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: 2025-01-27 09:38:02

5-Hydroxyindole-2-carboxylic acid Structural

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.