5-Hydroxyindole-2-carboxylic acid
Synonym(s):NSC 117338
- CAS NO.：21598-06-1
- Empirical Formula: C9H7NO3
- Molecular Weight: 177.16
- MDL number: MFCD00005615
- EINECS: 244-468-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-04-24 14:58:37
What is 5-Hydroxyindole-2-carboxylic acid?
Chemical properties
light yellow to beige crystalline powder
The Uses of 5-Hydroxyindole-2-carboxylic acid
5-Hydroxyindole-2-carboxylic acid was used in HPLC-amperometric detection of serotonin in plasma, platelets and urine.
The Uses of 5-Hydroxyindole-2-carboxylic acid
• ;Reactant for preparation of indole C5-O-substituted seco-cyclopropylindole analogs as potential anticancer agents• ;Reactant for microwave combinatorial synthesis of indolic arylpiperazine derivatives as ligands for 5-HT1A, 5-HT2A, and 5-HT2C receptors1• ;Reactant for preparation of melanins as novel nature-inspired radioprotectors2• ;Reactant for preparation of 5-Hydroxyindole-2-carboxylic acid amides as histamine-3 receptor inverse agonists for the treatment of obesity3• ;Reactant for preparation of conformationally constrained peptidomimetic inhibitors of signal
The Uses of 5-Hydroxyindole-2-carboxylic acid
A competitive antagonist of potentiation by glycine at the N-methyl-D-aspartate receptors that have been linked to neuronal death, assiciated to such afflictions as stroke and epilepsy.
Definition
ChEBI: 5-Hydroxyindole-2-carboxylic acid is an indolyl carboxylic acid.
General Description
5-Hydroxyindole-2-carboxylic acid on oxidation with KMnO4 yields pyrrole-2,3,5-tricarboxylic acid.
Properties of 5-Hydroxyindole-2-carboxylic acid
| Melting point: | 249 °C (dec.) (lit.) |
| Boiling point: | 309.06°C (rough estimate) |
| Density | 1.3312 (rough estimate) |
| refractive index | 1.5200 (estimate) |
| storage temp. | Sealed in dry,2-8°C |
| solubility | chloroform/ethanol (1:1): soluble50mg/mL, clear to slightly hazy, yellow to brown |
| pka | 4.38±0.30(Predicted) |
| form | Fuming Liquid |
| color | Clear colorless to slightly yellow |
| BRN | 153214 |
| CAS DataBase Reference | 21598-06-1(CAS DataBase Reference) |
Safety information for 5-Hydroxyindole-2-carboxylic acid
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for 5-Hydroxyindole-2-carboxylic acid
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