n-methylisoquinolinium profile

n-Methylisoquinolinium is a heterocyclic cation that is a key structural motif in various biologically active compounds. It is often studied for its potential as a pharmaceutical agent due to its ability to interact with biological targets. Its synthesis typically involves the methylation of isoquinoline, which can be achieved through various methods, including reaction with methyl iodide or dimethyl sulfate. n-Methylisoquinolinium has been reported to exhibit a range of pharmacological effects, including anti-inflammatory, antimicrobial, and anticancer activities. The specific effects can vary depending on the nature of the substituents attached to the isoquinolinium ring. Research on n-methylisoquinolinium focuses on exploring its potential therapeutic applications and understanding its mechanisms of action. Its importance stems from its structural similarity to natural products and its versatility as a building block for the development of novel drugs.'

N-methylisoquinolinium: RN given refers to parent cpd; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	19851
CHEMBL ID	74168
SCHEMBL ID	1826146
SCHEMBL ID	13814518
MeSH ID	M0146182

Synonym
2-methyl-isoquinolinium
PK04_181308
PK04_181153
RTE3_000002
STK368367
2-methylisoquinolinium
n-methylisoquinolinium
CHEMBL74168
2-methylisoquinolin-2-ium
AKOS000583787
n-miq
isoquinolinium, 2-methyl-
33718-23-9
SCHEMBL1826146
SCHEMBL13814518
DTXSID60187402

