n-butanoyl-5-methoxytryptamine

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

Description

N-butanoyl-5-methoxytryptamine: mimics melatonin's antigonadal activity and inhibits 2-iodomelatonin binding [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	6443706
CHEMBL ID	288084
SCHEMBL ID	5616635
MeSH ID	M0226450

Synonyms (13)

Synonym
5-methoxy n-butanoyltryptamine
CHEMBL288084 ,
n-[2-(5-methoxy-1h-indol-3-yl)ethyl]butanamide
66012-83-7
STL170026
AKOS005367257
153342-21-3
n-butanoyl-5-methoxytryptamine
SCHEMBL5616635
DTXSID90165314
5-methoxy-n-butyryltryptamine
bdbm50231304
n-(2-(5-methoxy-1h-indol-3-yl)ethyl)butyramide

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (7)

Assay ID	Title	Year	Journal	Article
AID107543	Binding affinity to compete for 2-[125I]iodomelatonin binding to chicken retinal membranes	1993	Journal of medicinal chemistry, Oct-01, Volume: 36, Issue:20	2-Amido-8-methoxytetralins: a series of nonindolic melatonin-like agents.
AID107545	Relative binding affinity to chicken retinal membranes compared to 2-[125I]iodomelatonin.	1993	Journal of medicinal chemistry, Oct-01, Volume: 36, Issue:20	2-Amido-8-methoxytetralins: a series of nonindolic melatonin-like agents.
AID1127074	Antiplasmodial activity against asynchronous culture of Plasmodium falciparum 3D7 infected in erythrocytes assessed as reduction of melatonin-induced increase in parasitemia level at 500 nM after 48 hrs by YOYO-1 staining-based flow cytometry (Rvb = 23.5	2014	European journal of medicinal chemistry, May-06, Volume: 78	Synthetic indole and melatonin derivatives exhibit antimalarial activity on the cell cycle of the human malaria parasite Plasmodium falciparum.
AID108056	Relative Binding Affinity (pRA1) to cloned human Melatonin receptor type 1B, stably expressed in NIH3T3 rat fibroblast cells, determined using 2-[125I]iodomelatonin	2003	Journal of medicinal chemistry, Apr-10, Volume: 46, Issue:8	Three-dimensional quantitative structure-activity relationship studies on selected MT1 and MT2 melatonin receptor ligands: requirements for subtype selectivity and intrinsic activity modulation.
AID1127072	Antiplasmodial activity against Plasmodium falciparum 3D7 infected in erythrocytes assessed as parasitemia level at 500 nM after 48 hrs by YOYO-1 staining-based flow cytometry relative to control	2014	European journal of medicinal chemistry, May-06, Volume: 78	Synthetic indole and melatonin derivatives exhibit antimalarial activity on the cell cycle of the human malaria parasite Plasmodium falciparum.
AID108023	Relative Binding Affinity (pRA1) to cloned human Melatonin receptor type 1A, stably expressed in NIH3T3 rat fibroblast cells, determined using 2-[125I]iodomelatonin	2003	Journal of medicinal chemistry, Apr-10, Volume: 46, Issue:8	Three-dimensional quantitative structure-activity relationship studies on selected MT1 and MT2 melatonin receptor ligands: requirements for subtype selectivity and intrinsic activity modulation.
AID1127075	Antiplasmodial activity against ring stage synchronized Plasmodium falciparum 3D7 infected in erythrocytes assessed as parasitemia level after 48 hrs by flow cytometry relative to control	2014	European journal of medicinal chemistry, May-06, Volume: 78	Synthetic indole and melatonin derivatives exhibit antimalarial activity on the cell cycle of the human malaria parasite Plasmodium falciparum.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	2 (40.00)	18.2507
2000's	2 (40.00)	29.6817
2010's	1 (20.00)	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]

Market Indicators

Research Demand Index: 12.58

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.

