Page last updated: 2024-12-05

distigmine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Distigmine is a reversible cholinesterase inhibitor used in the treatment of myasthenia gravis and other neuromuscular disorders. It is a synthetic compound that was first synthesized in the 1950s. Distigmine works by blocking the breakdown of acetylcholine, a neurotransmitter that is essential for muscle contraction. This results in an increase in acetylcholine levels at the neuromuscular junction, which helps to improve muscle strength and function. Distigmine is also used to treat certain types of urinary incontinence and to relieve the symptoms of dry mouth. It is important to note that distigmine can have serious side effects, including bradycardia, hypotension, and gastrointestinal disturbances. Therefore, it is only prescribed by a doctor and should be taken exactly as directed.'

distigmine : A carbamate ester resulting from the formal condensation of both carboxy groups of hexane-1,6-diylbis(methylcarbamic acid) with the hydroxy group of 3-hydroxy-1-methylpyridinium. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID3116
CHEMBL ID1199307
CHEBI ID80756
SCHEMBL ID16674116
MeSH IDM0224849

Synonyms (21)

Synonym
distigmine
17299-00-2
(1-methylpyridin-1-ium-3-yl) n-methyl-n-[6-[methyl-(1-methylpyridin-1-ium-3-yl)oxycarbonylamino]hexyl]carbamate
CHEMBL1199307
pyridinium, 3,3'-(1,6-hexanediylbis((methylimino)carbonyloxy))bis(1-methyl-
t940307o7b ,
distigmine ion
distigmine cation
unii-t940307o7b
distigmine [who-dd]
3,3'-(1,6-hexanediylbis((methylimino)carbonyloxy))bis(1-methyl-pyridinium)
3,3'-{hexane-1,6-diylbis[(methylcarbamoyl)oxy]}bis(1-methylpyridin-1-ium)
CHEBI:80756 ,
3,3'-{hexane-1,6-diylbis[(methylcarbamoyl)oxy]}bis(1-methylpyridinium)
DTXSID00169484
SCHEMBL16674116
DB13694
FT-0727365
Q27149809
NCGC00510033-02
pyridinium, 3,3'-[1,6-hexanediylbis[(methylimino)carbonyloxy]]bis[1-methyl-

Research Excerpts

Overview

Distigmine bromide is a cholinesterase (ChE) inhibitor used to treat dysuria due to a hypotonic bladder.

ExcerptReferenceRelevance
"Distigmine bromide is a cholinesterase (ChE) inhibitor used to treat dysuria due to a hypotonic bladder. "( Unexpected cholinergic crisis caused by distigmine bromide: A case report.
Kusunoki, S; Sera, T; Shime, N, 2022
)
2.43
"Distigmine is a cholinesterase (ChE) inhibitor used for the treatment of detrusor underactivity in Japan. "( Distigmine Bromide Produces Sustained Potentiation of Guinea-Pig Urinary Bladder Motility by Inhibiting Cholinesterase Activity.
Chino, D; Obara, K; Tanaka, Y, 2017
)
3.34
"Distigmine bromide is a cholinesterase inhibitor widely used for the treatment of hypotonic neurogenic bladder. "( [Acute respiratory failure associated with cholinergic crisis: report of five cases and review of the literature].
Morikawa, N; Sato, E; Shoji, M; Takahashi, H; Takahashi, M; Ubukata, S; Watanabe, H, 2011
)
1.81

Treatment

ExcerptReferenceRelevance
"Treatment with distigmine bromide resulted in a statistically significant reduction of residual volume and percent residual volume, obviating the need for intermittent self-catheterisation in 11 patients. "( Clinical efficacy of distigmine bromide in the treatment of patients with underactive detrusor.
Bougas, DA; Giannopoulos, AM; Kollaitis, GC; Mitropoulos, DN; Mitsogiannis, IC; Serafetinides, EN, 2004
)
1

Toxicity

ExcerptReferenceRelevance
"Distigmine sometimes causes severe adverse events, and the serum butyrylcholinesterase (BChE) level is reduced by distigmine."( [Association between Distigmine-induced Adverse Events and Serum Butyrylcholinesterase Level: A Multicenter Retrospective Study].
Kaneko, C; Mitsuboshi, S; Otaki, S; Tsuruma, N, 2022
)
2.48

Pharmacokinetics

ExcerptReferenceRelevance
" We then assumed an effect compartment for the relationship between the plasma concentration of distigmine and AChE inhibition and analyzed the time course of AChE activity using a sigmoid maximum inhibitory effect model as the pharmacodynamic model."( Pharmacokinetic and pharmacodynamic analysis of acetylcholinesterase inhibition by distigmine bromide in rats.
Fushimi, K; Harada, T; Homma, R; Ito, Y; Kagawa, Y; Kato, Y; Nakazawa, H; Oka, H; Yamada, S, 2010
)
0.8

Dosage Studied

Dose of distigmine bromide has been reduced to 5 mg/day for patients with difficulty in urination due to detrusor underactivity. Compared to patients on monotherapy, patients on combination therapy needed more TWOCs to void.

ExcerptRelevanceReference
" He had been administered distigmine bromide orally for over two years at a daily dosage of 10 mg as a treatment for underactive neurogenic bladder."( [A case of acute distigmine bromide intoxication in the therapeutic dosage for treatment of underactive neurogenic bladder].
Fujita, N; Koike, H; Nagai, H; Tada, M; Umeda, M, 2004
)
0.96
" Compared to patients on monotherapy, patients on combination therapy needed more TWOCs to void due to gradual increase in the dosage of distigmine bromide."( Cholinergic drugs for treatment of recurrent urinary retention in high surgical risk/elderly BPH patients. A pilot study.
Skolarikos, A; Stamatiou, K; Tyritzis, S, 2012
)
0.58
"Since distigmine can cause the serious side effect of cholinergic crisis, its dosage regimen has been reduced to 5 mg/day for patients with difficulty in urination due to detrusor underactivity."( [Effect of distigmine at 5 mg daily in patients with detrusor underactivity].
Ashitomi, K; Hokama, S; Kadekawa, K; Matayoshi, Y; Mukouyama, H; Nakasone, K; Nishijima, S; Onaga, T; Shimabukuro, H; Shimabukuro, S; Sugaya, K; Touyama, Y, 2014
)
1.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
EC 3.1.1.8 (cholinesterase) inhibitorAn EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
muscarinic agonistAny drug that binds to and activates a muscarinic cholinergic receptor.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
pyridinium ion
carbamate esterAny ester of carbamic acid or its N-substituted derivatives.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID1372389Suppression of voiding dysfunction in monkey UAB model assessed as increase in voided volume at 30 ng/kg/min administered as 2 hrs iv infusion
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (50)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (4.00)18.7374
1990's3 (6.00)18.2507
2000's17 (34.00)29.6817
2010's21 (42.00)24.3611
2020's7 (14.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 45.38

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index45.38 (24.57)
Research Supply Index4.03 (2.92)
Research Growth Index5.26 (4.65)
Search Engine Demand Index63.16 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (45.38)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials4 (7.84%)5.53%
Reviews6 (11.76%)6.00%
Case Studies15 (29.41%)4.05%
Observational0 (0.00%)0.25%
Other26 (50.98%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]