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Hyoscyamine
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| Systematic (IUPAC) name | |
| (8-methyl-8-azabicyclo[3.2.1]oct-3-yl) 3-hydroxy-2-phenyl-propanoate | |
| Identifiers | |
| CAS number | |
| ATC code | A03 |
| PubChem | |
| DrugBank | |
| Chemical data | |
| Formula | C17H23NO3 |
| Mol. mass | 289.375 g/mol |
| Pharmacokinetic data | |
| Bioavailability | 50% Protein binding |
| Metabolism | Hepatic |
| Half life | 3-5 hrs. |
| Excretion | Urine |
| Therapeutic considerations | |
| Pregnancy cat. |
C |
| Legal status |
Prescription only (US) |
| Routes | Oral, Injection |
Hyoscyamine, pronounced hi-oh-SYE-uh-meen, is a chemical compound, a tropane alkaloid it is the levo-isomer to atropine. It is a secondary metabolite found in certain plants of the Solanaceae family, including henbane, (Hyoscamus niger) mandrake (Mandragora officinarum), and jimsonweed (Datura stramonium).
Brand names for hyoscyamine include Symax, Anaspaz, Buwecon, Cystospaz, Levsin, Levbid, Donnamar, NuLev, and Neoquess.
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Uses
Hyoscyamine is used to provide symptomatic relief to various gastrointestinal disorders including spasms, peptic ulcers, irritable bowel syndrome, pancreatitis, colic and cystitis. It has also been used to relieve some heart problems, control some of the symptoms of Parkinson's disease, as well as for control of respiratory secretions in palliative care.
Side effects
Side effects include dry mouth and throat, eye pain, blurred vision, restlessness, dizziness, arrythmia, flushing, faintness. An overdose will cause headache, nausea, vomiting and CNS symptoms including disorientation, hallucinations, euphoria, inappropriate affect, short-term memory loss and possible coma in extreme cases.
Pharmacology
Hyoscyamine is an anticholinergic, specifically an antimuscarinic, working by blocking the action of acetylcholine at parasympathetic sites in smooth muscle, secretory glands and the CNS; increases cardiac output, dries secretions, and antagonizes serotonin. At comparable doses, hyoscyamine has 98 per cent of the anticholinergic power of atropine and the other major belladonna-derived drug scopolamine having 92 per cent of the antimuscarinic potency of atropine.
Isolation
Hyoscyamine can be extracted from plants of the Solanaceae family, notably Datura stramonium. Empirically it is C17H23NO3. Its structural name is α-(hydroxymethyl)-, 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, [3(S)-endo]-1αH,5αH-Tropan-3α-ol. Do not crush, chew, or divide the extended-release capsules, otherwise, an overdose will result.
External links
References
Drug Information Handbook 11th Ed. pp. 710-11. Lexi-Comp
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Wikipedia content modification information:
- This page was last modified on 10 June 2008, at 23:05.
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