| Identification | More | [Name]
3-Indoleformic acid | [CAS]
771-50-6 | [Synonyms]
1H-INDOLE-3-CARBOXYLIC ACID
3-CARBOXYINDOLE
3-INDOLECARBOXYLIC ACID
3-Indoleformic acid
3-INDOLYLCARBOXYLIC ACID
INDOLE-3-CARBOXYLIC ACID
RARECHEM AL BO 0353
TIMTEC-BB SBB003952
Indole-3-carboxylie acid
IndolecarboxylicAcid
INDOLECARBOXYLIC ACID 98%
3-Indoleformic
INDOLE-3-CARBOXYLIC ACID pure
Indole-3-carboxylic acid ,99% | [EINECS(EC#)]
212-231-6 | [Molecular Formula]
C9H7NO2 | [MDL Number]
MFCD00005624 | [Molecular Weight]
161.16 | [MOL File]
771-50-6.mol |
| Chemical Properties | Back Directory | [Appearance]
light beige powder | [Melting point ]
232-234 °C (dec.)(lit.)
| [Boiling point ]
287.44°C (rough estimate) | [density ]
1.2480 (rough estimate) | [refractive index ]
1.5050 (estimate) | [storage temp. ]
2-8°C | [solubility ]
Soluble in 95% Ethanol: 50 mg/ml, also soluble in methanol. | [form ]
Powder | [pka]
3.90±0.10(Predicted) | [color ]
Light beige | [BRN ]
129435 | [InChI]
InChI=1S/C9H7NO2/c11-9(12)7-5-10-8-4-2-1-3-6(7)8/h1-5,10H,(H,11,12) | [InChIKey]
KMAKOBLIOCQGJP-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC=C2)C(C(O)=O)=C1 | [CAS DataBase Reference]
771-50-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R21/22:Harmful in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
NK7882892 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
light beige crystalline powder (recrystallized from acetate-petroleum ether). Soluble in ethanol, ether, acetate, insoluble in boiling water, benzene, insoluble in petroleum ether. | [Application]
Indole-3-carboxylic Acid is a specific and competitive inhibitor of the potentiation of glycine of NMDA-gated current. Chemical reagent in the synthesis of thiadiazole derivatives used for anticancer activity. | [Uses]
Indole-3-carboxylic acid is used as a raw material in synthesis. It is useful for the synthesis of anticancer agents, serotonin receptor antagonists, primary acylureas, and amino acid derivatives.Indole-3-carboxylic acid is a normal urinary indolic tryptophan metabolite and has been found elevated in patients with liver diseases. | [Uses]
Reactant for preparation of:
Anticancer agents
Derivatives of amino acids and peptides
Serotonin 5-HT4 receptor antagonists
Primary acylureas
Inhibitors of Gli1-mediated transcription in the Hedgehog pathway
Serotonin 5-HT6 antagonists
Very Late Antigen-4 (VLA-4) sntagonists
EphB3 receptor tyrosine kinase inhibitors
Potential Therapeutic Agent for Alzheimer′s Disease
Vinyl ester pseudotripeptide proteasome inhibitors | [Definition]
ChEBI: Indole-3-carboxylic acid is an indole-3-carboxylic acid carrying a carboxy group at position 3. It has a role as a human metabolite and a bacterial metabolite. It is a conjugate acid of an indole-3-carboxylate. | [Preparation]
indole-3-carboxylic acid can be synthesized by the hydrolysis reaction of 3-trichloroacetyl indole: add 235g 3-trichloroacetyl indole into 1000ml methanol, slowly drop an appropriate amount of 50% KOH solution, heat up and reflux for 18 hours, cool to room temperature, The methanol was recovered by concentration, and the residual liquid was left; 1500 ml of water was added to the residual liquid, hydrochloric acid was added dropwise to adjust pH=3～4, and then filtered, and the solid obtained by filtration was dried to obtain 144g of indole-3-carboxylic acid crude product; The crude product was slurried with 100g of ethyl acetate for 25 minutes,filtered and dried to obtain indole-3-carboxylic acid (137g, yield 91.8%). | [General Description]
The structures of the derivatives of indole-3-carboxylic acid were studied using gas chromatography with high resolution mass spectrometry (GC-HRMS), ultra-high performance liquid chromatography in combination with high resolution tandem mass spectrometry (UHPLC-HRMS), nuclear magnetic resonance spectroscopy (NMR) and Fourier transform infrared spectroscopy (FT-IR). | [target]
5-HT Receptor |
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