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| Names | |
|---|---|
| Preferred IUPAC name
1,3-Dihydro-2H-indol-2-one | |
| Identifiers | |
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3D model (JSmol) |
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| 114692 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
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| ECHA InfoCard | 100.000.390 
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| EC Number |
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| 637057 | |
| KEGG |
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| MeSH | Oxindole |
PubChem CID |
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| RTECS number |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C8H7NO | |
| Molar mass | 133.150 g·mol−1 |
| Appearance | pale yellow solid |
| Melting point | 128 °C (262 °F; 401 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Oxindole (2-indolone) is an aromatic heterocyclic organic compound with the formula C6H4CHC(O)NH. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing ring. Oxindole is a modified indoline with a substituted carbonyl at the second position of the 5-member indoline ring. Classified as a cyclic amide, it is a pale yellow solid.
Oxindole is derived in nature from tryptophan, formed by gut bacteria ("normal flora"). It is normally metabolized and detoxified from the body by the liver. In excess, it can cause sedation, muscle weakness, hypotension, and coma. Patients with hepatic encephalopathy have been recorded to have elevated serum oxindole levels.[1]
Treatment with phosphorus pentasulfide gives the thione.
Beyond, the parent compound, oxindoles include many compounds,[3] for example 3-methyloxindole[4] and semaxanib.[5]
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