Assay ID	Title	Year	Journal	Article
AID61002	The maximum dopamine release induced by perfusion with the test compound with basal striatal DA (%of basal x10E-3)	1990	Journal of medicinal chemistry, Aug, Volume: 33, Issue:8	In vivo intracerebral microdialysis studies in rats of MPP+ analogues and related charged species.
AID1445036	Inhibition of recombinant human NNMT triple mutant expressed in Escherichia coli BL21/DE3 cells using NCA as substrate assessed as decrease in 1-MN formation in presence of SAM, SAH by HPLC-UV method	2017	Journal of medicinal chemistry, 06-22, Volume: 60, Issue:12	Structure-Activity Relationship for Small Molecule Inhibitors of Nicotinamide N-Methyltransferase.
AID61001	The maximal DA release induced by perfusion with 10 mM MPP+ (15 min) 1 day after perfusion with the test compound with basal striatal DA (%of basal x10E-3)	1990	Journal of medicinal chemistry, Aug, Volume: 33, Issue:8	In vivo intracerebral microdialysis studies in rats of MPP+ analogues and related charged species.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	3 (30.00)	18.7374
1990's	6 (60.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	1 (10.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	10 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
n(1)-methylnicotinamide N(1)-methylnicotinamide: RN given refers to parent cpd. 1-methylnicotinamide : A pyridinium ion comprising nicotinamide having a methyl group at the 1-position. It is a metabolite of nicotinamide which was initially considered to be biologically inactive but has emerged as an anti-thrombotic and anti-inflammatory agent.	2.42	2	pyridinium ion	algal metabolite; anti-inflammatory agent; human urinary metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
succinic acid Succinic Acid: A water-soluble, colorless crystal with an acid taste that is used as a chemical intermediate, in medicine, the manufacture of lacquers, and to make perfume esters. It is also used in foods as a sequestrant, buffer, and a neutralizing agent. (Hawley's Condensed Chemical Dictionary, 12th ed, p1099; McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed, p1851). succinic acid : An alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle.	1.97	1	alpha,omega-dicarboxylic acid; C4-dicarboxylic acid	anti-ulcer drug; fundamental metabolite; micronutrient; nutraceutical; radiation protective agent
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine: A dopaminergic neurotoxic compound which produces irreversible clinical, chemical, and pathological alterations that mimic those found in Parkinson disease.. 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine : A tetrahydropyridine that is 1,2,3,6-tetrahydropyridine substituted by a methyl group at position 1 and a phenyl group at position 4.	1.97	1	methylpyridines; phenylpyridine; tetrahydropyridine	neurotoxin
cetylpyridinium Cetylpyridinium: Cationic bactericidal surfactant used as a topical antiseptic for skin, wounds, mucous membranes, instruments, etc.; and also as a component in mouthwash and lozenges.	1.97	1	pyridinium ion
guanethidine Guanethidine: An antihypertensive agent that acts by inhibiting selectively transmission in post-ganglionic adrenergic nerves. It is believed to act mainly by preventing the release of norepinephrine at nerve endings and causes depletion of norepinephrine in peripheral sympathetic nerve terminals as well as in tissues.. guanethidine : A member of the class of guanidines in which one of the hydrogens of the amino group has been replaced by a 2-azocan-1-ylethyl group.. guanethidine sulfate : A organic sulfate salt composed of two molecules of guanethidine and one of sulfuric acid.	1.97	1	azocanes; guanidines	adrenergic antagonist; antihypertensive agent; sympatholytic agent
1,2,3,4-tetrahydroisoquinoline 1,2,3,4-tetrahydroisoquinoline: RN given refers to cpd with locants as specified	2.67	3	isoquinolines
quinoline [no description available]	1.97	1	azaarene; mancude organic heterobicyclic parent; ortho-fused heteroarene; quinolines
isoquinoline [no description available]	1.97	1	azaarene; isoquinolines; mancude organic heterobicyclic parent; ortho-fused heteroarene
tetraphenylborate Tetraphenylborate: An anionic compound that is used as a reagent for determination of potassium, ammonium, rubidium, and cesium ions. It also uncouples oxidative phosphorylation and forms complexes with biological materials, and is used in biological assays.	1.97	1
ferrocin c N-methyl-2-quinolone: structure in first source	2.15	1
1-methylpyridinium 1-methylpyridinium: RN given refers to parent cpd	1.97	1	methylpyridines
2-methyl-1,2,3,4-tetrahydroisoquinoline [no description available]	1.97	1
paraquat Paraquat: A poisonous dipyridilium compound used as contact herbicide. Contact with concentrated solutions causes irritation of the skin, cracking and shedding of the nails, and delayed healing of cuts and wounds.. paraquat : An organic cation that consists of 4,4'-bipyridine bearing two N-methyl substituents loctated at the 1- and 1'-positions.	1.97	1	organic cation	geroprotector; herbicide
1-methylquinolinium 1-methylquinolinium: RN given refers to parent cpd	2.42	2
1,2-dehydrosalsolinol 1,2-dehydrosalsolinol: structure given in first source	1.98	1	isoquinolines
n-methylacridine N-methylacridine: RN given refers to acridinium parent cpd	2.15	1
norsalsolinol norsalsolinol: rigid dopamine analog; RN given refers to parent cpd; structure. norsalsolinol : An isoquinolinol that is 1,2,3,4-tetrahydroisoquinoline substituted by hydroxy groups at positions 6 and 7. It is present in the dopamine-rich areas of the human brain, including the substantia nigra.	1.98	1	isoquinolinol	animal metabolite; apoptosis inducer; human metabolite; marine metabolite
1-methyl-4-phenylpyridinium 1-Methyl-4-phenylpyridinium: An active neurotoxic metabolite of 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE. The compound reduces dopamine levels, inhibits the biosynthesis of catecholamines, depletes cardiac norepinephrine and inactivates tyrosine hydroxylase. These and other toxic effects lead to cessation of oxidative phosphorylation, ATP depletion, and cell death. The compound, which is related to PARAQUAT, has also been used as an herbicide.. N-methyl-4-phenylpyridinium : A pyridinium ion that is N-methylpyridinium having a phenyl substituent at the 4-position.	2.38	2	pyridinium ion	apoptosis inducer; herbicide; human xenobiotic metabolite; neurotoxin
1,2,3,4-tetrahydroquinoline 1,2,3,4-tetrahydroquinoline: structure in first source. 1,2,3,4-tetrahydroquinoline : A member of the class of quinolines that is the 1,2,3,4-tetrahydro derivative of quinoline.	1.97	1	quinolines
salsolinol salsolinol: RN given refers to cpd without isomeric designation; EP to SALSOLINE ALKALOIDS (78-82); on-line search SALSOLINE ALKALOIDS (78-82); Index Medicus search ISOQUINOLINES (78-82). (S)-salsolinol : A 1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol that has S-configuration.	1.98	1	1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol	human urinary metabolite
1-methyl-1,2,3,4-tetrahydroisoquinoline 1-methyl-1,2,3,4-tetrahydroisoquinoline: endogenous amine from rat brain	2.67	3	isoquinolines
2-methyltryptoline 2-methyltryptoline: enzymatic preparation from human brain converts methyltyptamine to methyltryptoline; structure	1.97	1	beta-carbolines
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	1.97	1	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite

Condition	Relationship Strength	Studies
MPTP Neurotoxicity Syndrome [description not available]	1.97	1
Idiopathic Parkinson Disease [description not available]	1.97	1
Parkinson Disease A progressive, degenerative neurologic disease characterized by a TREMOR that is maximal at rest, retropulsion (i.e. a tendency to fall backwards), rigidity, stooped posture, slowness of voluntary movements, and a masklike facial expression. Pathologic features include loss of melanin containing neurons in the substantia nigra and other pigmented nuclei of the brainstem. LEWY BODIES are present in the substantia nigra and locus coeruleus but may also be found in a related condition (LEWY BODY DISEASE, DIFFUSE) characterized by dementia in combination with varying degrees of parkinsonism. (Adams et al., Principles of Neurology, 6th ed, p1059, pp1067-75)	1.97	1
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	1.97	1

n-methylisoquinolinium

Description

Cross-References

Synonyms (16)

Bioassays (3)

Research

Studies (10)

Market Indicators

Research Demand Index: 12.11

Study Types