CHEBI:145698 - amezinium

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ChEBI Name amezinium
ChEBI ID CHEBI:145698
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000000000908
Download Molfile XML SDF
Formula C11H12N3O
Net Charge +1
Average Mass 202.236
Monoisotopic Mass 202.09749
InChI InChI=1S/C11H11N3O/c1-15-11-7-9(12)8-13-14(11)10-5-3-2-4-6-10/h2-8,12H,1H3/p+1
InChIKey VXROHTDSRBRJLN-UHFFFAOYSA-O
SMILES O(C=1[N+](=NC=C(C1)N)C2=CC=CC=C2)C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 1.4.3.4 (monoamine oxidase) inhibitor
An 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 agent
A 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 inhibitor
Adrenergic 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.
Application(s): antihypotensive agent
A cardiovascular drug that tends to raise reduced blood pressure.
sympathomimetic agent
A 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 inhibitor
Adrenergic 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing amezinium (CHEBI:145698) has role adrenergic uptake inhibitor (CHEBI:35640)
amezinium (CHEBI:145698) has role antihypotensive agent (CHEBI:137431)
amezinium (CHEBI:145698) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623)
amezinium (CHEBI:145698) has role sympathomimetic agent (CHEBI:35524)
amezinium (CHEBI:145698) is a aromatic ether (CHEBI:35618)
amezinium (CHEBI:145698) is a primary arylamine (CHEBI:50471)
amezinium (CHEBI:145698) is a pyridazinium ion (CHEBI:145699)
Incoming amezinium metilsulfate (CHEBI:31201) has part amezinium (CHEBI:145698)
IUPAC Name
4-amino-6-methoxy-1-phenylpyridazin-1-ium
Synonyms Sources
4-amino-6-methoxy-1-phenyl-pyridazinium ChemIDplus
amezinium(1+) ChEBI
Manual Xref Database
153 DrugCentral
View more database links
Registry Numbers Types Sources
4141517 Beilstein Registry Number Beilstein
41658-78-0 CAS Registry Number ChemIDplus
Citations
Ichiyanagi O, Sasagawa I, Suzuki Y, Matsuki S, Itoh K, Miura M, Tomita Y (2003)
Successful treatment of retrograde ejaculation with amezinium.
Archives of andrology 49, 215-217 [PubMed:12746100]
[show Abstract]
Kokot Z, Prawdzik I (2001)
Determination of amezinium in plasma by RP HPLC and its application to bioequivalence studies.
Acta poloniae pharmaceutica 58, 315-318 [PubMed:11876436]
[show Abstract]
Shimizu I, Ishii D, Kawashima K, Oka M, Hosoki K (2001)
Pharmacological effect of amezinium on urethra and bladder of rabbits.
International urogynecology journal and pelvic floor dysfunction 12, 170-177 [PubMed:11451005]
[show Abstract]
Miura H, Tsuchiya K, Kubodera T, Shimamura H, Matsuoka T (2001)
[An autopsy case of pure autonomic failure with pathological features of Parkinson's disease].
Rinsho shinkeigaku = Clinical neurology 41, 40-44 [PubMed:11433766]
[show Abstract]
Kurihara J, Takata Y, Suzuki S, Okubo Y, Kato H (2000)
Effect of midodrine on chlorpromazine-induced orthostatic hypotension in rabbits: comparison with amezinium, etilefrine and droxidopa.
Biological & pharmaceutical bulletin 23, 1445-1449 [PubMed:11145175]
[show Abstract]
Ishigooka M, Hashimoto T, Suzuki Y, Aoyama N, Sasagawa I, Nakada T (1999)
In vitro effect of amezinium on the rabbit urinary bladder: muscle strip and whole bladder evaluation.
International urology and nephrology 31, 181-188 [PubMed:10481962]
[show Abstract]
Ishigooka M, Hashimoto T, Suzuki Y, Ichiyanagi O, Sasagawa I, Nakada T (1996)
Direct effect of amezinium on rabbit urethra: effect of estrogen and progesterone treatment.
International urogynecology journal and pelvic floor dysfunction 7, 325-330 [PubMed:9203481]
[show Abstract]
Bryan-Lluka LJ, Seers H, Sharpe I (1996)
Amezinium and debrisoquine are substrates of uptake1 and potent inhibitors of monoamine oxidase in perfused lungs of rats.
Naunyn-Schmiedeberg's archives of pharmacology 353, 536-544 [PubMed:8740147]
[show Abstract]
Hohmann M, Künzel W (1989)
Etilefrine and amezinium reduce uterine blood flow of pregnant guinea pigs.
European journal of obstetrics, gynecology, and reproductive biology 30, 173-181 [PubMed:2564830]
[show Abstract]
Müller H, Brähler A, Börner U, Boldt J, Stoyanov M, Hempelmann G (1985)
[Hemodynamic effects following bolus administration of different vasopressive agents for blood pressure stabilization during peridural anesthesia].
Regional-Anaesthesie 8, 43-49 [PubMed:2863856]
[show Abstract]
Lenzen S, Nahrstedt H, Panten U (1983)
Monoamine oxidase in pancreatic islets, exocrine pancreas, and liver from rats. Characterization with clorgyline, deprenyl, pargyline, tranylcypromine, and amezinium.
Naunyn-Schmiedeberg's archives of pharmacology 324, 190-195 [PubMed:6419132]
[show Abstract]
Traut M, Morgenthaler H, Brode E (1981)
Determination of amezinium in body fluids.
Arzneimittel-Forschung 31, 1589-1593 [PubMed:7030355]
[show Abstract]
(1981)
Amezinium (LU 1631, Regulton).
Arzneimittel-Forschung 31, 1527-1671 [PubMed:7197966]
Traut M, Brode E, Neumann B, Kummer H (1981)
Pharmacokinetics of amezinium in rat and dog.
Arzneimittel-Forschung 31, 1594-1604 [PubMed:7197974]
[show Abstract]
Traut M, Brode E (1981)
Pharmacokinetics of amezinium in man.
Arzneimittel-Forschung 31, 1605-1615 [PubMed:7197975]
[show Abstract]
Traut M, Kummer H, Brode E (1981)
The fate of amezinium in humans and animals.
Arzneimittel-Forschung 31, 1616-1622 [PubMed:7197976]
[show Abstract]
Wilsmann K, Neugebauer G, Kessel R, Lang E (1981)
Haemodynamic effects of amezinium in man.
Arzneimittel-Forschung 31, 1638-1646 [PubMed:7197978]
[show Abstract]
Last Modified
17 December 2019