Compounds > 4-aminophthalimide
Page last updated: 2024-11-06

4-aminophthalimide

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

Description

4-Aminophthalimide (4-AP) is a fluorescent compound that has gained significant attention for its diverse applications in various fields. Its synthesis typically involves the reaction of phthalic anhydride with ammonia, followed by a subsequent nitration and reduction process. 4-AP exhibits strong fluorescence properties with high quantum yield and excellent photostability, making it suitable for use in fluorescence microscopy, sensing, and bioimaging. Its sensitivity to environmental changes, such as pH and temperature, has led to its utilization in developing fluorescent probes and biosensors. Furthermore, 4-AP derivatives have shown potential as therapeutic agents, demonstrating anticancer and antibacterial activities. The unique structural features and fluorescence properties of 4-AP continue to drive research efforts to explore its potential in various applications, including materials science, biomedicine, and environmental monitoring.'

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

Cross-References

ID SourceID
PubMed CID72915
SCHEMBL ID372282
MeSH IDM0522446

Synonyms (47)

Synonym
HMS1697C07
BB 0217043
1h-isoindole-1,3(2h)-dione, 5-amino-
nsc25173
4-aminophthalimide
phthalimide, 4-amino-
nsc-25173
1h-isoindole-1, 5-amino-
3676-85-5
5-amino-1h-isoindole-1,3(2h)-dione
AE-641/30105046
5-aminoisoindoline-1,3-dione
5-amino-isoindole-1,3-dione
OPREA1_375068
OPREA1_776359
A0966
AKOS000111809
5-aminoisoindole-1,3-dione
BBL000087
5-amino-2,3-dihydro-1h-isoindole-1,3-dione
STK507132
A823362
EN300-02536
einecs 222-948-6
nsc 25173
BP-11004
FT-0617602
F0907-4240
DTXSID8063127
SCHEMBL372282
5-aminophthalimide
5-amino-1h-isoindole-1,3(2h)-dione #
isoindole, 1,3(2h)-dione, 5-amino-
W-106588
STR03779
citricacid
AC-30018
sr-01000524005
SR-01000524005-1
5-amino-1h-isoindole-1,3(2h)-dione, aldrichcpr
mfcd00041854
Z56795283
BCP18648
CS-0028341
AMY22085
W10834
SY048742
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (2)

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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (16)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (6.25)29.6817
2010's13 (81.25)24.3611
2020's2 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.86

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

MetricThis Compound (vs All)
Research Demand Index21.86 (24.57)
Research Supply Index2.83 (2.92)
Research Growth Index5.39 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.86)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (6.25%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other15 (93.75%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
dimethyl sulfoxide
Dimethyl Sulfoxide: A highly polar organic liquid, that is used widely as a chemical solvent. Because of its ability to penetrate biological membranes, it is used as a vehicle for topical application of pharmaceuticals. It is also used to protect tissue during CRYOPRESERVATION. Dimethyl sulfoxide shows a range of pharmacological activity including analgesia and anti-inflammation.. dimethyl sulfoxide : A 2-carbon sulfoxide in which the sulfur atom has two methyl substituents.		2.0410sulfoxide;
volatile organic compound		alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger
naphthalene
[no description available]		3.1810naphthalenes;
ortho-fused bicyclic arene		apoptosis inhibitor;
carcinogenic agent;
environmental contaminant;
mouse metabolite;
plant metabolite;
volatile oil component
acetonitrile
acetonitrile: RN given refers to unlabeled cpd. acetonitrile : A nitrile that is hydrogen cyanide in which the hydrogen has been replaced by a methyl group.		2.0410aliphatic nitrile;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
NMR chemical shift reference compound;
polar aprotic solvent
2-naphthylamine
2-Naphthylamine: A naphthalene derivative with carcinogenic action.. 2-naphthylamine : A naphthylamine carrying the amino group at position 2.		3.8730naphthylaminecarcinogenic agent
propionitrile
propionitrile: structure. propionitrile : A nitrile that is acrylonitrile in which the carbon-carbon double bond has been reduced to a single bond.		2.0410aliphatic nitrile;
volatile organic compound		polar aprotic solvent
2-methylpentane
Hexanes: Six-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives. Various polyneuropathies are caused by hexane poisoning.		2.0710alkane
4-methylmorpholine
[no description available]		2.0810
butyl chloride
butyl chloride: structure		2.0710
anthracene
acene : A polycyclic aromatic hydrocarbon consisting of fused benzene rings in a rectilinear arrangement.. acenes : Polycyclic aromatic hydrocarbons consisting of fused benzene rings in a rectilinear arrangement and their substitution derivatives.		2.0810acene;
anthracenes;
ortho-fused tricyclic hydrocarbon
oxazoles
Oxazoles: Five-membered heterocyclic ring structures containing an oxygen in the 1-position and a nitrogen in the 3-position, in distinction from ISOXAZOLES where they are at the 1,2 positions.. 1,3-oxazole : A five-membered monocyclic heteroarene that is an analogue of cyclopentadiene with O in place of CH2 at position 1 and N in place of CH at position 3.. oxazole : An azole based on a five-membered heterocyclic aromatic skeleton containing one N and one O atom.		3.18101,3-oxazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
1-chloropropane
1-chloropropane: structure in first source		2.0710
1-chlorohexane
[no description available]		2.0710
hexafluoroisopropanol
1,1,1,3,3,3-hexafluoropropan-2-ol : An organofluorine compound formed by substitution of all the methyl protons in propan-2-ol by fluorine. It is a metabolite of inhalation anesthetic sevoflurane.		2.0410organofluorine compound;
secondary alcohol		drug metabolite
trifluoromethanesulfonic acid
trifluoromethanesulfonic acid: deblocking reagent for peptide synthesis; RN given refers to parent cpd. triflic acid : A one-carbon compound that is methanesulfonic acid in which the hydrogens attached to the methyl carbon have been replaced by fluorines.		2.0810one-carbon compound;
perfluoroalkanesulfonic acid
2,4-diaminopyrimidine
2,6-diaminopyrimidine: structure in first source. pyrimidine-2,4-diamine : An aminopyrimidine in which a pyrimidine nucleus is substituted with amino groups at C-2 and C-4.		3.0540aminopyrimidine
coumarin 153
coumarin 153: structure in first source		2.07107-aminocoumarinsfluorochrome
prodan
prodan: do not confuse with prodan in Chemline, RN 16893-85-9 which is disodium hexafluorosilicate		3.87302-acyl-6-dimethylaminonaphthalene
1-methyl-3-ethylimidazolium
1-methyl-3-ethylimidazolium: structure given in first source. 1-ethyl-3-methylimidazolium : A 1-alkyl-3-methylimidazolium in which the alkyl substituent at C-1 is ethyl.		2.07101-alkyl-3-methylimidazolium
3-hydroxychromone
3-hydroxychromone: structure in first source		3.1810
melitten
Melitten: Basic polypeptide from the venom of the honey bee (Apis mellifera). It contains 26 amino acids, has cytolytic properties, causes contracture of muscle, releases histamine, and disrupts surface tension, probably due to lysis of cell and mitochondrial membranes.		3.1810
warfarin
Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.		2.4720benzenes;
hydroxycoumarin;
methyl ketone
ConditionIndicatedRelationship StrengthStudiesTrials
Encephalitis, Polio
[description not available]		02.0610
Poliomyelitis
An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)		02.0610