Compounds > 1-propyl-2-methyl-3-hydroxypyrid-4-one
Page last updated: 2024-12-07

1-propyl-2-methyl-3-hydroxypyrid-4-one

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

1-propyl-2-methyl-3-hydroxypyrid-4-one (also known as **3-hydroxy-1-propyl-2-methyl-4-pyridone**, or **HPP** for short) is a **heterocyclic compound** with significant research interest for a variety of reasons:

**Structure and Properties:**

* **Pyridone core:** It contains a pyridone ring, a six-membered heterocyclic ring with a nitrogen atom and a carbonyl group. This core structure is common in many biologically active compounds.
* **Substituents:** The molecule has three substituents: a propyl group at position 1, a methyl group at position 2, and a hydroxyl group at position 3. These substituents play a role in its biological activity and properties.

**Importance in Research:**

* **Antioxidant Properties:** HPP is a potent antioxidant, meaning it can neutralize free radicals and protect cells from damage. This makes it a potential therapeutic agent for various diseases associated with oxidative stress, such as cancer, Alzheimer's disease, and cardiovascular disease.
* **Anti-inflammatory Properties:** HPP has shown anti-inflammatory effects in various studies. It can inhibit the production of inflammatory mediators, making it a potential treatment for inflammatory conditions like arthritis.
* **Neuroprotective Properties:** Some research suggests that HPP can protect neurons from damage and promote their survival. This could be beneficial in treating neurodegenerative disorders.
* **Metal Chelating Properties:** HPP can bind to metal ions, such as iron and copper. This property is important for its antioxidant activity and could also have implications in treating metal-related diseases.
* **Drug Delivery:** HPP is being investigated as a potential drug delivery vehicle. Its ability to bind to metal ions could be used to target specific tissues or cells.

**Current Research:**

Scientists are currently investigating HPP's potential as a therapeutic agent for a wide range of diseases. Research is ongoing to understand its mechanism of action, optimize its properties, and develop safe and effective formulations for clinical use.

**Note:** While promising, research on HPP is still in its early stages, and more studies are needed before it can be used as a treatment for any specific disease.

Cross-References

ID SourceID
PubMed CID121732
CHEMBL ID82077
SCHEMBL ID5085644
MeSH IDM0142948

Synonyms (18)

