5-methyl-1H-indole-3-carbaldehyde

• ChemBase ID: 36015
• Molecular Formular: C10H9NO
• Molecular Mass: 159.18456
• Monoisotopic Mass: 159.06841391
• SMILES: c1(ccc2[nH]cc(c2c1)C=O)C
• Canonical SMILES: O=Cc1c[nH]c2c1cc(C)cc2
• InChI: InChI=1S/C10H9NO/c1-7-2-3-10-9(4-7)8(6-12)5-11-10/h2-6,11H,1H3
• InChIKey: ZTNQWTPWKNDRNF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-1H-indole-3-carbaldehyde
• IUPAC Traditional name: 5-methyl-1H-indole-3-carbaldehyde
• Synonyms: NSC 88872; 5-Methylindole-3-carboxaldehyde; 5-Methyl-1H-indole-3-carbaldehyde; 5-Methylindole-3-carboxaldehyde 98%; 5-Methylindole-3-carboxyaldehyde; 5-甲基-1H-吲哚-3-甲醛

Database IDs

• CAS Number: 52562-50-2
• MDL Number: MFCD00022720
• PubChem SID: 24848132; 160999322
• PubChem CID: 259187

CALCULATED PROPERTIES

• Acid pKa: 13.7587595
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.2979314
• LogD (pH = 7.4): 2.2979314
• Log P: 2.2979314
• Molar Refractivity: 48.7697 cm^3
• Polarizability: 19.238918 Å^3
• Polar Surface Area: 32.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 142 - 144°C; 148-151 °C(lit.)
• Hydrophobicity(logP): 2.448

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

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

DETAILS

Sigma Aldrich - 134139

Packaging
1, 5 g in glass bottle
Application
Reactant for preparation of:
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
• Antimicrobial agents2
• Anti-proliferative agents3
• Antiandrogens effective against multiple clinically relevant androgen receptor mutants4
• Anticancer agents5
• Inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B6
• Bovine viral diarrhea virus (BVDV) inhibitors7
• Potent thermal sensitizing agents8
• Analogues of marine alkaloid nortopsentin as anticancer agents9
• β3-adrenergic receptor agonists10