Page last updated: 2024-11-06

amezinium

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

Description

Amezinium is a quaternary ammonium compound with a unique chemical structure. It is an anticholinergic agent that primarily acts as a muscarinic receptor antagonist. Amezinium is primarily used in ophthalmology for treating conditions like mydriasis (pupil dilation) and cycloplegia (paralysis of the ciliary muscle). It is also used in some research studies to investigate the role of acetylcholine in various physiological processes. However, its clinical use is limited due to its potential side effects and the availability of newer, more effective medications.'

amezinium: RN &N1 for parent cpd from 9th CI Form Index; structure in Negwer, 5th ed, #6252 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

amezinium : A pyridazinium ion that is pyridazin-1-ium which is substituted by a phenyl, amino and methoxy groups at positions 1, 4 and 6, respectively. [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 CID71927
CHEMBL ID2110922
CHEBI ID145698
SCHEMBL ID148690
MeSH IDM0090031

Synonyms (22)

Synonym
4-amino-6-methoxy-1-phenylpyridazinium
brn 4141517
amezinium
pyridazinium, 4-amino-6-methoxy-1-phenyl-
6-methoxy-1-phenylpyridazin-1-ium-4-amine
amezinium(1+)
4-amino-6-methoxy-1-phenylpyridazin-1-ium
CHEBI:145698
41658-78-0
4-amino-6-methoxy-1-phenyl-pyridazinium
unii-t4va39mo9x
t4va39mo9x ,
5-25-12-00411 (beilstein handbook reference)
SCHEMBL148690
amezinium ion
amezinium [who-dd]
amezinium cation
CHEMBL2110922
NCGC00510028-01
Q27289673
STARBLD0002739
DTXSID60865551

Research Excerpts

Overview

Amezinium metilsulfate is a new, indirectly acting sympathomimetic drug. It exclusively affects postganglionic sympathetic neurons and inhibits both intraneuronal monoamine oxidase and norepinephrine reuptake. Amezinium is a structurally novel substrate of the noradrenaline transport mechanism of the axolemma.

ExcerptReferenceRelevance
"Amezinium is a structurally novel substrate of both the noradrenaline transport mechanism of the axolemma and the transport mechanism of the noradrenaline-storing synaptic vesicles."( Fate of [3H]amezinium in sympathetically innervated rabbit tissues.
Starke, K; Steppeler, A, 1982
)
1.36
"Amezinium metilsulfate is a new, indirectly acting sympathomimetic drug which exclusively affects postganglionic sympathetic neurons and inhibits both intraneuronal monoamine oxidase and norepinephrine reuptake. "( Treatment of neurogenic orthostatic hypotension with amezinium metilsulfate, a new indirect sympathomimetic drug.
Hirayama, K; Kita, K, 1988
)
1.97

Effects

ExcerptReferenceRelevance
"2. Amezinium has a high affinity for tissues."( Pharmacokinetics of amezinium in rat and dog.
Brode, E; Kummer, H; Neumann, B; Traut, M, 1981
)
1.1
"2. Amezinium has a high affinity for tissues."( Pharmacokinetics of amezinium in rat and dog.
Brode, E; Kummer, H; Neumann, B; Traut, M, 1981
)
1.1

Treatment

ExcerptReferenceRelevance
"Pre-treatment with amezinium ehhanced NE-induced increases in IUP index and MBP."( Pharmacological effect of amezinium on urethra and bladder of rabbits.
Hosoki, K; Ishii, D; Kawashima, K; Oka, M; Shimizu, I, 2001
)
0.93

Pharmacokinetics

ExcerptReferenceRelevance
"0 h half-life and comparably slow elimination (half-life about 12."( The pharmacokinetics of ameziniummetilsulfate in man. Single and repetitive oral administration of a therapeutically effective dose.
Brode, E; Hollmann, M; Vollgraf, C, 1983
)
0.57
" In the rat the absorption proceeds with a half-life of 11 min, after a lag phase of 6 min."( Pharmacokinetics of amezinium in rat and dog.
Brode, E; Kummer, H; Neumann, B; Traut, M, 1981
)
0.59

Bioavailability

The absolute bioavailability and pharmacokinetics of 4-amino-6-methoxy-1-phenyl-pyridazinium methyl sulfate (amesiniummetilsulfate, LU 1631, Regulton) were examined.

