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.
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.