1-(4-hydroxyphenyl)-2-phenylethan-1-one is a chemical compound with the molecular formula C14H12O2. Its common name is **4'-hydroxyacetophenone**, and it is also known as **p-hydroxyacetophenone**.
Here's a breakdown of its structure and importance in research:
**Structure:**
* It consists of a benzene ring with a hydroxyl (-OH) group attached to it at the para position (opposite to the carbonyl group).
* The benzene ring is connected to a ketone group (C=O) which is further linked to a phenyl group (another benzene ring).
**Importance in Research:**
4'-hydroxyacetophenone is a versatile molecule with a wide range of applications in various fields of research:
**1. Organic Synthesis:**
* **Building Block:** It serves as a key building block for synthesizing a variety of other organic molecules. The ketone and hydroxyl groups provide reactive sites for further functionalization.
* **Intermediate:** It's used as an intermediate in the synthesis of pharmaceuticals, dyes, and other organic compounds.
**2. Pharmaceutical Applications:**
* **Anti-inflammatory:** 4'-hydroxyacetophenone exhibits anti-inflammatory activity, making it a potential lead compound for developing drugs to treat inflammatory conditions.
* **Antioxidant:** It possesses antioxidant properties, which can protect cells from damage caused by free radicals. This makes it a potential ingredient in skincare and supplements.
* **Anti-cancer:** Some studies have shown potential anti-cancer activity of 4'-hydroxyacetophenone.
**3. Material Science:**
* **Polymerization:** It's used as a monomer in the synthesis of polymers with various applications, including adhesives and coatings.
* **Photoactive Materials:** Its photoactive properties make it suitable for use in photoresists and other materials used in microelectronics.
**4. Other Research Areas:**
* **Dye Chemistry:** It's used as a precursor for dyes and pigments.
* **Flavors and Fragrances:** Its aromatic nature makes it a potential component in flavoring and perfumery applications.
**Overall:**
4'-hydroxyacetophenone is a valuable compound in various scientific fields due to its versatile structure and potential applications. Its research interest stems from its potential to contribute to the development of new drugs, materials, and other products.
| ID Source | ID |
|---|---|
| PubMed CID | 75607 |
| CHEMBL ID | 1904584 |
| CHEBI ID | 192647 |
| SCHEMBL ID | 148710 |
| Synonym |
|---|
| einecs 219-654-5 |
| nsc 60474 |
| ethanone, 1-(4-hydroxyphenyl)-2-phenyl- |
| acetophenone, 4'-hydroxy-2-phenyl- |
| nsc60474 |
| 2491-32-9 |
| nsc-60474 |
| mls002693282 , |
| OPREA1_841974 |
| IDI1_011813 |
| benzyl 4-hydroxyphenyl ketone, 97% |
| MAYBRIDGE3_000426 |
| SR-01000643222-1 |
| 1-(4-hydroxyphenyl)-2-phenylethan-1-one |
| smr000684813 |
| HMS1432D08 |
| CHEBI:192647 |
| 1-(4-hydroxyphenyl)-2-phenylethanone |
| AKOS005463312 |
| benzyl 4-hydroxyphenyl ketone |
| STK530871 |
| HMS3080F14 |
| CCG-54101 |
| FT-0634321 |
| ethanone,1-(4-hydroxyphenyl)-2-phenyl- |
| SCHEMBL148710 |
| AH-262/02658019 |
| 1-(4-hydroxyphenyl)-2-phenyl ethanone |
| 4-hydroxyphenyl benzyl ketone |
| (4-hydroxyphenyl)-2-phenylethanone |
| 1-(4-hydroxy-phenyl)-2-phenyl-ethanone |
| benzyl 4-hydroxy- phenyl ketone |
| 4-hydroxydeoxybenzoin |
| CHEMBL1904584 |
| benzyl4-hydroxyphenylketone |
| benzyl p-hydroxyphenyl ketone |
| 4-hydroxydesoxybenzoin |
| p-(phenylacetyl)phenol |
| 4'-hydroxy-2-phenylacetophenone |
| B4722 |
| DTXSID30179617 |
| AS-64061 |
| J-015724 |
| 4'-hydroxydeoxybenzoin |
| mfcd00002360 |
| A51012 |
| CAA49132 |
| CS-0146195 |
| 1-(4-hydroxyphenyl)-2-phenyl-1-ethanone |
| Class | Description |
|---|---|
| stilbenoid | Any olefinic compound characterised by a 1,2-diphenylethylene backbone. |
| [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) |
|---|---|---|---|---|---|---|---|
| BRCA1 | Homo sapiens (human) | Potency | 11.2202 | 0.8913 | 7.7225 | 25.1189 | AID624202 |
| DNA polymerase iota isoform a (long) | Homo sapiens (human) | Potency | 89.1251 | 0.0501 | 27.0736 | 89.1251 | AID588590 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
| 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. |
| 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. |
| 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. |
| AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
| AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | 2014 | Journal of biomolecular screening, Jul, Volume: 19, Issue:6 | A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum. |
| AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | |||
| [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 (16.67) | 29.6817 |
| 2010's | 3 (50.00) | 24.3611 |
| 2020's | 2 (33.33) | 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 (12.38) 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 | 6 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||