |
| CAS Number | 514-65-8  |
| ATC code | N04AA02 (WHO) |
| PubChem | CID: 2381 |
| IUPHAR/BPS | 7128 |
| DrugBank | DB00810 |
| ChemSpider | 2289 |
| UNII | 0FRP6G56LD |
| KEGG | D00779 |
| ChEBI | CHEBI:3112 |
| ChEMBL | CHEMBL1101 |
| Chemical data | |
| Formula | C21H29NO |
| Molecular mass | 311.461 g/mol |
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Biperiden is a medication used to treat Parkinson disease.[1] It is of the anticholinergic type.[2] The original brand name, which still exists and is manufactured by BASF/Knoll Pharma, is Akineton. Generics are available worldwide, one of them is Dekinet manufactured by Rafa Laboratories.
It is on the WHO Model List of Essential Medicines, the most important medications needed in a basic health system.[3]
Contents
Medical uses
Biperiden is used for the adjunctive treatment of all forms of Parkinson's disease and for reduced sweating in methadone users (postencephalitic, idiopathic, and arteriosclerotic). It seems to exert better effects in the postencephalitic and idiopathic than in the arteriosclerotic type.
Biperiden is also commonly used to improve parkinsonian signs and symptoms related to antipsychotic drug therapy, such as akathisia.
It relieves muscle rigidity, reduces abnormal sweating related with Clozapine and Methadone use[4][5] and salivation, improves abnormal gait, and to lesser extent, tremor.
In its role as a synthetic acetylcholine antagonist, biperiden has been analyzed as an alternative anticonvulsant for usage in the treatment of intoxication by organophosphorus nerve agents, such as sarin.[6]
Pregnancy and lactation
- Pregnancy : In animal studies biperiden had no embryo- or fetotoxic effects. There is no sufficient clinical data on pregnant women. The drug should therefore be used cautiously during pregnancy.
- Lactation : Biperiden is found in the milk of lactating women. No sufficient clinical data exists regarding effects for the newborns. Additionally, biperiden may decrease maternal milk production. It is therefore recommended that biperiden is not used during lactation.
Children
Children and adolescents aged 1 year and older may be treated. The clinical experience is mainly on the shortterm treatment of acute drug induced dystonic reactions. Doses should be reduced according to the weight of the patients.
Contraindications
- Hypersensitivity to biperiden
- Narrow angle glaucoma
- Ileus
- Caution : People with obstructive diseases of the urogenital tract, people with a known history of seizures and those with potentially dangerous tachycardia
Side effects
Dose-dependent side effects are frequent. Particularly geriatric patients may react with confusional states or develop delirium.
- CNS : Drowsiness, vertigo, headache, and dizziness are frequent. With high doses nervousness, agitation, anxiety, delirium, and confusion are noted. Biperiden may be abused due to a short acting mood-elevating and euphoriant effect. The normal sleep architecture may be altered (REM sleep depression). Biperiden may lower the seizure-threshold. Some instances of dementia have been noted to correlate with chronic administration of anticholinergic medications such as Biperiden for Parkinson's disease.[7]
- Peripheral side effects : Blurred vision, dry mouth, impaired sweating, abdominal discomfort, and obstipation are frequent. Tachycardia may be noted. Allergic skin reactions may occur. Parenteral use may cause orthostatic hypotension.
- Eyes : Biperiden causes mydriasis with or without photophobia. It may precipitate narrow angle glaucoma.
Interactions
- Other anticholinergic drugs (e.g. spasmolytics, antihistamines, TCAs) : Side effects of biperiden may be increased.
- Quinidine : Increased anticholinergic action (particular on AV conduction).
- Antipsychotics : Long term use of biperiden may mask or increase the risk of tardive dyskinesia.
- Pethidine (meperidine) : Central effects and side effects of pethidine may be increased.
- Metoclopramide : Action of metoclopramide is decreased.
- Alcohol : Risk of serious intoxication.
Overdose
Biperiden mimics an atropine intoxication with mydriasis, dryness of mucous membranes, red face, atonic states of bowels and bladder, and hyperthermia in high doses. Central consequences are agitation, confusion, and hallucinations. An untreated overdose may be fatal, particular in children. Premortal signs are respiratory depression and cardiac arrest. A specific antagonist is physostigmine which combines a peripheral and a central action. Carbachol can be used to treat atonic bowels and bladder. The vital functions should be monitored and stabilized. It may be necessary to treat hyperthermia with cooling blankets.
Pharmacokinetics
The oral bioavailability is only 33 ± 5% due to extensive first-pass metabolism. In young, healthy volunteers, peak plasma concentrations following a single oral 4 mg immediate-release dose are reached after 1.5 hours. The elimination half-life has been determined as 18.4 hours, and may be prolonged in geriatric patients. After a 4 mg intravenous dose, the elimination half-life is approximately 24 hours.
Pharmacology
Biperiden has an atropine-like blocking effect on all peripheral structures which are parasympathetic-innervated (e.g. cardiovascular and visceral organs). It also has a prominent central blocking effect on M1 receptors. Biperiden does also act as FIASMA (functional inhibitor of acid sphingomyelinase).[8]
History
Biperiden was synthesized by the German chemist W. Klavehn from Knoll AG, Germany. In March 1953 a patent was applied for in Germany and subsequently in many other countries.
See also
References
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