Compounds > n-(4-bromophenyl)maleimide
Page last updated: 2024-12-07

n-(4-bromophenyl)maleimide

Description

N-(4-bromophenyl)maleimide: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID123301
CHEMBL ID566998
SCHEMBL ID1190763
MeSH IDM0157128

Synonyms (35)

Synonym
EU-0051200
n-(4-bromophenyl)maleimide
1-(4-bromophenyl)-1h-pyrrole-2,5-dione
BIONET2_000461
STK247062
HMS1365E21
AKOS000202146
1-(4-bromophenyl)pyrrole-2,5-dione
CHEMBL566998 ,
1-(4-bromophenyl)maleimide
13380-67-1
bdbm50300335
1-(4-bromophenyl-1h-pyrrole-2,5-dione
1-(4-bromophenyl)-2,5-dioxo-pyrrole
1h-pyrrole-2,5-dione,1-(4-bromophenyl)-
CCG-25850
1h-pyrrole-2,5-dione, 1-(4-bromophenyl)-
n-bpm
1-(p-bromophenyl)maleimide
FT-0629209
FT-0629208
1-(4-bromophenyl)-2,5-dihydro-1h-pyrrole-2,5-dione
3N-043
SCHEMBL1190763
n-p-bromophenylmaleimide
AC-33862
1-(4-bromophenyl)-1h-pyrrole-2,5-dione #
FECSFBYOMHWJQG-UHFFFAOYSA-N
DTXSID00158373
mfcd00030664
Z56755416
EN300-16687
CS-0157491
SY061615
PD135217
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Fatty-acid amide hydrolase 1Homo sapiens (human)IC50 (µMol)51.00000.00020.59827.0000AID439745
Histone acetyltransferase RTT109Saccharomyces cerevisiae S288CIC50 (µMol)5.50000.13004.63178.8000AID1199844; AID1199845
Monoglyceride lipaseHomo sapiens (human)IC50 (µMol)4.37000.00091.126810.0000AID439744
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
fatty acid catabolic processFatty-acid amide hydrolase 1Homo sapiens (human)
arachidonic acid metabolic processFatty-acid amide hydrolase 1Homo sapiens (human)
positive regulation of vasoconstrictionFatty-acid amide hydrolase 1Homo sapiens (human)
monoacylglycerol catabolic processFatty-acid amide hydrolase 1Homo sapiens (human)
lipid metabolic processMonoglyceride lipaseHomo sapiens (human)
fatty acid biosynthetic processMonoglyceride lipaseHomo sapiens (human)
inflammatory responseMonoglyceride lipaseHomo sapiens (human)
regulation of signal transductionMonoglyceride lipaseHomo sapiens (human)
arachidonic acid metabolic processMonoglyceride lipaseHomo sapiens (human)
triglyceride catabolic processMonoglyceride lipaseHomo sapiens (human)
acylglycerol catabolic processMonoglyceride lipaseHomo sapiens (human)
regulation of inflammatory responseMonoglyceride lipaseHomo sapiens (human)
regulation of sensory perception of painMonoglyceride lipaseHomo sapiens (human)
monoacylglycerol catabolic processMonoglyceride lipaseHomo sapiens (human)
regulation of endocannabinoid signaling pathwayMonoglyceride lipaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
protein bindingFatty-acid amide hydrolase 1Homo sapiens (human)
phospholipid bindingFatty-acid amide hydrolase 1Homo sapiens (human)
fatty acid amide hydrolase activityFatty-acid amide hydrolase 1Homo sapiens (human)
identical protein bindingFatty-acid amide hydrolase 1Homo sapiens (human)
acylglycerol lipase activityFatty-acid amide hydrolase 1Homo sapiens (human)
amidase activityFatty-acid amide hydrolase 1Homo sapiens (human)
lysophospholipase activityMonoglyceride lipaseHomo sapiens (human)
protein bindingMonoglyceride lipaseHomo sapiens (human)
protein homodimerization activityMonoglyceride lipaseHomo sapiens (human)
acylglycerol lipase activityMonoglyceride lipaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
endoplasmic reticulum membraneFatty-acid amide hydrolase 1Homo sapiens (human)
cytoskeletonFatty-acid amide hydrolase 1Homo sapiens (human)
organelle membraneFatty-acid amide hydrolase 1Homo sapiens (human)
endoplasmic reticulum membraneMonoglyceride lipaseHomo sapiens (human)
cytosolMonoglyceride lipaseHomo sapiens (human)
plasma membraneMonoglyceride lipaseHomo sapiens (human)
membraneMonoglyceride lipaseHomo sapiens (human)
membraneMonoglyceride lipaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (25)