Synonym
CHEMBL82077
nsc649420
nsc-649420
1-propyl-2-methyl-3-hydroxypyrid-4-one
cp22
brn 1452381
3-hydroxy-2-methyl-1-propyl-4(1h)-pyridinone
4(1h)-pyridinone, 3-hydroxy-2-methyl-1-propyl-
3-hydroxy-2-methyl-1-propyl-pyridin-4-one
3-hydroxy-2-methyl-1-propylpyridin-4-one
30652-13-2
1-propyl-2-methyl-3-hydroxy-4-pyridone
1-propyl-2-methyl-3-hydroxypyridin-4-one
SCHEMBL5085644
DTXSID20184699
1-propyl-2-methyl-3-hydroxy 4-pyridinone
3-hydroxy-2-methyl-1-propyl-1,4-dihydropyridin-4-one
EN300-6491565
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID210782Percentage of removal of iron from iron-protein-transferrin1993Journal of medicinal chemistry, Aug-20, Volume: 36, Issue:17
Synthesis, physicochemical properties, and biological evaluation of N-substituted 2-alkyl-3-hydroxy-4(1H)-pyridinones: orally active iron chelators with clinical potential.
AID397008Antibacterial activity against Staphylococcus aureus PTCC 1337 after 24 hrs by microplate alamar blue assay2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.
AID28931Logarithm of cumulative stability constant was determined1993Journal of medicinal chemistry, Aug-20, Volume: 36, Issue:17
Synthesis, physicochemical properties, and biological evaluation of N-substituted 2-alkyl-3-hydroxy-4(1H)-pyridinones: orally active iron chelators with clinical potential.
AID29366Acid dissociation constant (pKa1) was determined1993Journal of medicinal chemistry, Aug-20, Volume: 36, Issue:17
Synthesis, physicochemical properties, and biological evaluation of N-substituted 2-alkyl-3-hydroxy-4(1H)-pyridinones: orally active iron chelators with clinical potential.
AID28984Partition coefficient (logD7.4)1993Journal of medicinal chemistry, Aug-20, Volume: 36, Issue:17
Synthesis, physicochemical properties, and biological evaluation of N-substituted 2-alkyl-3-hydroxy-4(1H)-pyridinones: orally active iron chelators with clinical potential.
AID397007Antibacterial activity against Pseudomonas aeruginosa PTCC 1074 after 24 hrs by microplate alamar blue assay2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.
AID397172Antifungal activity against Aspergillus flavus PTCC 5003 after 48 hrs by microplate alamar blue assay2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.
AID397009Antibacterial activity against Listeria monocytogenes PTCC 1165 after 24 hrs by microplate alamar blue assay2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.
AID29379Acid dissociation constant (pKa2) was determined1993Journal of medicinal chemistry, Aug-20, Volume: 36, Issue:17
Synthesis, physicochemical properties, and biological evaluation of N-substituted 2-alkyl-3-hydroxy-4(1H)-pyridinones: orally active iron chelators with clinical potential.
AID397006Antibacterial activity against Salmonella enteritidis PTCC 1091 after 24 hrs by microplate alamar blue assay2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.
AID170381Percentage of mobilization of iron in 2 hours from rat hepatocytes1993Journal of medicinal chemistry, Aug-20, Volume: 36, Issue:17
Synthesis, physicochemical properties, and biological evaluation of N-substituted 2-alkyl-3-hydroxy-4(1H)-pyridinones: orally active iron chelators with clinical potential.
AID26260Partition coefficient (logD7.4)1998Journal of medicinal chemistry, Aug-27, Volume: 41, Issue:18
Synthesis, physicochemical properties, and evaluation of N-substituted-2-alkyl-3-hydroxy-4(1H)-pyridinones.
AID397010Antibacterial activity against Bacillus subtilis PTCC 1023 after 24 hrs by microplate alamar blue assay2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.
AID72978Percentage of removal of iron from iron-protein-ferritin1993Journal of medicinal chemistry, Aug-20, Volume: 36, Issue:17
Synthesis, physicochemical properties, and biological evaluation of N-substituted 2-alkyl-3-hydroxy-4(1H)-pyridinones: orally active iron chelators with clinical potential.
AID100077Percentage of release of lactic dehydrogenase from rat hepatocytes1993Journal of medicinal chemistry, Aug-20, Volume: 36, Issue:17
Synthesis, physicochemical properties, and biological evaluation of N-substituted 2-alkyl-3-hydroxy-4(1H)-pyridinones: orally active iron chelators with clinical potential.
AID397011Antifungal activity against Candida albicans PTCC 5027 after 48 hrs by microplate alamar blue assay2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.
AID397012Antifungal activity against Aspergillus niger 5021 after 48 hrs by microplate alamar blue assay2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.
AID397005Antibacterial activity against Escherichia coli PTCC 1338 after 24 hrs by microplate alamar blue assay2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.
AID26251Partition coefficient (logD7.4) for iron(III) complexes1998Journal of medicinal chemistry, Aug-27, Volume: 41, Issue:18
Synthesis, physicochemical properties, and evaluation of N-substituted-2-alkyl-3-hydroxy-4(1H)-pyridinones.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (25.00)18.7374
1990's4 (50.00)18.2507
2000's1 (12.50)29.6817
2010's1 (12.50)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: 12.25

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 Index12.25 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.45 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.25)

