Structure via PubChem · Public domain (PubChem)
pyridostigmine
Sign in to saveAlso known as Mestinon®, Regonol®, Bromuro de piridostigmina, Pyridostigmini Bromidum, Pyridostigmin bromid, Bromure de Pyridostigmine
Pyridostigmine is a medication used to treat myasthenia gravis and underactive bladder. It is also used together with atropine to end the effects of neuromuscular blocking medication of the non-depolarizing type. It is also used off-label to treat some forms of Postural orthostatic tachycardia syndrome. It is typically given by mouth but can also be used by injection. When administrated orally the effects generally begin within 15–30 minutes and last up to 4 hours.
Chemical data
- Formula
- C9H13N2O2+
- Molecular weight
- 181.21 g/mol
- IUPAC name
- (1-methylpyridin-1-ium-3-yl) N,N-dimethylcarbamate
- SMILES
- C[N+]1=CC=CC(=C1)OC(=O)N(C)C
- InChIKey
- RVOLLAQWKVFTGE-UHFFFAOYSA-N
- XLogP
- 0.7
- Polar surface area
- 33.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 1
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1955
- Admin. routes
- oral, parenteral
- Indications
- diabetes mellitus, HIV infection, orthostatic hypotension, fibromyalgia
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Has part
- carbon
- Mass
- 181.098
- Has use
- medication
Show 9 more facts
- chemical formula
- C₉H₁₃N₂O₂⁺
- subject has role
- essential medicine
- route of administration
- oral administration
- medical condition treated
- myasthenia gravis
- Commons category
- Pyridostigmine
- canonical SMILES
- C[N+]1=CC=CC(=C1)OC(=O)N(C)C
- physically interacts with
- butyrylcholinesterase
- defined daily dose
- 10
- significant drug interaction
- succinylcholine
Sources (6)
via Wikidata · CC0
~4 min read
Encyclopedic overview
7 sectionsContents
- Medical uses
- Contraindications
- Side effects
- Mechanism of action
- Names
- References
- External links
Pyridostigmine is a medication used to treat myasthenia gravis and underactive bladder. It is also used together with atropine to end the effects of neuromuscular blocking medication of the non-depolarizing type. It is also used off-label to treat some forms of Postural orthostatic tachycardia syndrome. It is typically given by mouth but can also be used by injection. When administrated orally the effects generally begin within 15–30 minutes and last up to 4 hours.
Common side effects include nausea, diarrhea, frequent urination, sweating, and abdominal pain. More severe side effects include low blood pressure, weakness, and allergic reactions. It is unclear if use in pregnancy is safe for the fetus. Pyridostigmine is an acetylcholinesterase inhibitor in the cholinergic family of medications. It works by blocking the action of acetylcholinesterase and therefore increases the levels of acetylcholine.
Excerpted from Wikipedia’s “pyridostigmine” article, available under the CC BY-SA 4.0 licence.