Assay IDTitleYearJournalArticle
AID596528Antifungal activity against Trichophyton rubrum C 113 20002011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID596527Antifungal activity against Microsporum gypseum C 115 20002011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID1199848Fluorescence quenching assessed as fluorescence signal reduction at 10 uM after 10 mins2015Journal of medicinal chemistry, Mar-12, Volume: 58, Issue:5
PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.
AID596444Antifungal activity against Candida tropicalis C 131 20002011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID596439Cytotoxicity against human MCF7 cells assessed as cell growth after 2 days by sulforhodamine B assay2011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID1199845Inhibition of Vps75-stimulated recombinant Saccharomyces cerevisiae histone acetyltransferase Rtt109 using Asf1-dH3-H4 as substrate assessed as coenzyme A production after 45 mins by CoA-based HTS counter screen assay2015Journal of medicinal chemistry, Mar-12, Volume: 58, Issue:5
PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.
AID596525Antifungal activity against Aspergillus flavus ATCC 91702011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID596443Antifungal activity against Candida albicans ATCC 102132011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID596526Antifungal activity against Aspergillus niger ATCC 90292011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID596445Antifungal activity against Saccharomyces cerevisiae ATCC 97632011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID1199849Fluorescence quenching in HTS buffer assessed as fluorescence signal reduction at 10 uM after 10 mins2015Journal of medicinal chemistry, Mar-12, Volume: 58, Issue:5
PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.
AID1199850Fluorescence quenching in HTS buffer with 7.5 uM CoA assessed as fluorescence signal reduction at 10 uM after 10 mins2015Journal of medicinal chemistry, Mar-12, Volume: 58, Issue:5
PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.
AID1199847Inhibition of Vps75-stimulated recombinant Saccharomyces cerevisiae histone acetyltransferase Rtt109 assessed as H3K27 acetylated product at 125 uM after 45 mins by Slot bolt inhibiton assay2015Journal of medicinal chemistry, Mar-12, Volume: 58, Issue:5
PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.
AID596447Antifungal activity against Aspergillus fumigatus ATCC 269342011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID439745Displacement of [3H]ethanolamine from human recombinant FAAH by liquid scintillation counting2009Journal of medicinal chemistry, Dec-10, Volume: 52, Issue:23
Synthesis and in vitro evaluation of N-substituted maleimide derivatives as selective monoglyceride lipase inhibitors.
AID596529Antifungal activity against Trichophyton mentagrophytes ATCC 99722011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID596446Antifungal activity against Cryptococcus neoformans ATCC 322642011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID439743Selectivity ratio of IC50 for human FAAH to IC50 for human MGL2009Journal of medicinal chemistry, Dec-10, Volume: 52, Issue:23
Synthesis and in vitro evaluation of N-substituted maleimide derivatives as selective monoglyceride lipase inhibitors.
AID1199844Inhibition of Vps75-stimulated recombinant Saccharomyces cerevisiae histone acetyltransferase Rtt109 using Asf1-dH3-H4 as substrate assessed as coenzyme A production after 45 mins by CPM based HTS assay2015Journal of medicinal chemistry, Mar-12, Volume: 58, Issue:5
PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.
AID1199862Fluorescence quenching in HTS buffer with 20 uM 7-diethylamino-3-(4'-maleimidyl-phenyl)-4-methylcoumarin assessed as fluorescence signal reduction at 10 uM after 10 mins2015Journal of medicinal chemistry, Mar-12, Volume: 58, Issue:5
PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.
AID596440Cytotoxicity against human H460 cells assessed as cell growth after 2 days by sulforhodamine B assay2011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID439744Displacement of [3H]2-OG from human MGL by liquid scintillation counting2009Journal of medicinal chemistry, Dec-10, Volume: 52, Issue:23
Synthesis and in vitro evaluation of N-substituted maleimide derivatives as selective monoglyceride lipase inhibitors.
AID596441Cytotoxicity against human SF268 cells assessed as cell growth after 2 days by sulforhodamine B assay2011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID596442Cytotoxicity against human erythrocytes assessed as hemolysis by spectrometric analysis2011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds.
AID1199846Inhibition of Vps75-stimulated recombinant Saccharomyces cerevisiae histone acetyltransferase Rtt109 assessed as H3K56 acetylated product at 125 uM after 45 mins by Slot bolt inhibiton assay2015Journal of medicinal chemistry, Mar-12, Volume: 58, Issue:5
PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (20.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's2 (40.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.94