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
formic acid
formic acid: RN given refers to parent cpd. formic acid : The simplest carboxylic acid, containing a single carbon. Occurs naturally in various sources including the venom of bee and ant stings, and is a useful organic synthetic reagent. Principally used as a preservative and antibacterial agent in livestock feed. Induces severe metabolic acidosis and ocular injury in human subjects.		1.9810monocarboxylic acidantibacterial agent;
astringent;
metabolite;
protic solvent;
solvent
catechol
[no description available]		1.9810catecholsallelochemical;
genotoxin;
plant metabolite
oxyquinoline
Oxyquinoline: An antiseptic with mild fungistatic, bacteriostatic, anthelmintic, and amebicidal action. It is also used as a reagent and metal chelator, as a carrier for radio-indium for diagnostic purposes, and its halogenated derivatives are used in addition as topical anti-infective agents and oral antiamebics.. quinolin-8-ol : A monohydroxyquinoline that is quinoline substituted by a hydroxy group at position 8. Its fungicidal properties are used for the control of grey mould on vines and tomatoes.		1.9810monohydroxyquinolineantibacterial agent;
antifungal agrochemical;
antiseptic drug;
iron chelator
acetohydroxamic acid
acetohydroxamic acid: urease inhibitor. oxime : Compounds of structure R2C=NOH derived from condensation of aldehydes or ketones with hydroxylamine. Oximes from aldehydes may be called aldoximes; those from ketones may be called ketoximes.. N-hydroxyacetimidic acid : A carbohydroximic acid consisting of acetimidic acid having a hydroxy group attached to the imide nitrogen.. acetohydroxamic acid : A member of the class of acetohydroxamic acids that is acetamide in which one of the amino hydrogens has been replaced by a hydroxy group.		1.9810acetohydroxamic acids;
carbohydroximic acid		algal metabolite;
EC 3.5.1.5 (urease) inhibitor
ciprofloxacin
Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.		2.0510aminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion		antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic
deferiprone
Deferiprone: A pyridone derivative and iron chelator that is used in the treatment of IRON OVERLOAD in patients with THALASSEMIA.. deferiprone : A member of the class of 4-pyridones that is pyridin-4(1H)-one substituted at positions 1 and 2 by methyl groups and at position 3 by a hydroxy group. A lipid-soluble iron-chelator used for treatment of thalassaemia.		3.23604-pyridonesiron chelator;
protective agent
deferoxamine
Deferoxamine: Natural product isolated from Streptomyces pilosus. It forms iron complexes and is used as a chelating agent, particularly in the mesylate form.. desferrioxamine B : An acyclic desferrioxamine that is butanedioic acid in which one of the carboxy groups undergoes formal condensation with the primary amino group of N-(5-aminopentyl)-N-hydroxyacetamide and the second carboxy group undergoes formal condensation with the hydroxyamino group of N(1)-(5-aminopentyl)-N(1)-hydroxy-N(4)-[5-(hydroxyamino)pentyl]butanediamide. It is a siderophore native to Streptomyces pilosus biosynthesised by the DesABCD enzyme cluster as a high affinity Fe(III) chelator.		2.6630acyclic desferrioxaminebacterial metabolite;
ferroptosis inhibitor;
iron chelator;
siderophore
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.		2.0510dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine
kojic acid
[no description available]		2.05104-pyranones;
enol;
primary alcohol		Aspergillus metabolite;
EC 1.10.3.1 (catechol oxidase) inhibitor;
EC 1.10.3.2 (laccase) inhibitor;
EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 1.4.3.3 (D-amino-acid oxidase) inhibitor;
NF-kappaB inhibitor;
skin lightening agent
carbon tetrachloride
Carbon Tetrachloride: A solvent for oils, fats, lacquers, varnishes, rubber waxes, and resins, and a starting material in the manufacturing of organic compounds. Poisoning by inhalation, ingestion or skin absorption is possible and may be fatal. (Merck Index, 11th ed). tetrachloromethane : A chlorocarbon that is methane in which all the hydrogens have been replaced by chloro groups.		1.9710chlorocarbon;
