Substance

ID:858

Names and Identifiers
IUPAC name
(3aS,8aR)-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-methylcarbamate
IUPAC Traditional name
physostigmine
Brand Name
AntiliriumEzerinEsromiotinPhysostolFysostigmin
Synonyms
PhysostigmineEserineErserineEserine SalicylateIsopto EserineEserolein, MethylcarbamateEserine Sulfate
Registration numbers
CAS Number
PubChem SID
PubChem CID
Properties
Physical Property
Hydrophobicity(logP)
1.7
Solubility
7760 mg/L
Molecule Details
Drug Groups
approved
Description
A cholinesterase inhibitor that is rapidly absorbed through membranes. It can be applied topically to the conjunctiva. It also can cross the blood-brain barrier and is used when central nervous system effects are desired, as in the treatment of severe anticholinergic toxicity. [PubChem]
Indication
For the treatment of glaucoma, and in the treatment of severe anticholinergic toxicity.
Pharmacology
Physostigmine is a parasympathomimetic, specifically, a reversible cholinesterase inhibitor which effectively increases the concentration of acetylcholine at the sites of cholinergic transmission. Physostigmine is used to treat glaucoma. Because it crosses the blood-brain barrier, it is also used to treat the central nervous system effects of atropine overdose and other anticholinergic drug overdoses. Physostigmine can reverse both central and peripheral anticholinergia.
Toxicity
Side effects include increased sweating, loss of bladder control, muscle weakness, nausea, vomiting, diarrhea, or stomach cramps or pain, shortness of breath, tightness in chest, or wheezing, slow or irregular heartbeat, unusual tiredness or weakness, watering of mouth, blurred vision or change in near or distant vision, and eye pain.
Affected Organisms
Humans and other mammals
Biotransformation
Quickly hydrolyzed by cholinesterases
External Links
Molecular Spectra
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References
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