Page last updated: 2024-11-06

1-methyl-1,2,3,4-tetrahydroisoquinoline

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

Description

1-methyl-1,2,3,4-tetrahydroisoquinoline: endogenous amine from rat brain [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID92214
CHEMBL ID95456
CHEBI ID125372
SCHEMBL ID327738
MeSH IDM0143899

Synonyms (34)

Synonym
CHEMBL95456 ,
isoquinoline, 1,2,3,4-tetrahydro-1-methyl-
1-m-thiq
1-methyl-1,2,3,4-tetrahydroisoquinoline
CHEBI:125372
4965-09-7
1-methyl-1,2,3,4-tetrahydro-isoquinoline
bdbm50023309
3-benzyloxy-cyclobutanecarboxylicacid
AKOS011661203
AM803958
FT-0645680
AB07224
BRD-A17081056-001-01-9
SCHEMBL327738
SY027949
mfcd00798989
1,2,3,4-tetrahydro-1-methylisoquinoline
J-200126
J-650341
M2606
Q27215737
isoquinoline, tetrahydromethyl-
CS-W002686
AC-8271
BBL102835
STL556643
AS-18380
BCP14751
SB38944
SB38126
A918156
DTXSID70897161
EN300-99463

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" A significant reduction of the ligand-DATs binding was found in the mice treated with MPTP, but not with TIQ, under the dosage inducing behavioral abnormality and loss of tyrosine hydroxylase-positive cells in the substantia nigra."( Evaluation of neurotoxicity of TIQ and MPTP and of parkinsonism-preventing effect of 1-MeTIQ by in vivo measurement of pre-synaptic dopamine transporters and post-synaptic dopamine D(2) receptors in the mouse striatum.
Abe, K; Ishiwata, K; Kawamura, K; Koyanagi, Y; Saitoh, T; Sano, T; Senda, M; Taguchi, K; Toda, J, 2001
)
0.31
"The aim of this study was to characterize the anticonvulsant effects of 1-methyl-1,2,3,4-tetrahydroisoquinoline (MeTHIQ--an endogenous parkinsonism-preventing substance) in combination with four second-generation antiepileptic drugs (AEDs: lamotrigine [LTG], oxcarbazepine [OXC], pregabalin [PGB], and topiramate [TPM]) in the mouse maximal electroshock (MES)-induced seizure model by using the type I isobolographic analysis for parallel and non-parallel dose-response relationship curves (DRRCs)."( Interactions of 1-methyl-1,2,3,4-tetrahydroisoquinoline with lamotrigine, oxcarbazepine, pregabalin, and topiramate in the mouse maximal electroshock-induced seizure model: a type I isobolographic analysis.
Antkiewicz-Michaluk, L; Czuczwar, SJ; Luszczki, JJ; Raszewski, G, 2010
)
0.94
"The anticonvulsant interaction profile between 1-MeTHIQ and CLB in the mouse MES model was determined using an isobolographic analysis for parallel dose-response relationship curves."( Additive interactions between 1-methyl-1,2,3,4-tetrahydroisoquinoline and clobazam in the mouse maximal electroshock-induced tonic seizure model--an isobolographic analysis for parallel dose-response relationship curves.
Andres-Mach, M; Haratym-Maj, A; Luszczki, JJ; Zagaja, M, 2014
)
0.69
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
isoquinolinesA class of organic heteropolycyclic compound consisting of isoquinoline and its substitution 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)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Phenylethanolamine N-methyltransferaseBos taurus (cattle)Ki33.10000.00312.329310.0000AID155172
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (2)

Processvia Protein(s)Taxonomy
methylationPhenylethanolamine N-methyltransferaseBos taurus (cattle)
epinephrine biosynthetic processPhenylethanolamine N-methyltransferaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (1)

Processvia Protein(s)Taxonomy
phenylethanolamine N-methyltransferase activityPhenylethanolamine N-methyltransferaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (6)

Assay IDTitleYearJournalArticle
AID211657Neurotoxicity against human neuroblastoma SH-SY5Y cells using MTT dye conversion assay2003Bioorganic & medicinal chemistry letters, Sep-01, Volume: 13, Issue:17
Neuroprotective or neurotoxic activity of 1-methyl-1,2,3,4-tetrahydroisoquinoline and related compounds.
AID437352Cytotoxicity against rat PC12 cells assessed as effect on cell viability at 1 mM after 48 hrs by tetrazolium/formazan assay2009European journal of medicinal chemistry, Oct, Volume: 44, Issue:10
Facile synthesis and in vitro properties of 1-alkyl- and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells.
AID155172Inhibition of phenylethanolamine N-methyl-transferase (PNMT)1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Conformational and steric aspects of the inhibition of phenylethanolamine N-methyltransferase by benzylamines.
AID437348Cytoprotective activity against MPP(+)-induced apoptosis in rat PC12 cells assessed as prevention of increased caspase 3/7 activity at 0.01 mM after 48 hrs2009European journal of medicinal chemistry, Oct, Volume: 44, Issue:10
Facile synthesis and in vitro properties of 1-alkyl- and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells.
AID437344Cytotoxicity against rat PC12 cells assessed as effect on cell viability at 0.5 mM after 48 hrs by tetrazolium/formazan assay2009European journal of medicinal chemistry, Oct, Volume: 44, Issue:10
Facile synthesis and in vitro properties of 1-alkyl- and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells.
AID437345Cytoprotective activity against MPP(+)-induced rat PC12 cell death assessed as increase in number of surviving cells at 0.01 to 0.5 mM after 48 hrs by tetrazolium/formazan assay2009European journal of medicinal chemistry, Oct, Volume: 44, Issue:10
Facile synthesis and in vitro properties of 1-alkyl- and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (65)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (7.69)18.7374
1990's17 (26.15)18.2507
2000's22 (33.85)29.6817
2010's19 (29.23)24.3611
2020's2 (3.08)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.96

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 Index19.96 (24.57)
Research Supply Index4.23 (2.92)
Research Growth Index4.89 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (19.96)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.47%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other67 (98.53%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]