chloromethanes		hepatotoxic agent;
refrigerant
malondialdehyde
Malondialdehyde: The dialdehyde of malonic acid.. malonaldehyde : A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.		1.9710dialdehydebiomarker
fluorescein
Fluorescein: A phthalic indicator dye that appears yellow-green in normal tear film and bright green in a more alkaline medium such as the aqueous humor.. fluorescein (lactone form) : A xanthene dye that is highly fluorescent, detectable even when present in minute quantities. Used forensically to detect traces of blood, in analytical chemistry as an indicator in silver nitrate titrations and in microscopy.		2.05102-benzofurans;
gamma-lactone;
organic heteropentacyclic compound;
oxaspiro compound;
polyphenol;
xanthene dye		fluorescent dye;
radioopaque medium
cadmium
Cadmium: An element with atomic symbol Cd, atomic number 48, and atomic weight 112.41. It is a metal and ingestion will lead to CADMIUM POISONING.. elemental cadmium : An element in the zinc group of the periodic table with atomic number 48, atomic mass 112, M.P. 321degreeC, and B.P. 765degreeC). An odourless, tasteless, and highly poisonous soft, ductile, lustrous metal with electropositive properties. It has eight stable isotopes: (106)Cd, (108)Cd,(110)Cd, (111)Cd, (112)Cd, (113)Cd, (114)Cd and (116)Cd, with (112)Cd and (114)Cd being the most common.		1.9710cadmium molecular entity;
zinc group element atom
pyromeconic acid
pyromeconic acid: from herb Dengzhanhua; structure		1.9810
allomaltol
allomaltol: structure in first source		2.0510
1-hydroxy-2(1h)-pyridinone
1-hydroxy-2(1H)-pyridinone: structure in first source		1.9810
1-methyl-2-ethyl-3-hydroxypyridin-4-one
[no description available]		2.940
cp094
1,2-diethyl-3-hydroxypyridin-4-one: structure given in first source		2.6730
cp 102
CP 102: structure in first source		2.3920
cp 41
CP 41: structure in first source		2.3920
1-ethyl-2-methyl-3-hydroxypyridin-4-one
[no description available]		3.0750
1-(ethan-1-ol)-2-methyl-3-hydroxypyridin-4-one
1-(ethan-1-ol)-2-methyl-3-hydroxypyridin-4-one: structure given in first source		2.3920
3,4-dihydroxypyridine
3-hydroxy-4(1H)-pyridone: structure in first source		1.98104-pyridones;
dihydroxypyridine
arachidonic acid
icosa-5,8,11,14-tetraenoic acid : Any icosatetraenoic acid with the double bonds at positions 5, 8, 11 and 14.. arachidonate : A long-chain fatty acid anion resulting from the removal of a proton from the carboxy group of arachidonic acid.		1.9710icosa-5,8,11,14-tetraenoic acid;
long-chain fatty acid;
omega-6 fatty acid		Daphnia galeata metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
human metabolite;
mouse metabolite
aluminum
Aluminum: A metallic element that has the atomic number 13, atomic symbol Al, and atomic weight 26.98.		1.9710boron group element atom;
elemental aluminium;
metal atom
indium
Indium: A metallic element, atomic number 49, atomic weight 114.818, symbol In. It is named from its blue line in the spectrum.. indium atom : A metallic element first identified and named from the brilliant indigo (Latin indicum) blue line in its flame spectrum.		1.9710boron group element atom
4,5-diaminofluorescein
4,5-diaminofluorescein: structure in first source		2.0510
calcimycin
Calcimycin: An ionophorous, polyether antibiotic from Streptomyces chartreusensis. It binds and transports CALCIUM and other divalent cations across membranes and uncouples oxidative phosphorylation while inhibiting ATPase of rat liver mitochondria. The substance is used mostly as a biochemical tool to study the role of divalent cations in various biological systems.		1.9710benzoxazole
ascorbic acid
Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.		1.9710ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
pyridine-2-aldoxime
pyridine-2-aldoxime: RN given refers to parent cpd		1.9810
ConditionIndicatedRelationship StrengthStudiesTrials
Cardiovascular Diseases
Pathological conditions involving the CARDIOVASCULAR SYSTEM including the HEART; the BLOOD VESSELS; or the PERICARDIUM.		02.0510