Biperiden hydrochloride
Synonym(s):1-(5-Bicyclo[2.2.1]hept-2-enyl)-1-phenyl-3-(1-piperidinyl)propan-1-ol hydrochloride;Akineton;Akinophyl
- CAS NO.:1235-82-1
- Empirical Formula: C21H30ClNO
- Molecular Weight: 347.92
- MDL number: MFCD00797516
- EINECS: 214-976-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-10 19:42:27
What is Biperiden hydrochloride?
Chemical properties
White Solid
Originator
Akineton HCl,Knoll,US,1959
The Uses of Biperiden hydrochloride
Biperiden hydrochloride is antiparkinsonian; non-selective muscarinic receptor antagonist. Biperiden is used for the adjunctive treatment of all forms of Parkinson′s Disease (postencephalitic, idiopathic, and arteriosclerotic); also commonly used to improve parkinsonian signs and symptoms related to antipsychotic drug therapy.
The Uses of Biperiden hydrochloride
Antiparkinsonian;Anticholinergic
The Uses of Biperiden hydrochloride
A muscarinic receptor antagonist
What are the applications of Application
Biperiden hydrochloride is a muscarinic receptor antagonist
Definition
ChEBI: The hydrochloride salt of biperiden. A muscarinic antagonist affecting both the central and peripheral nervous systems, it is used in the treatment of all forms of Parkinson's disease.
Manufacturing Process
65 grams of 3-piperidino-1-phenyl propanone-1 of the summary formula
C14H29ON, produced according to Mannich's reaction by reacting acetophenone
with formaldehyde and piperidine hydrochloride are dissolved in 300 cc of
benzene. The resulting solution is added to an organo-magnesium solution
prepared from 96 grams of [δ5-bicyclo-(2,2,1)-heptenyl-2]-chloride (also
known as 5-chloro-2-norbomene) 18.5 grams of magnesium shavings, and
300 cc of ether.
The reaction mixture is boiled for half an hour under reflux. Thereafter the
ether is removed by distillation, until the inside temperature reaches 65°-
70°C. The resulting benzene solution is added to 95 cc concentrated
hydrochloric acid containing ice for further processing. Thereby, 3-piperidino-
1-phenyl-1-[δ5-bicyclo-(2,2,1)-heptenyl-2]-propanol-1 of the summary
formula C21H29ON is obtained. The compound melts at 101°C and its
chlorohydrate has a melting point of about 238°C. The compound is difficultly
soluble in water, slightly soluble in ethanol, and readily soluble in methanol.
brand name
Akineton (Abbott).
Therapeutic Function
Antiparkinsonian
General Description
Biperiden hydrochloride,α-5-norbornen-2-yl- -phenyl-1-piperidinepropanolhydrochloride (Akineton hydrochloride), is a white, opticallyinactive, crystalline, odorless powder that is slightlysoluble in water, ether, alcohol, and chloroform and sparinglysoluble in methanol.
Biological Activity
Muscarinic receptor antagonist that displays some selectivity for the M 1 subtype (K i values are 0.48, 2.4, 3.9, 6.3 and 6.3 nM for M 1 , M 4 , M 3 , M 2 and M 5 receptors respectively). Alleviates extrapyramidal symptoms associated with antipsychotic drugs. Displays antiparkinsonian activity.
Biochem/physiol Actions
Biperiden hydrochloride is antiparkinsonian; non-selective muscarinic receptor antagonist. It is used for the adjunctive treatment of all forms of Parkinson′s Disease (postencephalitic, idiopathic, and arteriosclerotic); also commonly used to improve parkinsonian signs and symptoms related to antipsychotic drug therapy. LD50 in rats 750 mg/kg; in dogs 340 mg/kg.
Clinical Use
Biperiden hydrochloride has all of the actions describedfor biperiden. The hydrochloride is used for tablets becauseit is better suited to this dosage form than is the lactate salt.As with the free base and the lactate salt, xerostomia (drynessof the mouth) and blurred vision may occur.
Safety Profile
Poison by ingestion andintravenous routes. When heated to decomposition itemits very toxic fumes of NOx and HCl.
storage
Desiccate at +4°C
References
[1] brocks d r. anticholinergic drugs used in parkinson’s disease: an overlooked class of drugs from a pharmacokinetic perspective. j pharm pharm sci, 1999, 2(2): 39-46.
[2] espi martinez f, espi forcen f, shapov a, et al. biperiden dependence: case report and literature review. case reports in psychiatry, 2012, 2012.
Properties of Biperiden hydrochloride
Melting point: | 238° |
storage temp. | 2-8°C |
solubility | DMSO: >20mg/mL |
form | powder |
color | off-white |
NIST Chemistry Reference | Akineton, hydrochloride(1235-82-1) |
Safety information for Biperiden hydrochloride
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P501:Dispose of contents/container to..… |
Computed Descriptors for Biperiden hydrochloride
Abamectin manufacturer
Chemeca Drugs Private Limited (Vegesna Laboratories Pvt Ltd)
Rivashaa Agrotech Biopharma Pvt. Ltd.
Amara Labs Pvt Ltd
Sibram Pharmaceutical
Synnat Pharma Pvt Ltd
Omshri Labs Pvt Ltd
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