ExcerptReferenceRelevance
" These properties and the characteristics of amezinium with respect to absorption, bioavailability and elimination are considered favourable for safe and effective handling of the drug."( The pharmacokinetics of ameziniummetilsulfate in man. Single and repetitive oral administration of a therapeutically effective dose.
Brode, E; Hollmann, M; Vollgraf, C, 1983
)
0.83
" Absolute bioavailability of the batches used is estimated to be about 50% and 67% resp."( Pharmacokinetics of amezinium in man.
Brode, E; Traut, M, 1981
)
0.59
" From the dose-response relationships after parenteral and oral administration a relative enteral efficacy of 50-80% was established, which corresponds well with bioavailability data."( Haemodynamic effects of amezinium in man.
Kessel, R; Lang, E; Neugebauer, G; Wilsmann, K, 1981
)
0.57

Dosage Studied

ExcerptRelevanceReference
" In a preceding dose finding study equipotent dosage of the substances used was confirmed."( [Hemodynamic effects following bolus administration of different vasopressive agents for blood pressure stabilization during peridural anesthesia].
Boldt, J; Börner, U; Brähler, A; Hempelmann, G; Müller, H; Stoyanov, M, 1985
)
0.27
" AM was not able to cause contraction of strips obtained from dogs pretreated with reserpine; phentolamine shifted the dose-response curve of AM to the right."( On the mechanism of action of amezinium methylsulphate on the dog saphenous vein.
Araújo, D; Caramona, MM; Osswald, W, 1983
)
0.55
" From the dose-response relationships after parenteral and oral administration a relative enteral efficacy of 50-80% was established, which corresponds well with bioavailability data."( Haemodynamic effects of amezinium in man.
Kessel, R; Lang, E; Neugebauer, G; Wilsmann, K, 1981
)
0.57
" Second, dose-response curves to increasing doses (1-512ng/min) of noradrenaline infused locally to the dorsal hand vein were determined using a linear variable differential transformer."( Effect of amezinium metilsulfate on the finger skin vasoconstrictor response to cold stimulation and venoconstrictor response to noradrenaline.
Fujimura, A; Harada, K; Ohashi, K; Ohmori, M, 1998
)
0.7
"A modified method is described for the determination of 4-amino-6-methoxy-l-phenylpyridazinium methyl sulfate (amezinium metisulfate) in plasma and in the dosage form."( Determination of amezinium in plasma by RP HPLC and its application to bioequivalence studies.
Kokot, Z; Prawdzik, I,
)
0.68
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
antihypotensive agentA cardiovascular drug that tends to raise reduced blood pressure.
EC 1.4.3.4 (monoamine oxidase) inhibitorAn EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4).
sympathomimetic agentA drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
adrenergic uptake inhibitorAdrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
[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 (3)

ClassDescription
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
primary arylamineA primary amine formally derived from ammonia by replacing one hydrogen atom by an aryl group. R-NH2 where R is an aryl group.
pyridazinium ionAn organic cation resulting from the protonation of one of the nitrogens of pyridazine or its 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]

Protein Targets (1)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Spike glycoproteinSevere acute respiratory syndrome-related coronavirusPotency11.22020.009610.525035.4813AID1479145
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
virion membraneSpike glycoproteinSevere acute respiratory syndrome-related coronavirus
[Information is prepared from geneontology information from the June-17-2024 release]

Research

Studies (64)

TimeframeStudies, This Drug (%)All Drugs %
pre-199047 (73.44)18.7374
1990's11 (17.19)18.2507
2000's5 (7.81)29.6817
2010's1 (1.56)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.26

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index24.26 (24.57)
Research Supply Index4.36 (2.92)
Research Growth Index3.95 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (24.26)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials11 (16.67%)5.53%
Reviews1 (1.52%)6.00%
Case Studies6 (9.09%)4.05%
Observational0 (0.00%)0.25%
Other48 (72.73%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]