Compounds > n-cyclopropylcarbonyl-2-(7-methoxy-1-naphthyl)ethylamine
Page last updated: 2024-12-08

n-cyclopropylcarbonyl-2-(7-methoxy-1-naphthyl)ethylamine

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

Description

N-cyclopropylcarbonyl-2-(7-methoxy-1-naphthyl)ethylamine: a highly potent & selective melatoninergic agonist; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID164405
CHEMBL ID417151
SCHEMBL ID6247137
MeSH IDM0222303

Synonyms (12)

Synonym
n-cyclopropylcarbonyl-2-(7-methoxy-1-naphthyl)ethylamine
cyclopropanecarboxamide, n-(2-(7-methoxy-1-naphthalenyl)ethyl)-
n-(2-(7-methoxy-1-naphthalenyl)ethyl)cyclopropanecarboxamide
n-(2-(7-methoxynaphth-1-yl)ethyl)cyclopropanecarboxamide
CHEMBL417151 ,
138113-03-8
n-[2-(7-methoxynaphthalen-1-yl)ethyl]cyclopropanecarboxamide
bdbm50408578
SCHEMBL6247137
DTXSID60160492
n-[2-(7-methoxynaphth-1-yl)ethyl]cyclopropylcarboxamide
TZQAGPUEZZMDSL-UHFFFAOYSA-N ,

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Many of these ligands give biphasic dose-response curves which suggests that there may be two melatonin receptor subtypes within the ovine pars tuberalis cells."( Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands.
Caignard, DH; Delagrange, P; Depreux, P; Guardiola, B; Howell, HE; Lesieur, D; Mansour, HA; Morgan, P; Pfeiffer, B; Renard, P, 1994)		0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Melatonin receptor type 1AHomo sapiens (human)IC50 (µMol)0.00130.00000.06401.0200AID107890
Melatonin receptor type 1AGallus gallus (chicken)Ki0.01950.00000.16870.8700AID107546
Melatonin receptor type 1CGallus gallus (chicken)Ki0.01950.00000.16870.8700AID107546
Melatonin receptor type 1BGallus gallus (chicken)Ki0.01950.00000.16170.8700AID107546
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (7)

