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Distigmine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Distigmine
Distigmine bromide
Clinical data
Routes of
administration
By mouth, i.m.
ATC code
Pharmacokinetic data
Bioavailability4.65%[1]
Eliminationhalf-life65 h[1]
Excretionrenal[1]
Identifiers
  • (1-methylpyridin-1-ium-3-yl) N-methyl-N-{6-[methyl-
    (1-methylpyridin-1-ium-3-yl)oxycarbonylamino]
    hexyl}carbamate dibromide
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.036.360Edit this at Wikidata
Chemical and physical data
FormulaC22H32Br2N4O4
Molar mass576.330 g·mol−1
3D model (JSmol)
  • [Br-].[Br-].O=C(Oc1ccc[n+](c1)C)N(CCCCCCN(C(=O)Oc2ccc[n+](c2)C)C)C
  • InChI=1S/C22H32N4O4.2BrH/c1-23-13-9-11-19(17-23)29-21(27)25(3)15-7-5-6-8-16-26(4)22(28)30-20-12-10-14-24(2)18-20;;/h9-14,17-18H,5-8,15-16H2,1-4H3;2*1H/q+2;;/p-2 checkY
  • Key:GJHSNEVFXQVOHR-UHFFFAOYSA-L checkY
 ☒NcheckY (what is this?)  (verify)

Distigmine (asdistigmine bromide) is aparasympathomimetic. Distigmine is similar topyridostigmine andneostigmine 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.[2] Distigmine has a greater risk of causingcholinergic 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.

References

[edit]
  1. ^abc"Distigmine"(PDF).The Japanese Pharmacopoeia. Official Monographs (14/I ed.). Tokyo: Yakuji Nippo. Ltd. 2001. p. 599.ISBN 978-4-8408-0672-5.
  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"(PDF).Neurourology and Urodynamics.41 (1):127–139.doi:10.1002/nau.24839.PMID 34816481.S2CID 244530010.
Enzyme
(modulators)
ChATTooltip Choline acetyltransferase
AChETooltip Acetylcholinesterase
BChETooltip Butyrylcholinesterase
Transporter
(modulators)
CHTTooltip Choline transporter
VAChTTooltip Vesicular acetylcholine transporter
Release
(modulators)
Inhibitors
Enhancers
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