Page last updated: 2024-12-07
5-hydroxy-2-oxindole
Description
5-Hydroxy-2-oxindole is a heterocyclic compound with potential biological activity. It has been investigated for its antioxidant and anti-inflammatory properties, as well as its potential role in inhibiting the growth of cancer cells. Notably, it has been found to be an effective inhibitor of the enzyme indoleamine 2,3-dioxygenase (IDO), which is involved in the immune response and has been implicated in various diseases, including cancer and autoimmune disorders. The compound's synthesis typically involves the use of organic chemistry reactions such as Friedel-Crafts acylation and reduction. The research into 5-hydroxy-2-oxindole aims to elucidate its mechanism of action, explore its therapeutic potential, and optimize its properties for future drug development.'
5-hydroxyoxindole: Monoamine Oxidase Inhibitor; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
| ID Source | ID |
|---|
| PubMed CID | 76955 |
| CHEMBL ID | 3093623 |
| SCHEMBL ID | 19391 |
| MeSH ID | M0438191 |
Synonyms (39)
| Synonym |
|---|
| AC-1914 |
| 5-hydroxy-1,3-dihydro-2h-indol-2-one |
| 2,3-dihydro-5-hydroxyindol-2-one |
| einecs 222-309-1 |
| 5-hydroxyoxindole |
| H-7065 |
| 5-hydroxy-1,3-dihydro-indol-2-one |
| 3416-18-0 |
| 5-hydroxy-1,3-dihydroindol-2-one |
| AR-683/41718240 |
| A6024 |
| 5-hydroxyindolin-2-one |
| AKOS005258613 |
| 5-hydroxy-2-oxyindole |
| AM803729 |
| FT-0601082 |
| SCHEMBL19391 |
| CHEMBL3093623 |
| 5-hydroxy-oxindole |
| 5-hydroxyindolinone |
| 5-hydroxy-2-oxindole |
| 2h-indol-2-one, 1,3-dihydro-5-hydroxy- |
| 2-indolinone, 5-hydroxy- |
| 5-hydroxy-1,3-dihydro-2h-indol-2-one # |
| 5-hydroxy-2-indolinone |
| 5-hydroxyoxindole, aldrichcpr |
| mfcd00014566 |
| DTXSID20187761 |
| CS-W001542 |
| 5-hydroxy-2,3-dihydro-1h-indol-2-one |
| GS-3807 |
| BCP27895 |
| SB64276 |
| EN300-177590 |
| HY-W001542 |
| PD171601 |
| SY031204 |
| EX-A7998G |
| Z1198147431 |
Bioassays (5)
| Assay ID | Title | Year | Journal | Article |
|---|
| AID1058624 | Octanol-water partition coefficient, logKOW of the compound | 2013 | Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
| Antioxidant activities of 5-hydroxyoxindole and its 3-hydroxy-3-phenacyl derivatives: the suppression of lipid peroxidation and intracellular oxidative stress. |
| AID1058623 | Antioxidant activity in human HL60 cells assessed as reduction of H2O2-induced intracellular oxidative stress at 10 uM after 1 hr using DCFH-DA by FACS analysis | 2013 | Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
| Antioxidant activities of 5-hydroxyoxindole and its 3-hydroxy-3-phenacyl derivatives: the suppression of lipid peroxidation and intracellular oxidative stress. |
| AID1058622 | Cytotoxicity against human HL60 cells assessed as reduction of cell viability at 100 uM after 24 hrs by trypan blue dye exclusion test | 2013 | Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
| Antioxidant activities of 5-hydroxyoxindole and its 3-hydroxy-3-phenacyl derivatives: the suppression of lipid peroxidation and intracellular oxidative stress. |
| AID1058626 | Antioxidant activity assessed as DPPH free radical scavenging activity by spectroscopic analysis | 2013 | Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
| Antioxidant activities of 5-hydroxyoxindole and its 3-hydroxy-3-phenacyl derivatives: the suppression of lipid peroxidation and intracellular oxidative stress. |
| AID1058625 | Antioxidant activity against tert-butylhydroperoxide-induced lipid peroxidation in rat liver microsomes after 20 mins by TBARS method | 2013 | Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
| Antioxidant activities of 5-hydroxyoxindole and its 3-hydroxy-3-phenacyl derivatives: the suppression of lipid peroxidation and intracellular oxidative stress. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Research
Studies (6)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 3 (50.00) | 29.6817 |
| 2010's | 3 (50.00) | 24.3611 |
| 2020's | 0 (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: 12.43
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.
| Metric | This Compound (vs All) |
|---|
| Research Demand Index | 12.43 (24.57) | | Research Supply Index | 2.08 (2.92) | | Research Growth Index | 4.51 (4.65) | | Search Engine Demand Index | 0.00 (26.88) | | Search Engine Supply Index | 0.00 (0.95) |
| |
Study Types
| 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 | 7 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |