1H-indole-5-carboxylic acid

• ChemBase ID: 13652
• Molecular Formular: C9H7NO2
• Molecular Mass: 161.15738
• Monoisotopic Mass: 161.04767847
• SMILES: OC(=O)c1ccc2c(c1)cc[nH]2
• Canonical SMILES: OC(=O)c1ccc2c(c1)cc[nH]2
• InChI: InChI=1S/C9H7NO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,(H,11,12)
• InChIKey: IENZCGNHSIMFJE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indole-5-carboxylic acid
• IUPAC Traditional name: 1H-indole-5-carboxylic acid
• Synonyms: 5-Carboxy-1H-indole; 1H-Indole-5-carboxylic acid; 5-Carboxyindole; Indole-5-carboxylic acid; Indole-5-carboxylic acid; 吲哚-5-羧酸

Database IDs

• CAS Number: 1670-81-1; 142396-03-0
• EC Number: 216-799-6
• MDL Number: MFCD00005678
• Beilstein Number: 124391
• PubChem SID: 24874796; 24895968; 24896068; 160976959
• PubChem CID: 74280

CALCULATED PROPERTIES

• Acid pKa: 3.6314352
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.13543293
• LogD (pH = 7.4): -1.6022191
• Log P: 1.7295908
• Molar Refractivity: 44.4007 cm^3
• Polarizability: 17.855188 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 208-212°C; 211-213 °C(lit.); 211-213°C; 211-214 °C; 212-213°C
• Partition Coefficient: 1.989
• Hydrophobicity(logP): 2.067

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~95% (TLC); ≥98.0% (T); 95%; 95+%; 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C9H7NO2

DETAILS

MP Biomedicals - 05204697

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02155027

Purity: 98% Crystalline

Sigma Aldrich - I2250

Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators1
• Reactant for preparation of indolyl-quinolines via metal- and solvent-free autoxidative coupling reaction2
• Reactant for preparation of anthranilic acids using bromamine-B oxidant and palladium chloride catalyst3
• Reactant for synthesis of indirubin derivatives4
• Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway5
• Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity6

Sigma Aldrich - I5400

Packaging
1 g in glass bottle
5 g in poly bottle
Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators1
• Reactant for preparation of indolyl-quinolines via metal- and solvent-free autoxidative coupling reaction2
• Reactant for preparation of anthranilic acids using bromamine-B oxidant and palladium chloride catalyst3
• Reactant for synthesis of indirubin derivatives4
• Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway5
• Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity6

Sigma Aldrich - 57230

Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators1
• Reactant for preparation of indolyl-quinolines via metal- and solvent-free autoxidative coupling reaction2
• Reactant for preparation of anthranilic acids using bromamine-B oxidant and palladium chloride catalyst3
• Reactant for synthesis of indirubin derivatives4
• Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway5
• Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity6