Page last updated: 2024-11-06

n-hydroxynaphthalimide

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

Description

n-Hydroxynaphthalimides are a class of heterocyclic compounds that have garnered significant interest in various scientific fields due to their diverse pharmacological properties. They exhibit fluorescence, making them suitable for applications in imaging and sensing. Notably, their ability to act as potent inhibitors of kinases and other enzymes has spurred research into their potential as therapeutic agents. The synthesis of n-hydroxynaphthalimides typically involves a multi-step process that begins with the condensation of a naphthalic anhydride with an amine, followed by a hydroxylation reaction. Research into n-hydroxynaphthalimides focuses on understanding their structure-activity relationships, optimizing their synthesis, and exploring their applications in various fields such as cancer therapy, drug discovery, and materials science.'

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

Cross-References

ID SourceID
PubMed CID82263
CHEMBL ID1207029
SCHEMBL ID132760
MeSH IDM0503759

Synonyms (46)

Synonym
OPREA1_347699
{1h-benz[de]isoquinoline-1,3(2h)-dione,} 2-hydroxy-
2-hydroxybenzo[de]isoquinoline-1,3-dione
2-hydroxy-1h-benzo[de]isoquinoline-1,3(2h)-dione
OPREA1_199438
7797-81-1
nsc-108691
n-hydroxy-1,8-naphthalimide
naphthalimide, n-hydroxy-
n-hydroxynaphthalimide
naphthalhydroxamic acid
1h-benz[de]isoquinoline-1, 2-hydroxy-
nsc108691
NCI60_000204
bdbm50121921
chembl1207029 ,
AKOS000592473
2-hydroxy-1h-benz(de)isoquinoline-1,3(2h)-dione
HMS1608O06
H1040
n-hydroxy-1,8-naphthalenedicarboximide
A839302
STK982003
unii-dzg9avw5v2
dzg9avw5v2 ,
1h-benz(de)isoquinoline-1,3(2h)-dione, 2-hydroxy-
einecs 232-251-9
nsc 108691
FT-0636601
1h-benz[de]isoquinoline-1,3(2h)-dione, 2-hydroxy-
F0020-1889
SCHEMBL132760
BBL028101
2-hydroxy-1h-benz[de]isoquinoline-1,3(2h)-dione
DTXSID0064884
naphthal hydroxamic acid
2-hydroxy-1h-benzo[de]isoquinoline-1,3(2h)-dione #
sr-01000400058
SR-01000400058-1
mfcd00065062
VS-08666
3-hydroxy-3-azatricyclo[7.3.1.0?,(1)(3)]trideca-1(13),5,7,9,11-pentaene-2,4-dione
AMY37429
D82011
CS-0155692
SY057409
[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)
Flap endonuclease 1Homo sapiens (human)IC50 (µMol)0.30000.00010.20000.3000AID1247799
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (50)

Processvia Protein(s)Taxonomy
DNA repairDNA excision repair protein ERCC-1Homo sapiens (human)
nucleotide-excision repairDNA excision repair protein ERCC-1Homo sapiens (human)
pyrimidine dimer repair by nucleotide-excision repairDNA excision repair protein ERCC-1Homo sapiens (human)
nucleotide-excision repairDNA excision repair protein ERCC-1Homo sapiens (human)
double-strand break repair via nonhomologous end joiningDNA excision repair protein ERCC-1Homo sapiens (human)
mitotic recombinationDNA excision repair protein ERCC-1Homo sapiens (human)
syncytium formationDNA excision repair protein ERCC-1Homo sapiens (human)
response to oxidative stressDNA excision repair protein ERCC-1Homo sapiens (human)
spermatogenesisDNA excision repair protein ERCC-1Homo sapiens (human)
response to nutrientDNA excision repair protein ERCC-1Homo sapiens (human)
cell population proliferationDNA excision repair protein ERCC-1Homo sapiens (human)
determination of adult lifespanDNA excision repair protein ERCC-1Homo sapiens (human)
male gonad developmentDNA excision repair protein ERCC-1Homo sapiens (human)
UV protectionDNA excision repair protein ERCC-1Homo sapiens (human)
response to sucroseDNA excision repair protein ERCC-1Homo sapiens (human)
response to X-rayDNA excision repair protein ERCC-1Homo sapiens (human)
negative regulation of telomere maintenanceDNA excision repair protein ERCC-1Homo sapiens (human)
post-embryonic hemopoiesisDNA excision repair protein ERCC-1Homo sapiens (human)
multicellular organism growthDNA excision repair protein ERCC-1Homo sapiens (human)
response to immobilization stressDNA excision repair protein ERCC-1Homo sapiens (human)
interstrand cross-link repairDNA excision repair protein ERCC-1Homo sapiens (human)
isotype switchingDNA excision repair protein ERCC-1Homo sapiens (human)
response to cadmium ionDNA excision repair protein ERCC-1Homo sapiens (human)
insulin-like growth factor receptor signaling pathwayDNA excision repair protein ERCC-1Homo sapiens (human)
oogenesisDNA excision repair protein ERCC-1Homo sapiens (human)
embryonic organ developmentDNA excision repair protein ERCC-1Homo sapiens (human)
positive regulation of transcription initiation by RNA polymerase IIDNA excision repair protein ERCC-1Homo sapiens (human)
telomeric DNA-containing double minutes formationDNA excision repair protein ERCC-1Homo sapiens (human)
replicative senescenceDNA excision repair protein ERCC-1Homo sapiens (human)
t-circle formationDNA excision repair protein ERCC-1Homo sapiens (human)
positive regulation of t-circle formationDNA excision repair protein ERCC-1Homo sapiens (human)
negative regulation of protection from non-homologous end joining at telomereDNA excision repair protein ERCC-1Homo sapiens (human)
UV-damage excision repairDNA excision repair protein ERCC-1Homo sapiens (human)
double-strand break repair via homologous recombinationFlap endonuclease 1Homo sapiens (human)
DNA replicationFlap endonuclease 1Homo sapiens (human)
DNA repairFlap endonuclease 1Homo sapiens (human)
base-excision repair, gap-fillingFlap endonuclease 1Homo sapiens (human)
double-strand break repairFlap endonuclease 1Homo sapiens (human)
memoryFlap endonuclease 1Homo sapiens (human)
UV protectionFlap endonuclease 1Homo sapiens (human)
telomere maintenance via semi-conservative replicationFlap endonuclease 1Homo sapiens (human)
DNA replication, removal of RNA primerFlap endonuclease 1Homo sapiens (human)
positive regulation of sister chromatid cohesionFlap endonuclease 1Homo sapiens (human)
nucleic acid metabolic processFlap endonuclease 1Homo sapiens (human)
negative regulation of telomerase activityDNA repair endonuclease XPFHomo sapiens (human)
nucleotide-excision repairDNA repair endonuclease XPFHomo sapiens (human)
telomere maintenanceDNA repair endonuclease XPFHomo sapiens (human)
double-strand break repair via homologous recombinationDNA repair endonuclease XPFHomo sapiens (human)
DNA repairDNA repair endonuclease XPFHomo sapiens (human)
nucleotide-excision repairDNA repair endonuclease XPFHomo sapiens (human)
double-strand break repair via nonhomologous end joiningDNA repair endonuclease XPFHomo sapiens (human)
response to UVDNA repair endonuclease XPFHomo sapiens (human)
UV protectionDNA repair endonuclease XPFHomo sapiens (human)
regulation of autophagyDNA repair endonuclease XPFHomo sapiens (human)
negative regulation of telomere maintenanceDNA repair endonuclease XPFHomo sapiens (human)
cellular response to UVDNA repair endonuclease XPFHomo sapiens (human)
telomeric DNA-containing double minutes formationDNA repair endonuclease XPFHomo sapiens (human)
nucleotide-excision repair involved in interstrand cross-link repairDNA repair endonuclease XPFHomo sapiens (human)
negative regulation of telomere maintenance via telomere lengtheningDNA repair endonuclease XPFHomo sapiens (human)
negative regulation of protection from non-homologous end joining at telomereDNA repair endonuclease XPFHomo sapiens (human)
negative regulation of double-stranded telomeric DNA bindingDNA repair endonuclease XPFHomo sapiens (human)
resolution of meiotic recombination intermediatesDNA repair endonuclease XPFHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (21)

