## 2-(4-hydroxyphenyl)-5-methyl-1H-pyrazol-3-one: A Versatile Molecule for Research
2-(4-hydroxyphenyl)-5-methyl-1H-pyrazol-3-one, often shortened to **4-HPP** or **4-hydroxyphenylpyrazolone**, is a versatile organic compound with a heterocyclic pyrazolone ring structure. It has garnered significant attention in research due to its diverse biological activities and potential applications in various fields.
**Key properties and characteristics:**
* **Versatile synthesis:** 4-HPP can be synthesized via various methods, making it a valuable starting material for further chemical modifications and derivative formation.
* **Strong UV absorbance:** Its chromophore group (the pyrazolone ring) exhibits strong UV absorption, making it suitable for spectrophotometric analysis and applications like analytical chemistry and drug development.
* **Metal complexation:** 4-HPP forms stable complexes with various metal ions, notably Fe(III), Cu(II), and Zn(II). This property makes it relevant in fields like coordination chemistry, analytical chemistry, and bioinorganic chemistry.
**Importance in Research:**
**1. Pharmaceutical Applications:**
* **Antioxidant and free radical scavenging:** 4-HPP exhibits antioxidant properties, making it a potential candidate for treating oxidative stress-related diseases like cancer, neurodegenerative disorders, and cardiovascular diseases.
* **Anti-inflammatory activity:** Studies suggest that 4-HPP has anti-inflammatory properties, potentially useful for treating inflammatory diseases like arthritis and inflammatory bowel disease.
* **Antimicrobial activity:** Research shows that 4-HPP possesses antimicrobial activity against various bacterial and fungal strains, making it a potential lead for developing new antimicrobial agents.
* **Analgesic activity:** Some studies indicate that 4-HPP might have analgesic properties, potentially useful for pain management.
**2. Analytical Applications:**
* **Spectrophotometric analysis:** 4-HPP's strong UV absorbance makes it a useful reagent for colorimetric analysis of various compounds, including metal ions.
* **Chemical sensing:** The ability of 4-HPP to form complexes with metal ions enables its use as a colorimetric sensor for detecting specific metal ions in environmental samples.
**3. Other Potential Applications:**
* **Dye synthesis:** 4-HPP can be used as a building block for synthesizing dyes and pigments with diverse applications.
* **Polymer chemistry:** 4-HPP can be incorporated into polymers to modify their properties and enhance their functionality.
* **Material science:** 4-HPP can be used to create new materials with specific properties like luminescence or conductivity.
**Current Research:**
Ongoing research focuses on:
* **Developing more potent and targeted derivatives of 4-HPP** for specific therapeutic applications.
* **Understanding the mechanisms of action** of 4-HPP in various biological systems.
* **Optimizing the synthesis and purification** of 4-HPP and its derivatives for commercial applications.
**Conclusion:**
2-(4-hydroxyphenyl)-5-methyl-1H-pyrazol-3-one is a promising molecule with significant potential for research in diverse fields, including pharmaceutical, analytical, and material science. Its versatile properties, coupled with ongoing research efforts, suggest that 4-HPP could contribute to significant advancements in medicine, industry, and scientific understanding.
ID Source | ID |
---|---|
PubMed CID | 1279932 |
CHEMBL ID | 3145178 |
CHEBI ID | 112727 |
Synonym |
---|
OPREA1_034201 |
smr000020389 |
MLS000085454 , |
2-(4-hydroxyphenyl)-5-methyl-1,2-dihydro-3h-pyrazol-3-one |
CHEMDIV2_001618 |
CHEBI:112727 |
HMS1373J12 |
2-(4-hydroxyphenyl)-5-methyl-1h-pyrazol-3-one |
mfcd01619014 |
AKOS001681780 |
HMS2177C13 |
CCG-116544 |
780806-23-7 |
bdbm70374 |
2-(4-hydroxyphenyl)-5-methyl-3-pyrazolin-3-one |
cid_1279932 |
CHEMBL3145178 |
Q27192842 |
1-(4-hydroxyphenyl)-3-methyl-1h-pyrazol-5-ol |
908230-35-3 |
EN300-1296663 |
Class | Description |
---|---|
ring assembly | Two or more cyclic systems (single rings or fused systems) which are directly joined to each other by double or single bonds are named ring assemblies when the number of such direct ring junctions is one less than the number of cyclic systems involved. |
pyrazoles | |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Chain A, 2-oxoglutarate Oxygenase | Homo sapiens (human) | Potency | 1.7783 | 0.1778 | 14.3909 | 39.8107 | AID2147 |
glp-1 receptor, partial | Homo sapiens (human) | Potency | 7.9433 | 0.0184 | 6.8060 | 14.1254 | AID624417 |
TDP1 protein | Homo sapiens (human) | Potency | 11.6589 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
Microtubule-associated protein tau | Homo sapiens (human) | Potency | 3.9811 | 0.1800 | 13.5574 | 39.8107 | AID1460 |
aldehyde dehydrogenase 1 family, member A1 | Homo sapiens (human) | Potency | 0.7943 | 0.0112 | 12.4002 | 100.0000 | AID1030 |
lysosomal alpha-glucosidase preproprotein | Homo sapiens (human) | Potency | 14.0175 | 0.0366 | 19.6376 | 50.1187 | AID2100 |
huntingtin isoform 2 | Homo sapiens (human) | Potency | 14.1254 | 0.0006 | 18.4198 | 1,122.0200 | AID1688 |
Vpr | Human immunodeficiency virus 1 | Potency | 35.4813 | 1.5849 | 19.6264 | 63.0957 | AID651644 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
sentrin-specific protease 8 | Homo sapiens (human) | IC50 (µMol) | 18.1500 | 0.0408 | 18.9292 | 94.8000 | AID624322; AID651559 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
recombinase A | Mycobacterium tuberculosis H37Rv | EC50 (µMol) | 1.4940 | 0.0180 | 23.2882 | 287.6000 | AID434968; AID435010 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
replicative DNA helicase | Mycobacterium tuberculosis H37Rv | AC50 | 4.8755 | 0.0570 | 30.7482 | 325.3000 | AID449749; AID449750 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID504810 | Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID504812 | Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 1 (20.00) | 29.6817 |
2010's | 3 (60.00) | 24.3611 |
2020's | 1 (20.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (12.56) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 5 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |