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.
ID Source | ID |
---|---|
PubMed CID | 3116 |
CHEMBL ID | 1199307 |
CHEBI ID | 80756 |
SCHEMBL ID | 16674116 |
MeSH ID | M0224849 |
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- |
Distigmine bromide is a cholinesterase (ChE) inhibitor used to treat dysuria due to a hypotonic bladder.
Excerpt | Reference | Relevance |
---|---|---|
"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 |
Excerpt | Reference | Relevance |
---|---|---|
"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 |
Excerpt | Reference | Relevance |
---|---|---|
"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 |
Excerpt | Reference | Relevance |
---|---|---|
" 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 |
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.
Role | Description |
---|---|
EC 3.1.1.8 (cholinesterase) inhibitor | An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8). |
muscarinic agonist | Any 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] |
Class | Description |
---|---|
pyridinium ion | |
carbamate ester | Any 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] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1372389 | Suppression 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] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 2 (4.00) | 18.7374 |
1990's | 3 (6.00) | 18.2507 |
2000's | 17 (34.00) | 29.6817 |
2010's | 21 (42.00) | 24.3611 |
2020's | 7 (14.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (45.38) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 4 (7.84%) | 5.53% |
Reviews | 6 (11.76%) | 6.00% |
Case Studies | 15 (29.41%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 26 (50.98%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |