2-methyl-1H-indole-3-carbaldehyde

• ChemBase ID: 24754
• Molecular Formular: C10H9NO
• Molecular Mass: 159.18456
• Monoisotopic Mass: 159.06841391
• SMILES: c1(c([nH]c2c1cccc2)C)C=O
• Canonical SMILES: O=Cc1c(C)[nH]c2c1cccc2
• InChI: InChI=1S/C10H9NO/c1-7-9(6-12)8-4-2-3-5-10(8)11-7/h2-6,11H,1H3
• InChIKey: CYZIVXOEJNAIBS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-1H-indole-3-carbaldehyde
• IUPAC Traditional name: 2-methyl-1H-indole-3-carbaldehyde
• Synonyms: 3-Formyl-2-methyl-1H-indole; 2-Methyl-1H-indole-3-carboxaldehyde; NSC 11895; 2-Methylindole-3-carboxaldehyde; 3-Formyl-2-methylindole; 2-Methyl-1H-indole-3-carbaldehyde; 2-甲基吲哚-3-甲醛

Database IDs

• CAS Number: 5416-80-8
• EC Number: 226-512-6
• MDL Number: MFCD00012077
• PubChem SID: 24855741; 160988061
• PubChem CID: 73166

CALCULATED PROPERTIES

• Acid pKa: 13.788068
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.9840715
• LogD (pH = 7.4): 1.9840714
• Log P: 1.9840715
• Molar Refractivity: 48.8782 cm^3
• Polarizability: 19.238382 Å^3
• Polar Surface Area: 32.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 200-201 °C(lit.); 200-201°C

Safety Information

• Storage Warning: IRRITANT; Irritant/Store at -20°C
• German water hazard class: 3
• TSCA Listed: false

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C10H9NO

DETAILS

Sigma Aldrich - 262439

Packaging
25, 100 g in glass bottle
Application
Reactant for preparation of:
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
• Fluorescent sensors (BODIPY)2
• Antimicrobial agents against methicillin-resistant Staphylococcus aureus3
• G protein-coupled receptor CRTh2 antagonists4
• Inhibitors of PI3 kinase-α5
• Antitubercular agents6
• Anti-inflammatory agents7
• Mycobacterium tuberculosis protein tyrosine phosphatase B8
• Glucocorticoid receptor ligands9
• Agents stimulating neurite outgrowth10