Compounds > maleic acid anilide
Page last updated: 2024-09-28

maleic acid anilide

Description

maleic acid anilide: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID1550938
CHEMBL ID259813
SCHEMBL ID1169889
MeSH IDM0137319

Synonyms (51)

Synonym
BB 0218472
maleanilic acid
maleanilinic acid
maleic acid monoanilide
nsc-5333
maleamic acid, n-phenyl-
nsc5333
555-59-9
n-phenylmaleamic acid
(z)-4-anilino-4-oxo-but-2-enoic acid
CHEMBL259813 ,
n-phenyl maleamic acid
maleic acid anilide
AKOS000269565
(z)-4-anilino-4-oxobut-2-enoic acid
bdbm50313460
(z)-4-oxo-4-(phenylamino)but-2-enoic acid
n-phenyl-maleamic acid
unii-34wzt58x7c
einecs 209-102-1
34wzt58x7c ,
ai3-03599
2-butenoic acid, 4-oxo-4-(phenylamino)-, (z)-
nsc 5333
4-oxo-4-(phenylamino)isocrotonic acid
(2z)-4-anilino-4-oxobut-2-enoic acid
maleaninic acid
4-oxo-4-phenylaminobutenoic acid
cis-4-oxo-4-(phenylamino)but-2-enoic acid
maleanilic acid [mi]
(2z)-4-oxo-4-(phenylamino)-2-butenoic acid
maleic acid monophenyl amide
n-phenylmaleinamic acid
n-phenyl maleic acid monoamide
n-phenylmaleamidic acid
n-phenyl maleinamic acid
SCHEMBL1169889
maleic acid n-phenylimide
(2z)-4-anilino-4-oxo-2-butenoic acid #
(2z)-4-anilino-4-oxo-2-butenoic acid
mfcd00014011
cis-4-oxo-4-phenylamino-2-butenoic acid
maleanilic
3-(phenylcarbamoyl)acrylic acid
DTXSID50876272
AS-32160
Q27256394
A913314
(z)-4-oxo-4-(phenylamino)but-2-enoicacid
CS-0172715
(2z)-3-(phenylcarbamoyl)prop-2-enoic acid

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Glycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)IC50 (µMol)203.00000.00300.15870.8300AID466508
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (7)

Processvia Protein(s)Taxonomy
in utero embryonic developmentGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
N-terminal peptidyl-glycine N-myristoylationGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
regulation of opsin-mediated signaling pathwayGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
cellular ketone metabolic processGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
protein localization to membraneGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
N-terminal protein myristoylationGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
positive regulation of establishment of protein localization to mitochondrionGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
glycylpeptide N-tetradecanoyltransferase activityGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
protein bindingGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
peptidyl-lysine N6-myristoyltransferase activityGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
myristoyltransferase activityGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
cytoplasmGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
cytosolGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
plasma membraneGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
cytoplasmGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (27)

Assay IDTitleYearJournalArticle
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.
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.
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.
AID322154Antifungal activity against Candida albicans C 126-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
AID322161Antifungal activity against Candida lusitaniae C 131-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
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.
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.
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.
AID322156Antifungal activity against Candida albicans C 128-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
AID322165Antifungal activity against Candida tropicalis C 137-1997 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
AID322157Antifungal activity against Candida albicans C 129-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
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.
AID322152Antifungal activity against Candida albicans ATCC 10231 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
AID322164Antifungal activity against Candida kefyr C 123-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
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.
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.
AID322155Antifungal activity against Candida albicans C 127-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
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.
AID322158Antifungal activity against Candida albicans C 130-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
AID1203998Antiinflammatory activity against mouse MB49-I cells assessed as inhibition of IFN-gamma/TNFalpha-NO production pretreated at 10 uM after 24 hrs by Griess reaction relative to vehicle treated control2015European journal of medicinal chemistry, , Volume: 96Identification of an anti-inflammatory derivative with anti-cancer potential: The impact of each of its structural components on inflammatory responses in macrophages and bladder cancer cells.
AID1203999Antiinflammatory activity against mouse MB49-I cells assessed as inhibition of IFN-gamma/TNFalpha-NO production pretreated at 50 uM after 24 hrs by Griess reaction relative to vehicle treated control2015European journal of medicinal chemistry, , Volume: 96Identification of an anti-inflammatory derivative with anti-cancer potential: The impact of each of its structural components on inflammatory responses in macrophages and bladder cancer cells.
AID466508Inhibition of human NMT expressed in Escherichia coli DH5alpha cells2010Bioorganic & medicinal chemistry letters, Mar-01, Volume: 20, Issue:5
Derivatives of aryl amines containing the cytotoxic 1,4-dioxo-2-butenyl pharmacophore.
AID322153Antifungal activity against Candida albicans C 125-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
AID322159Antifungal activity against Candida glabrata C 115-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
AID322163Antifungal activity against Candida krusei C 117-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
AID322162Antifungal activity against Candida coliculosa C 122-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
AID322160Antifungal activity against Candida parapsilosis C 124-2000 after 48 hrs by CLSI M27-A2 method2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.
[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's0 (0.00)18.2507
2000's1 (25.00)29.6817
2010's3 (75.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
ketoconazole[no description available]medium20dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine
n-phenylmaleimide[no description available]medium40
n-benzylmaleimide[no description available]medium20
amphotericin b[no description available]medium20antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
4-Anilino-4-oxobutanoic acid[no description available]medium10anilide
melphalan[no description available]medium10L-phenylalanine derivative;
nitrogen mustard;
non-proteinogenic L-alpha-amino acid;
organochlorine compound		alkylating agent;
antineoplastic agent;
carcinogenic agent;
drug allergen;
immunosuppressive agent
ethylmaleimide[no description available]medium10maleimidesanticoronaviral 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-methylmaleimide[no description available]medium10
n-(4-bromophenyl)maleimide[no description available]medium10
terbinafine[no description available]medium10acetylenic compound;
allylamine antifungal drug;
enyne;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
P450 inhibitor;
sterol biosynthesis inhibitor
4-aminobenzoic acid[no description available]medium10aminobenzoic acid;
aromatic amino-acid zwitterion		allergen;
Escherichia coli metabolite;
plant metabolite
maleic anhydride[no description available]medium10cyclic dicarboxylic anhydride;
furans		allergen
diethyl maleate[no description available]medium10ethyl ester;
maleate ester		glutathione depleting agent
ConditionIndicatedRelationship StrengthStudiesTrials
Bladder Cancer0low10
Bladder Neoplasms0low10
Bladder Tumors0low10
Cancer of Bladder0low10
Cancer of the Bladder0low10
Malignant Tumor of Urinary Bladder0low10
Neoplasms, Bladder0low10
Urinary Bladder Cancer0low10
Urinary Bladder Neoplasms0low10