Metric	This Compound (vs All)
Research Demand Index	12.58 (24.57)
Research Supply Index	1.79 (2.92)
Research Growth Index	4.37 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (12.58)

All Compounds (24.57)

Study Types

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	5 (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
melatonin [no description available]	3.1	5	acetamides; tryptamines	anticonvulsant; central nervous system depressant; geroprotector; hormone; human metabolite; immunological adjuvant; mouse metabolite; radical scavenger
n-acetylserotonin N-acetylserotonin : An N-acylserotonin resulting from the formal condensation of the primary amino group of serotonin with the carboxy group of acetic acid.	2.01	1	acetamides; N-acylserotonin; phenols	antioxidant; human metabolite; mouse metabolite; tropomyosin-related kinase B receptor agonist
5-methoxytryptamine 5-Methoxytryptamine: Serotonin derivative proposed as potentiator for hypnotics and sedatives.. 5-methoxytryptamine : A member of the class of tryptamines that is the methyl ether derivative of serotonin.	2.1	1	aromatic ether; primary amino compound; tryptamines	5-hydroxytryptamine 2A receptor agonist; 5-hydroxytryptamine 2B receptor agonist; 5-hydroxytryptamine 2C receptor agonist; antioxidant; cardioprotective agent; human metabolite; mouse metabolite; neuroprotective agent; radiation protective agent; serotonergic agonist
6-chloromelatonin [no description available]	2.69	3	acetamides
n-acetyl-2-phenylethylamine [no description available]	1.98	1	N-acetyl-2-arylethylamine
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.	2.45	2	acetamides; indoles
enkephalin, d-penicillamine (2,5)- Enkephalin, D-Penicillamine (2,5)-: A disulfide opioid pentapeptide that selectively binds to the DELTA OPIOID RECEPTOR. It possesses antinociceptive activity.. DPDPE : A heterodetic cyclic peptide that is a cyclic enkephalin analogue, having D-penicillaminyl residues located at positions 2 and 5, which form the heterocycle via a disulfide bond.	2.02	1	heterodetic cyclic peptide	delta-opioid receptor agonist
2-iodomelatonin [no description available]	2.68	3	acetamides
luzindole luzindole: melatonin receptor antagonist; structure given in first source. luzindole : A member of the class of indoles that is tryptamine in which one of the amino hydrogens is replaced by an acetyl group while the hydrogen at position 2 is replaced by a benzyl group.	2.01	1	acetamides; indoles	melatonin receptor antagonist
2-bromomelatonin 2-bromomelatonin: structure given in first source	2.01	1
N-[2-(4-methoxyphenyl)ethyl]acetamide [no description available]	1.98	1	acetamides
ah 001 AH 001: structure given in first source; a melatonin agonist	1.98	1
4-phenyl-2-propionamidotetraline 4-phenyl-2-propionamidotetraline: melatonin receptor antagonist; structure in first source	2.01	1	tetralins
2-phenylmelatonin [no description available]	2.42	2	phenylindole
iik7 IIK7: structure in first source	2.01	1
8-methoxy-2-propionamidotetralin 8-methoxy-2-propionamidotetralin: enhances sperm hyperactivation via the MT1 receptor	1.98	1	tetralins
naloxone Naloxone: A specific opiate antagonist that has no agonist activity. It is a competitive antagonist at mu, delta, and kappa opioid receptors.. naloxone : A synthetic morphinane alkaloid that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group. A specific opioid antagonist, it is used (commonly as its hydrochloride salt) to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose.	2.02	1	morphinane alkaloid; organic heteropentacyclic compound; tertiary alcohol	antidote to opioid poisoning; central nervous system depressant; mu-opioid receptor antagonist
enkephalin, ala(2)-mephe(4)-gly(5)- Enkephalin, Ala(2)-MePhe(4)-Gly(5)-: An enkephalin analog that selectively binds to the MU OPIOID RECEPTOR. It is used as a model for drug permeability experiments.	2.02	1
ucm 454 [no description available]	2.01	1
beta-endorphin beta-Endorphin: A 31-amino acid peptide that is the C-terminal fragment of BETA-LIPOTROPIN. It acts on OPIOID RECEPTORS and is an analgesic. Its first four amino acids at the N-terminal are identical to the tetrapeptide sequence of METHIONINE ENKEPHALIN and LEUCINE ENKEPHALIN.. beta-endorphin : A polypeptide consisting of 31 amino acid residues in the sequence Tyr-Gly-Gly-Phe-Met-Thr-Ser-Glu-Lys-Ser-Gln-Thr-Pro-Leu-Val-Thr-Leu-Phe-Lys-Asn-Ala-Ile-Ile-Lys-Asn-Ala-Tyr-Lys-Lys-Gly-Glu. It is an endogenous opioid peptide neurotransmitter found in the neurons of both the central and peripheral nervous system and results from processing of the precursor protein proopiomelanocortin (POMC).	2.02	1
nitd 609 NITD 609: an antimalarial and coccidiostat; structure in first source	2.1	1

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