5-methoxy-1H-indole-3-carbaldehyde

• ChemBase ID: 15084
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: c1(c2c([nH]c1)ccc(c2)OC)C=O
• Canonical SMILES: COc1ccc2c(c1)c(C=O)c[nH]2
• InChI: InChI=1S/C10H9NO2/c1-13-8-2-3-10-9(4-8)7(6-12)5-11-10/h2-6,11H,1H3
• InChIKey: TUWARWGEOHQXCO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methoxy-1H-indole-3-carbaldehyde
• IUPAC Traditional name: 5-methoxy-1H-indole-3-carbaldehyde
• Synonyms: 3-Formyl-5-methoxyindole; NSC 521754; 5-Methoxyindole-3-carboxaldehyde; 5-Methoxy-1H-indole-3-carbaldehyde; 5-Methoxy-1H-indole-3-carboxaldehyde; 5-Methoxyindole-3-carboxyaldehyde; 5-甲氧基吲哚-3-甲醛

Database IDs

• CAS Number: 10601-19-1
• EC Number: 234-220-5
• MDL Number: MFCD00005623
• Beilstein Number: 132769
• PubChem SID: 160978391; 24896652
• PubChem CID: 82758

CALCULATED PROPERTIES

• Acid pKa: 13.79233
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.6268389
• LogD (pH = 7.4): 1.6268387
• Log P: 1.6268389
• Molar Refractivity: 50.1917 cm^3
• Polarizability: 19.955873 Å^3
• Polar Surface Area: 42.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 178 - 180 °C; 179 - 181°C; 179-183 °C(lit.); 179-183°C; 179-183°C; 180-184°C
• Hydrophobicity(logP): 1.881

Safety Information

• Storage Warning: Air Sensitive; Irritant; IRRITANT, AIR SENSITIVE
• 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

Product Information

• Purity: >95%; ≥99%; 95%; 98%; 99%
• Empirical Formula (Hill Notation): C10H9NO2
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - M14943

Packaging
1 g in glass bottle
100 mg in glass bottle
Application

• reactant in synthesis of tryptophan dioxygenase inhibitors as potential anticancer immunomodulators1
• reactant in preparation of inhibitor of the C-terminal domain of RNA polymerase II
• reactant in preparation of imidazopyridines and imidazobenzothiazoles2
• reactant in preparation of fluorescent neuroactive probes for brain imaging3
• reactant in preparation of antibacterial agents4
• reactant in synthesis of antiandrogens5