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 Index12.94 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.94)

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
fluconazole
Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.		2.1110conazole antifungal drug;
difluorobenzene;
tertiary alcohol;
triazole antifungal drug		environmental contaminant;
P450 inhibitor;
xenobiotic
ketoconazole
1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.		2.0610dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine
ethylmaleimide
Ethylmaleimide: A sulfhydryl reagent that is widely used in experimental biochemical studies.		2.4620maleimidesanticoronaviral agent;
EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor;
EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor;
EC 2.7.1.1 (hexokinase) inhibitor
n-phenylmaleimide
N-phenylmaleimide: structure in Merck Index, 9th ed, #7104		2.7630
1,6-bismaleimidohexane
[no description available]		2.0510
n-phenylphthalimide
N-phenylphthalimide: structure given in first source		2.0510
n-methylmaleimide
N-methylmaleimide: structure in first source		2.4620
n-benzylmaleimide
[no description available]		2.4620
n,n'-4-phenylenedimaleimide
[no description available]		2.0510
n-(2-methoxyphenyl)maleimide
N-(2-methoxyphenyl)maleimide: structure given in first source		2.0510
n-(4-(7-diethylamino-4-methylcoumarin-3-yl)phenyl)maleimide
N-(4-(7-diethylamino-4-methylcoumarin-3-yl)phenyl)maleimide: structure given in first source. 7-diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin : A member of the class of coumarins that is 2H-chromen-2-one substituted by 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl, methyl, and diethylamino groups at positions 3, 4 and 7, respectively. It is a thiol-reactive fluorescent dye.		2.1110benzenes;
coumarins;
maleimides;
tertiary amino compound		fluorescent dye
umi-77
UMI-77: an Mcl-1 inhibitor; structure in first source		2.1110
terbinafine
[no description available]		2.0610acetylenic compound;
allylamine antifungal drug;
enyne;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
P450 inhibitor;
sterol biosynthesis inhibitor
maleic acid anilide
maleic acid anilide: structure given in first source		2.0610
arachidonyltrifluoromethane
arachidonyltrifluoromethane: structure given in first source; inhibits 85-kDa phospholipase A2. AACOCF3 : A fatty acid derivative that is arachidonic acid in which the OH part of the carboxy group has been replaced by a trifluoromethyl group		2.0510fatty acid derivative;
ketone;
olefinic compound;
organofluorine compound		EC 3.1.1.4 (phospholipase A2) inhibitor
amphotericin b
Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.		2.0610antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
methyl arachidonylfluorophosphonate
[no description available]		2.0510phosphonic ester
urb602
URB602: inhibitor of 2-arachidonoylglycerol (2-AG)-deactivating enzyme, monoacylglycerol lipase, structure in first source		2.0510
ly2183240
LY2183240: structure in first source		2.0510biphenyls
jzl 184
JZL 184: inhibits monoacylglycerol lipase; structure in first source		2.0510benzodioxoles
ConditionIndicatedRelationship StrengthStudiesTrials
Acute Liver Injury, Drug-Induced
[description not available]		02.610
Chemical and Drug Induced Liver Injury
A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.		02.610
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