Processvia Protein(s)Taxonomy
single-stranded DNA endodeoxyribonuclease activityDNA excision repair protein ERCC-1Homo sapiens (human)
DNA bindingDNA excision repair protein ERCC-1Homo sapiens (human)
3' overhang single-stranded DNA endodeoxyribonuclease activityDNA excision repair protein ERCC-1Homo sapiens (human)
TFIID-class transcription factor complex bindingDNA excision repair protein ERCC-1Homo sapiens (human)
damaged DNA bindingDNA excision repair protein ERCC-1Homo sapiens (human)
single-stranded DNA bindingDNA excision repair protein ERCC-1Homo sapiens (human)
protein bindingDNA excision repair protein ERCC-1Homo sapiens (human)
promoter-specific chromatin bindingDNA excision repair protein ERCC-1Homo sapiens (human)
DNA bindingFlap endonuclease 1Homo sapiens (human)
damaged DNA bindingFlap endonuclease 1Homo sapiens (human)
double-stranded DNA bindingFlap endonuclease 1Homo sapiens (human)
endonuclease activityFlap endonuclease 1Homo sapiens (human)
RNA-DNA hybrid ribonuclease activityFlap endonuclease 1Homo sapiens (human)
exonuclease activityFlap endonuclease 1Homo sapiens (human)
protein bindingFlap endonuclease 1Homo sapiens (human)
double-stranded DNA exodeoxyribonuclease activityFlap endonuclease 1Homo sapiens (human)
5'-3' exonuclease activityFlap endonuclease 1Homo sapiens (human)
5'-flap endonuclease activityFlap endonuclease 1Homo sapiens (human)
flap endonuclease activityFlap endonuclease 1Homo sapiens (human)
manganese ion bindingFlap endonuclease 1Homo sapiens (human)
magnesium ion bindingFlap endonuclease 1Homo sapiens (human)
telomerase inhibitor activityDNA repair endonuclease XPFHomo sapiens (human)
DNA bindingDNA repair endonuclease XPFHomo sapiens (human)
DNA endonuclease activityDNA repair endonuclease XPFHomo sapiens (human)
3' overhang single-stranded DNA endodeoxyribonuclease activityDNA repair endonuclease XPFHomo sapiens (human)
TFIID-class transcription factor complex bindingDNA repair endonuclease XPFHomo sapiens (human)
damaged DNA bindingDNA repair endonuclease XPFHomo sapiens (human)
single-stranded DNA bindingDNA repair endonuclease XPFHomo sapiens (human)
DNA endonuclease activityDNA repair endonuclease XPFHomo sapiens (human)
protein bindingDNA repair endonuclease XPFHomo sapiens (human)
identical protein bindingDNA repair endonuclease XPFHomo sapiens (human)
promoter-specific chromatin bindingDNA repair endonuclease XPFHomo sapiens (human)
single-stranded DNA endodeoxyribonuclease activityDNA repair endonuclease XPFHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
chromosome, telomeric regionDNA excision repair protein ERCC-1Homo sapiens (human)
nucleoplasmDNA excision repair protein ERCC-1Homo sapiens (human)
cytoplasmDNA excision repair protein ERCC-1Homo sapiens (human)
nucleotide-excision repair complexDNA excision repair protein ERCC-1Homo sapiens (human)
nucleotide-excision repair factor 1 complexDNA excision repair protein ERCC-1Homo sapiens (human)
ERCC4-ERCC1 complexDNA excision repair protein ERCC-1Homo sapiens (human)
chromosome, telomeric regionFlap endonuclease 1Homo sapiens (human)
chromosome, telomeric regionFlap endonuclease 1Homo sapiens (human)
nucleusFlap endonuclease 1Homo sapiens (human)
nucleoplasmFlap endonuclease 1Homo sapiens (human)
nucleolusFlap endonuclease 1Homo sapiens (human)
mitochondrionFlap endonuclease 1Homo sapiens (human)
membraneFlap endonuclease 1Homo sapiens (human)
protein-containing complexFlap endonuclease 1Homo sapiens (human)
nucleusFlap endonuclease 1Homo sapiens (human)
chromosome, telomeric regionDNA repair endonuclease XPFHomo sapiens (human)
nucleusDNA repair endonuclease XPFHomo sapiens (human)
nucleoplasmDNA repair endonuclease XPFHomo sapiens (human)
ERCC4-ERCC1 complexDNA repair endonuclease XPFHomo sapiens (human)
nucleotide-excision repair complexDNA repair endonuclease XPFHomo sapiens (human)
nucleotide-excision repair factor 1 complexDNA repair endonuclease XPFHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID1247799Inhibition of FEN1 (unknown origin)2015Bioorganic & medicinal chemistry letters, Oct-01, Volume: 25, Issue:19
N-Hydroxyimides and hydroxypyrimidinones as inhibitors of the DNA repair complex ERCC1-XPF.
AID1247798Inhibition of ERCC1-XPF (unknown origin) by high-throughput fluorescence based in-vitro endonuclease assay2015Bioorganic & medicinal chemistry letters, Oct-01, Volume: 25, Issue:19
N-Hydroxyimides and hydroxypyrimidinones as inhibitors of the DNA repair complex ERCC1-XPF.
[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-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (40.00)29.6817
2010's3 (60.00)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: 12.47

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 Index12.47 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.42 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.47)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (16.67%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]