Structure via PubChem · Public domain (PubChem)
distigmine bromide
Sign in to saveAlso known as Distigmine dibromide
Distigmine (as distigmine bromide) is a parasympathomimetic. Distigmine is similar to pyridostigmine and neostigmine but has a longer duration of action. It is available as tablets on prescription only. It is commonly used to treat various conditions, including myasthenia gravis and underactive bladder. Distigmine has a greater risk of causing cholinergic crisis because of accumulation of the drug being more likely than with neostigmine or pyridostigmine and so distigmine is rarely used as a treatment for myasthenia gravis, unlike pyridostigmine and neostigmine.
In the Vinony graph
Within Vinony's link graph, distigmine bromide is referenced by 257 other articles, and connects out to botulinum toxin group, chlorpyrifos and metrifonate.
It is catalogued under topics including Acetylcholinesterase inhibitors, Aromatic carbamates and Biscarbamates.
Its subject is documented across 10 Wikipedia language editions.
Chemical data
- Formula
- C22H32Br2N4O4
- Molecular weight
- 576.3 g/mol
- IUPAC name
- (1-methylpyridin-1-ium-3-yl) N-methyl-N-[6-[methyl-(1-methylpyridin-1-ium-3-yl)oxycarbonylamino]hexyl]carbamate dibromide
- SMILES
- C[N+]1=CC=CC(=C1)OC(=O)N(C)CCCCCCN(C)C(=O)OC2=C[N+](=CC=C2)C.[Br-].[Br-]
- InChIKey
- GJHSNEVFXQVOHR-UHFFFAOYSA-L
- Polar surface area
- 66.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 574.0790297039999
- Has use
- medication
Show 5 more facts
- chemical formula
- C₂₂H₃₂Br₂N₄O₄
- canonical SMILES
- C[N+]1=CC=CC(=C1)OC(=O)N(C)CCCCCCN(C)C(=O)OC2=C[N+](=CC=C2)C.[Br-].[Br-]
- route of administration
- intramuscular injection
- Commons category
- Distigmine
- defined daily dose
- 0.25
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
1 sectionsContents
- References
{{Drugbox | Verifiedfields = changed | verifiedrevid = 443699749 | IUPAC_name = (1-methylpyridin-1-ium-3-yl) N-methyl-N-{6-[methyl-(1-methylpyridin-1-ium-3-yl)oxycarbonylamino]hexyl}carbamate dibromide | image = Distigmine bromide.svg | image_class = skin-invert-image | width = 250 | caption = Distigmine bromide
| tradename = | pregnancy_AU = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = By mouth, i.m.
Excerpted from Wikipedia’s “distigmine bromide” article, available under the CC BY-SA 4.0 licence.