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Scopolamine

Catalog No. DB00747 Name DrugBank
CAS Number 51-34-3 Website http://www.ualberta.ca/
M. F. C17H21NO4 Telephone (780) 492-3111
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Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 627

SYNONYMS

IUPAC name
9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl 3-hydroxy-2-phenylpropanoate
IUPAC Traditional name
scopolamine
Brand Name
Scop
Tropic Acid, Ester with Scopine
Scopoderm-Tts
Scopolamine Hydrobromide
Hyoscine
Hyoscyine Hydrobromide
Beldavrin
Buscopan
Euscopol
Hyoscine Hydrobromide
L-Scopolamine
Oscine
Scopamin
Scopolaminium Bromide
Scopos
Triptone
Atroquin
Epoxytropine Tropate
Hydroscine Hydrobromide
Hyocine F Hydrobromide
Hyosceine
Hyoscine Bromide
Hyosol
Isopto Hyoscine
Isoscopil
Kwells
L-Hyoscine Hydrobromide
Methscopolamine Bromide
SEE
Scopine Tropate
Scopolamine Bromide
Scopolamine Hyoscine
Scopolaminhydrobromid
Sereen
Skopolamin
Tranaxine
Transcop
Transderm-Scop
Transderm-V
Atrochin
Atroscine Hydrobromide
Hysco
Scopolamine Hydrobromide Trihydrate
Scopolammonium Bromide

DATABASE IDS

CAS Number 51-34-3

PROPERTIES

Hydrophobicity(logP) 0.8

DETAILS

Description (English)
Item Information
Drug Groups approved
Description An alkaloid from Solanaceae, especially Datura metel L. and Scopola carniolica. Scopolamine and its quaternary derivatives act as antimuscarinics like atropine, but may have more central nervous system effects. Among the many uses are as an anesthetic premedication, in urinary incontinence, in motion sickness, as an antispasmodic, and as a mydriatic and cycloplegic. [PubChem]
Indication For the treatment of excessive salivation, colicky abdominal pain, bradycardia, sialorrhoea, diverticulitis, irritable bowel syndrome and motion sickness.
Pharmacology Scopolamine 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. Scopolamine has many uses including the prevention of motion sickness. It is not clear how Scopolamine 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 Scopolamine prevents communication between the nerves of the vestibule and the vomiting center in the brain by blocking the action of acetylcholine. Scopolamine also may work directly on the vomiting center. Scopolamine must be taken before the onset of motion sickness to be effective.
Affected Organisms
Humans and other mammals
Absorption Bioavailability is 10 - 50%
Half Life 4.5 hours
Elimination Less than 10% of the total dose is excreted in the urine as parent and metabolites over 108 hours.
References
Putcha L, Cintron NM, Tsui J, Vanderploeg JM, Kramer WG: Pharmacokinetics and oral bioavailability of scopolamine in normal subjects. Pharm Res. 1989 Jun;6(6):481-5. [Pubmed]
External Links
Wikipedia
Drugs.com

REFERENCES

  • Putcha L, Cintron NM, Tsui J, Vanderploeg JM, Kramer WG: Pharmacokinetics and oral bioavailability of scopolamine in normal subjects. Pharm Res. 1989 Jun;6(6):481-5. Pubmed