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Methylscopolamine

Catalog No. DB00462 Name DrugBank
CAS Number 155-41-9 Website http://www.ualberta.ca/
M. F. C18H24BrNO4 Telephone (780) 492-3111
M. W. 398.29146 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 345

SYNONYMS

IUPAC name
(1S,5S,7R)-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium bromide
IUPAC Traditional name
(1S,5S,7R)-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium bromide
Brand Name
Ampyrox
Diopal
Holopon
Mescopil
Nutrop
Restropin
Blocan
Neo-Avagal
Pamine
Paraspan
Proscomide
Transderm Scop
Daipin
Synonyms
Methscopolamine Methylbromide
Scopolamine Methylbromide
Hyoscine Methylbromide
Methylscopolamine Bromide
N-Methylscopolammonium Bromide
Epoxymethamine Bromide
Epoxytropine Tropate Methylbromide
Hyoscine Methobromide
Lescopine Bromide
N-Methylhyoscine Bromide
Methoscopylamine Bromide
Scopolamine Methobromide
N-Methylscopolamine Methylsulfate
Methylscopolamine Hydrobromide
Methscopolamine
Scopolamin Methylbromide

DATABASE IDS

CAS Number 155-41-9
PubChem CID 23724781
PubChem SID 46506260

PROPERTIES

Hydrophobicity(logP) -2.58
Solubility Freely soluble

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A muscarinic antagonist used to study binding characteristics of muscarinic cholinergic receptors. [PubChem]
Indication Used as adjunctive therapy for the treatment of peptic ulcer. Also used to treat nausea and vomiting due to motion sickness.
Pharmacology Methscopolamine is a muscarinic antagonist structurally similar to the neurotransmitter acetylcholine and acts by blocking the muscarinic acetylcholine receptors and is thus classified as an anticholinergic. Methscopolamine has many uses including the prevention of motion sickness. It is not clear how Methscopolamine prevents nausea and vomiting due to motion sickness. The vestibular part of the ear is very important for balance. When a person becomes disoriented due to motion, the vestibule sends a signal through nerves to the vomiting center in the brain, and vomiting occurs. Acetylcholine is a chemical that nerves use to transmit messages to each other. It is believe that Methscopolamine prevents communication between the nerves of the vestibule and the vomiting center in the brain by blocking the action of acetylcholine. Methscopolamine also may work directly on the vomiting center. Methscopolamine must be taken before the onset of motion sickness to be effective.
Toxicity Symptoms of a methscopolamine overdose include headache, nausea, vomiting, dry mouth, difficulty swallowing, blurred vision, dilated pupils, hot, dry skin, dizziness; drowsiness, confusion, anxiety, seizures, weak pulse, and an irregular heartbeat. In addition, a curare-like action may occur, i.e., neuromuscular blockade leading to muscular weakness and possible paralysis.
Affected Organisms
Humans and other mammals
Biotransformation Little is known about the fate and excretion of methscopolamine.
Absorption Poorly and unreliably absorbed, total absorption is 10-25%.
External Links
Wikipedia

REFERENCES