Neostigmine

Neostigmine
Clinical data
Trade namesBloxiverz, Prostigmin, Vagostigmin, others
AHFS/Drugs.comMonograph
License data
Pregnancy
category
Routes of
administration
Intramuscular, intravenous, subcutaneous, by mouth
Drug classCholinesterase inhibitor
ATC code
Legal status
Legal status
Pharmacokinetic data
BioavailabilityUnclear, probably less than 5%
MetabolismSlow hydrolysis by acetylcholinesterase and also by plasma esterases
Onset of actionWithin 10-20 min (injection),[3] with 4 hrs (by mouth) [citation needed]
Elimination half-life50–90 minutes
Duration of actionup to 4 hrs[3]
ExcretionUnchanged drug (up to 70%) and alcoholic metabolite (30%) are excreted in the urine
Identifiers
  • 3-{[(Dimethylamino)carbonyl]oxy}-N,N,N-trimethylbenzenaminium
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.305.602 Edit this at Wikidata
Chemical and physical data
FormulaC12H19N2O2+
Molar mass223.296 g·mol−1
3D model (JSmol)
  • CN(C)C(=O)OC1=CC=CC(=C1)[N+](C)(C)C
  • InChI=1S/C12H19N2O2/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5/h6-9H,1-5H3/q+1 checkY
  • Key:ALWKGYPQUAPLQC-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)
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Neostigmine, sold under the brand name Bloxiverz, among others, is a medication used to treat myasthenia gravis, Ogilvie syndrome, and urinary retention without the presence of a blockage.[3][4] It is also used in anaesthesia to end the effects of non-depolarising neuromuscular blocking medication.[3] It is given by injection either into a vein, muscle, or under the skin.[3] After injection effects are generally greatest within 30 minutes and last up to 4 hours.[3][5]

Common side effects include nausea, increased saliva, crampy abdominal pain, and slow heart rate.[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 baby.[3] Neostigmine is in the cholinergic family of medications.[3] It works by blocking the action of acetylcholinesterase and therefore increases the levels of acetylcholine.[3]

Neostigmine was patented in 1931.[6] It is on the World Health Organization's List of Essential Medicines.[7] The term is from Greek neos, meaning "new", and "-stigmine", in reference to the alkaloid, physostigmine, which inspired its design.[8] It is available as a generic medication.[9]

  1. ^ "Neostigmine Use During Pregnancy". Drugs.com. 3 January 2020. Retrieved 21 January 2020.
  2. ^ "Bloxiverz- neostigmine methylsulfate injection". DailyMed. 3 March 2021. Retrieved 15 July 2022.
  3. ^ a b c d e f g h i j k "Neostigmine Bromide". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  4. ^ World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. p. 428. hdl:10665/44053. ISBN 9789241547659.
  5. ^ "Neostigmine Methylsulfate Monograph for Professionals". Drugs.com. The American Society of Health-System Pharmacists. 19 September 2019. Retrieved 20 January 2020.
  6. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 540. ISBN 9783527607495. Archived from the original on 20 December 2016.
  7. ^ 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.
  8. ^ "neostigmine: definition of neostigmine in Oxford dictionary (American English) (US)". www.oxforddictionaries.com. Archived from the original on 22 December 2015. Retrieved 17 December 2015.
  9. ^ "Competitive Generic Therapy Approvals". U.S. Food and Drug Administration (FDA). 29 June 2023. Archived from the original on 29 June 2023. Retrieved 29 June 2023.

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