Structure via PubChem · Public domain (PubChem)
neostigmine
Sign in to saveAlso known as [3-(dimethylcarbamoyloxy)phenyl]-trimethylazanium, [3-(dimethylcarbamoyloxy)phenyl]-trimethyl-azanium, [3-[dimethylamino(oxo)methoxy]phenyl]-trimethylammonium, [3-(dimethylcarbamoyloxy)phenyl]-trimethyl-ammonium, 3-trimethylammoniumphenyl N,N-dimethylcarbamate, (m-hydroxyphenyl)trimethylammonium dimethylcarbamate, m-trimethylammoniumphenyldimethylcarbamate
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. It is also used in anaesthesia to end the effects of non-depolarising neuromuscular blocking medication. It is given by injection either into a vein, muscle, or under the skin. After injection effects are generally greatest within 30 minutes and last up to 4 hours.
In the Vinony graph
Within Vinony's link graph, neostigmine is referenced by 346 other articles, and connects out to botulinum toxin group, intravenous infusion and defusion and intramuscular injection.
It is catalogued under topics including Acetylcholinesterase inhibitors, Aromatic carbamates and Chemicals using indexlabels.
Its subject is documented across 33 Wikipedia language editions.
Chemical data
- Formula
- C12H19N2O2+
- Molecular weight
- 223.29 g/mol
- IUPAC name
- [3-(dimethylcarbamoyloxy)phenyl]-trimethylazanium
- SMILES
- CN(C)C(=O)OC1=CC=CC(=C1)[N+](C)(C)C
- InChIKey
- ALWKGYPQUAPLQC-UHFFFAOYSA-N
- XLogP
- 1.5
- Polar surface area
- 29.5 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
- 2013
- Admin. routes
- parenteral
- Indications
- morbid obesity, pain, hypospadias, post operative nausea and vomiting
via ChEMBL · EBI
Research
6,833 papers- The clinical utility of neostigmine administration in the diagnosis of acquired myasthenia gravis.Journal of veterinary emergency and critical care (San Antonio, Tex. : 2001) · 2021
- Neostigmine Hyperinflation.Journal of pharmacy practice · 2018
- Intravenous neostigmine for postoperative acute colonic pseudo-obstruction.The Annals of pharmacotherapy · 2012
- Use of neostigmine in the management of acute postoperative pain and labour pain: a review.CNS drugs · 2006
- Neostigmine (prostigmine).Journal of the American Medical Women's Association · 1947
via PubMed
Wikidata facts
- Subclass of
- quaternary ammonium cation
- Mass
- 223.144653
- Has use
- medication
Show 8 more facts
- defined daily dose
- 60
- subject has role
- parasympathomimetic drug
- medical condition treated
- myasthenia gravis
- chemical formula
- C₁₂H₁₉N₂O₂⁺
- canonical SMILES
- CN(C)C(=O)OC1=CC=CC(=C1)[N+](C)(C)C
- Commons category
- Neostigmine
- physically interacts with
- acetylcholinesterase
- significant drug interaction
- succinylcholine
via Wikidata · CC0
~7 min read
Encyclopedic overview
8 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Chemistry
- Spectral data
- History
- References
- External links
{{Drugbox | Verifiedfields = changed | verifiedrevid = 462259406 | image = Neostigmine.svg | image_class = skin-invert-image | image2 = Neostigmine ball-and-stick.png | image_class2 = bg-transparent
| tradename = Bloxiverz, Prostigmin, Vagostigmin, others | Drugs.com = | DailyMedID = Neostigmine | pregnancy_AU = B2 | pregnancy_AU_comment = | pregnancy_category= | routes_of_administration = Intramuscular, intravenous, subcutaneous, by mouth | class = Cholinesterase inhibitor | ATC_prefix = N07 | ATC_suffix = AA01 | ATC_supplemental =
Excerpted from Wikipedia’s “neostigmine” article, available under the CC BY-SA 4.0 licence.