Page last updated: 2024-12-07

1-(ethan-1-ol)-2-methyl-3-hydroxypyridin-4-one

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

Description

The compound you're referring to, **1-(ethan-1-ol)-2-methyl-3-hydroxypyridin-4-one**, is more commonly known as **deferiprone**. It's a **chelating agent** with significant importance in medical research. Here's why:

**What is Deferiprone?**

* **Structure:** Deferiprone is a small organic molecule containing a pyridin-4-one ring with a hydroxyl group, a methyl group, and an ethan-1-ol group attached.
* **Function:** It acts as a **chelating agent**, meaning it can bind to metal ions, particularly iron (Fe).

**Importance in Research:**

* **Iron Chelation in Medicine:** Deferiprone's ability to bind iron makes it valuable for treating iron overload disorders like:
* **Thalassemia:** A genetic disorder where the body produces abnormal hemoglobin, leading to iron buildup.
* **Hemochromatosis:** A condition where the body absorbs too much iron from the diet.
* **Transfusional Iron Overload:** Occurs in patients who receive frequent blood transfusions.
* **Other Potential Applications:** Deferiprone is being investigated for its potential in:
* **Cancer Treatment:** Some research suggests it may have anti-cancer effects, possibly by inhibiting the growth of cancer cells.
* **Neurodegenerative Diseases:** Deferiprone's ability to chelate iron has shown promise in preventing and treating neurodegenerative diseases like Alzheimer's and Parkinson's.
* **Antimicrobial Activity:** Studies are ongoing to explore its potential as an antimicrobial agent.

**Current Status:**

* **FDA Approval:** Deferiprone is approved by the FDA for the treatment of iron overload in patients with thalassemia.
* **Ongoing Research:** Extensive research is ongoing to explore its potential in other medical applications and to better understand its mechanisms of action.

**Note:** Deferiprone is a prescription medication and should only be used under the guidance of a healthcare professional. It can have side effects, and it's essential to follow the doctor's instructions.

1-(ethan-1-ol)-2-methyl-3-hydroxypyridin-4-one: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID94414
CHEMBL ID79782
SCHEMBL ID4394165
MeSH IDM0258008

Synonyms (27)

Synonym
CHEMBL79782
NCI60_003174
nsc-353638
nsc353638
30652-21-2
4(1h)-pyridinone, 3-hydroxy-1-(2-hydroxyethyl)-2-methyl-
1-(ethan-1-ol)-2-methyl-3-hydroxypyridin-4-one
brn 1454566
3-hydroxy-1-(2-hydroxyethyl)-2-methyl-4(1h)-pyridinone
cp40 (chelating agent)
3-hydroxy-1-(2-hydroxyethyl)-2-methylpyridin-4(1h)-one
3-hydroxy-1-(2-hydroxyethyl)-2-methylpyridin-4-one
AKOS006276802
cp40 compound
nsc 353638
3-hydroxy-1(2'-hydroxyethyl)-2-methylpyrid-4-one
ZJDRWNJIMXVJQG-UHFFFAOYSA-N
1-(2'-hydroxyethyl)-3-hydroxy-2-methyl-4-pyridinone
SCHEMBL4394165
STL421815
DTXSID70184700
VS-13756
3-hydroxy-1-(2-hydroxyethyl)-2-methyl-1,4-dihydropyridin-4-one
BBL036878
4(1h)-pyridone, 3-hydroxy-1-(2-hydroxyethyl)-2-methyl-
cp-40 (chelating agent)
T5FE5EU7U5

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" More frequent dosing and/or a longer duration of HP treatment might produce greater reversal of the Al-induced toxicity and perhaps reveal more adverse effects than seen in this study."( Short-term oral 3-hydroxypyridin-4-one dosing increases aluminum excretion and partially reverses aluminum-induced toxicity in the rabbit independent of chelator lipophilicity.
Dickey, KM; Fredenburg, AM; Hong, CB; Meurer, KA; Skinner, TL; Yokel, RA, 1997
)
0.3

Dosage Studied

ExcerptRelevanceReference
" Their pharmacokinetics were determined in rats to establish dosing parameters for microdialysis studies of BBB permeation."( The pharmacokinetics and blood-brain barrier permeation of the chelators 1,2 dimethly-, 1,2 diethyl-, and 1-[ethan-1'ol]-2-methyl-3-hydroxypyridin-4-one in the rat.
Allen, DD; Fredenburg, AM; Sethi, RK; Yokel, RA, 1996
)
0.29
" More frequent dosing and/or a longer duration of HP treatment might produce greater reversal of the Al-induced toxicity and perhaps reveal more adverse effects than seen in this study."( Short-term oral 3-hydroxypyridin-4-one dosing increases aluminum excretion and partially reverses aluminum-induced toxicity in the rabbit independent of chelator lipophilicity.
Dickey, KM; Fredenburg, AM; Hong, CB; Meurer, KA; Skinner, TL; Yokel, RA, 1997
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (14)

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.
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.
AID26827Compound was tested for equilibrium constants (pKa2) of the (carboxyalkyl) pyridinone corresponds to the carboxylic function potentiometrically1998Journal of medicinal chemistry, Aug-27, Volume: 41, Issue:18
Synthesis, physicochemical properties, and evaluation of N-substituted-2-alkyl-3-hydroxy-4(1H)-pyridinones.
AID26619Compound was tested for equilibrium constants (pKa1) potentiometrically1998Journal of medicinal chemistry, Aug-27, Volume: 41, Issue:18
Synthesis, physicochemical properties, and evaluation of N-substituted-2-alkyl-3-hydroxy-4(1H)-pyridinones.
AID193977The amount of iron-binding when iron chelator administered in the bile duct-cannulated rats.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.
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.
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.
AID229913Spectrophotometric selectivity ratio for pKa2 and pKa31998Journal of medicinal chemistry, Aug-27, Volume: 41, Issue:18
Synthesis, physicochemical properties, and evaluation of N-substituted-2-alkyl-3-hydroxy-4(1H)-pyridinones.
AID26828Compound was tested for equilibrium constants (pKa2) of the (carboxyalkyl) pyridinone corresponds to the carboxylic function spectrophotometrically..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.
AID26620Compound was tested for equilibrium constants (pKa1) spectrophotometrically.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.
AID231251Potentiometric selectivity ratio for pKa2 and pKa31998Journal of medicinal chemistry, Aug-27, Volume: 41, Issue:18
Synthesis, physicochemical properties, and evaluation of N-substituted-2-alkyl-3-hydroxy-4(1H)-pyridinones.
AID193973The amount iron excretion in the bile duct-cannulated rats when iron chelator administered subcutaneously at dose 122 mg/kg1998Journal of medicinal chemistry, Aug-27, Volume: 41, Issue:18
Synthesis, physicochemical properties, and evaluation of N-substituted-2-alkyl-3-hydroxy-4(1H)-pyridinones.
AID193841The amount iron excretion in the bile duct-cannulated rats when iron chelator administered orally at dose 122 mg/kg1998Journal of medicinal chemistry, Aug-27, Volume: 41, Issue:18
Synthesis, physicochemical properties, and evaluation of N-substituted-2-alkyl-3-hydroxy-4(1H)-pyridinones.
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.
[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's5 (31.25)18.2507
2000's0 (0.00)29.6817
2010's10 (62.50)24.3611
2020's1 (6.25)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.53

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 Index11.53 (24.57)
Research Supply Index2.83 (2.92)
Research Growth Index4.36 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.53)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (18.75%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (81.25%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]