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Pyridostigmine information


Pyridostigmine
Clinical data
Trade namesMestinon, others
AHFS/Drugs.comMonograph
MedlinePlusa682229
Pregnancy
category
  • AU: C
Routes of
administration
By mouth, intravenous
ATC code
  • N07AA02 (WHO)
Legal status
Legal status
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Bioavailability7.6 +/- 2.4%
Elimination half-life1.78 +/- 0.24hrs
Excretionkidney
Identifiers
IUPAC name
  • 3-[(dimethylcarbamoyl)oxy]-1-methylpyridinium
CAS Number
  • 155-97-5 checkY
PubChem CID
  • 4991
DrugBank
  • DB00545 checkY
ChemSpider
  • 4817 checkY
UNII
  • 19QM69HH21
KEGG
  • C07410 checkY
ChEMBL
  • ChEMBL1115 checkY
CompTox Dashboard (EPA)
  • DTXSID20165786 Edit this at Wikidata
Chemical and physical data
FormulaC9H13N2O2
Molar mass181.215 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(Oc1ccc[n+](c1)C)N(C)C
InChI
  • InChI=1S/C9H13N2O2/c1-10(2)9(12)13-8-5-4-6-11(3)7-8/h4-7H,1-3H3/q+1 checkY
  • Key:RVOLLAQWKVFTGE-UHFFFAOYSA-N checkY
  (verify)

Pyridostigmine is a medication used to treat myasthenia gravis[1] and underactive bladder.[2] It is also used together with atropine to end the effects of neuromuscular blocking medication of the non-depolarizing type.[3] It is typically given by mouth but can also be used by injection.[3] The effects generally begin within 45 minutes and last up to 6 hours.[3]

Common side effects include nausea, diarrhea, frequent urination, and abdominal pain.[3] More severe side effects include low blood pressure, weakness, and allergic reactions.[3] It is unclear if use in pregnancy is safe for the fetus.[3] Pyridostigmine is an acetylcholinesterase inhibitor in the cholinergic family of medications.[3] It works by blocking the action of acetylcholinesterase and therefore increases the levels of acetylcholine.[3]

Pyridostigmine was patented in 1945 and came into medical use in 1955.[4] It is on the World Health Organization's List of Essential Medicines.[5] Pyridostigmine is available as a generic medication.[3][6]

  1. ^ World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. p. 429. hdl:10665/44053. ISBN 9789241547659.
  2. ^ Moro C, Phelps C, Veer V, Clark J, Glasziou P, Tikkinen KA, Scott AM (November 2021). "The effectiveness of parasympathomimetics for treating underactive bladder: A systematic review and meta-analysis". Neurourology and Urodynamics. 41 (1): 127–139. doi:10.1002/nau.24839. PMID 34816481. S2CID 244530010.
  3. ^ a b c d e f g h i "Neostigmine Bromide". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  4. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 540. ISBN 9783527607495. Archived from the original on 2016-12-20.
  5. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  6. ^ "Competitive Generic Therapy Approvals". U.S. Food and Drug Administration (FDA). 3 March 2023. Retrieved 6 March 2023.

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containing other organophosphates and exposure to pills containing pyridostigmine bromide, used as a pretreatment to protect against nerve agent effects...

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distigmine bromide) is a parasympathomimetic. Distigmine is similar to pyridostigmine and neostigmine but has a longer duration of action. It is available...

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and taking medications. Medications used may include beta blockers, pyridostigmine, midodrine or fludrocortisone. More than 50% of patients whose condition...

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acetylcholinesterase enzyme is carbamylated, as occurs with neostigmine, pyridostigmine, or insecticides such as carbaryl. Pralidoxime has an important role...

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aripiprazole clozapine pilocarpine ketamine potassium chlorate risperidone pyridostigmine Substances that can cause hypersalivation include: mercury copper organophosphates...

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medications known as acetylcholinesterase inhibitors, such as neostigmine and pyridostigmine. Immunosuppressants, such as prednisone or azathioprine, may also be...

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Methocarbamol

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but weaker than, lorazepam. Methocarbamol may inhibit the effects of pyridostigmine bromide. Therefore, methocarbamol should be used with caution in those...

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Acetylcholinesterase

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Rivastigmine is also used to treat Alzheimer's and Lewy body dementia, and pyridostigmine bromide is used to treat myasthenia gravis. An endogenous inhibitor...

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Acetylcholine

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acetylcholinesterase (e.g., neostigmine, physostigmine, or primarily pyridostigmine) are effective in treating the symptoms of this disorder. They allow...

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Parasympathomimetic drug

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cholinesterase inhibitors Donepezil Edrophonium Neostigmine Physostigmine Pyridostigmine Rivastigmine Tacrine Caffeine (non-competitive) Huperzine A Irreversible...

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Bromomethane

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as neostigmine bromide, pancuronium bromide, propantheline bromide], pyridostigmine bromide, atropine derivatives, clidinium bromide, clobazam, demecarium...

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Pancuronium bromide

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least partially reversed by anticholinesterasics, such as neostigmine, pyridostigmine, and edrophonium. Workers at Organon were inspired by the structure...

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Cholinesterase inhibitor

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greater efficacy, due to design flaws in head-to-head comparison studies. Pyridostigmine is used in the treatment of myasthenia gravis. Neostigmine is used in...

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Edrophonium

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the synaptic cleft. It binds to a Serine-103 allosteric site, while pyridostigmine and neostigmine bind to the AchE active site for their inhibitory effects...

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Thymus

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breakdown. This is done by acetylcholinesterase inhibitors such as pyridostigmine. Tumours originating from the thymic epithelial cells are called thymomas...

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Disopyramide

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prostatism, may cause urinary retention. Teichman et al. showed that pyridostigmine used in combination with disopyramide substantially alleviates vagolytic...

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listed under "Irreversible" below Carbamates Physostigmine Neostigmine Pyridostigmine Ambenonium Demecarium Rivastigmine Phenanthrene derivatives Galantamine...

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Anticholinergic

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Ocular myasthenia

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Orthostatic intolerance

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Hormonal contraception Medications that inhibit acetylcholinesterase: Pyridostigmine Medications that improve vasoconstriction: Stimulants: (e.g., Ritalin...

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Curare

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by administration of acetylcholinesterase (AChE) inhibitors such as pyridostigmine, neostigmine, physostigmine, and edrophonium. Acetylcholinesterase is...

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Botulinum toxin

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