Processvia Protein(s)Taxonomy
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerMelatonin receptor type 1AHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayMelatonin receptor type 1AHomo sapiens (human)
mating behaviorMelatonin receptor type 1AHomo sapiens (human)
circadian rhythmMelatonin receptor type 1AHomo sapiens (human)
G protein-coupled receptor signaling pathwayMelatonin receptor type 1AHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayMelatonin receptor type 1AGallus gallus (chicken)
negative regulation of glycolytic processMelatonin receptor type 1AGallus gallus (chicken)
negative regulation of glucose importMelatonin receptor type 1AGallus gallus (chicken)
G protein-coupled receptor signaling pathwayMelatonin receptor type 1AGallus gallus (chicken)
negative regulation of glycolytic processMelatonin receptor type 1CGallus gallus (chicken)
negative regulation of glucose importMelatonin receptor type 1CGallus gallus (chicken)
G protein-coupled receptor signaling pathwayMelatonin receptor type 1CGallus gallus (chicken)
G protein-coupled receptor signaling pathwayMelatonin receptor type 1BGallus gallus (chicken)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
protein bindingMelatonin receptor type 1AHomo sapiens (human)
melatonin receptor activityMelatonin receptor type 1AHomo sapiens (human)
hormone bindingMelatonin receptor type 1AHomo sapiens (human)
organic cyclic compound bindingMelatonin receptor type 1AHomo sapiens (human)
G protein-coupled receptor activityMelatonin receptor type 1AHomo sapiens (human)
melatonin receptor activityMelatonin receptor type 1AGallus gallus (chicken)
hormone bindingMelatonin receptor type 1AGallus gallus (chicken)
melatonin bindingMelatonin receptor type 1AGallus gallus (chicken)
G protein-coupled receptor activityMelatonin receptor type 1AGallus gallus (chicken)
melatonin receptor activityMelatonin receptor type 1CGallus gallus (chicken)
melatonin bindingMelatonin receptor type 1CGallus gallus (chicken)
G protein-coupled receptor activityMelatonin receptor type 1CGallus gallus (chicken)
melatonin receptor activityMelatonin receptor type 1BGallus gallus (chicken)
G protein-coupled receptor activityMelatonin receptor type 1BGallus gallus (chicken)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
plasma membraneMelatonin receptor type 1AHomo sapiens (human)
receptor complexMelatonin receptor type 1AHomo sapiens (human)
plasma membraneMelatonin receptor type 1AHomo sapiens (human)
receptor complexMelatonin receptor type 1AGallus gallus (chicken)
plasma membraneMelatonin receptor type 1AGallus gallus (chicken)
nucleoplasmMelatonin receptor type 1CGallus gallus (chicken)
plasma membraneMelatonin receptor type 1CGallus gallus (chicken)
plasma membraneMelatonin receptor type 1BGallus gallus (chicken)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID107704Blocking the inhibitory effect of 1 nM melatonin.1994Journal of medicinal chemistry, Sep-30, Volume: 37, Issue:20
Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands.
AID107546Binding affinity against chicken brain melatonin receptors using 2-[125I]iodomelatonin as radioligand1997Journal of medicinal chemistry, Feb-28, Volume: 40, Issue:5
Three-dimensional quantitative structure-activity relationship of melatonin receptor ligands: a comparative molecular field analysis study.
AID107890Melatonin receptor type 1A binding affinity measured using 2-[125I]iodomelatonin on ovine pars tuberalis membrane homogenates.1998Journal of medicinal chemistry, Nov-05, Volume: 41, Issue:23
Pharmacophoric search and 3D-QSAR comparative molecular field analysis studies on agonists of melatonin sheep receptors.
AID107718Biphasic (low affinity) inhibition of melatonin receptor of ovine pars tuberalis membrane1994Journal of medicinal chemistry, Sep-30, Volume: 37, Issue:20
Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands.
AID107707Binding affinity to melatonin receptor measured on ovine pars tuberalis membrane1994Journal of medicinal chemistry, Sep-30, Volume: 37, Issue:20
Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands.
AID107717Biphasic (high affinity) inhibition of melatonin receptor of ovine pars tuberalis membrane1994Journal of medicinal chemistry, Sep-30, Volume: 37, Issue:20
Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands.
AID107710Binding affinity against Melatonin receptor using ovine pars tuberalis membranes of the pituitary.1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Novel naphthalenic ligands with high affinity for the melatonin receptor.
AID107713Activity (expressed as cAMP index) measured by the melatonin-mediated inhibition of forskolin-stimulated cAMP production1994Journal of medicinal chemistry, Sep-30, Volume: 37, Issue:20
Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (4)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (100.00)18.2507
2000's0 (0.00)29.6817
2010's0 (0.00)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: 12.66

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

MetricThis Compound (vs All)
Research Demand Index12.66 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.45 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.66)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
melatonin
[no description available]		2.940acetamides;
tryptamines		anticonvulsant;
central nervous system depressant;
geroprotector;
hormone;
human metabolite;
immunological adjuvant;
mouse metabolite;
radical scavenger
n-acetyltryptamine
N-acetyltryptamine: antagonizes the melatonin-induced inhibition of dopamine release from retina; RN given refers to parent cpd. N-acetyltryptamine : A tryptamine compound having an acetyl substituent attached to the side-chain amino function.		1.9910acetamides;
indoles
s20098
[no description available]		2.6830acetamides
2-iodomelatonin
[no description available]		2.420acetamides
ah 001
AH 001: structure given in first source; a melatonin agonist		1.9910
ConditionIndicatedRelationship StrengthStudiesTrials