2-phenyl-1H-indole-3-carbaldehyde

• ChemBase ID: 34807
• Molecular Formular: C15H11NO
• Molecular Mass: 221.25394
• Monoisotopic Mass: 221.08406398
• SMILES: c1(c(c2c([nH]1)cccc2)C=O)c1ccccc1
• Canonical SMILES: O=Cc1c([nH]c2c1cccc2)c1ccccc1
• InChI: InChI=1S/C15H11NO/c17-10-13-12-8-4-5-9-14(12)16-15(13)11-6-2-1-3-7-11/h1-10,16H
• InChIKey: IFIFXODAHZPTEY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-phenyl-1H-indole-3-carbaldehyde
• IUPAC Traditional name: 2-phenyl-1H-indole-3-carbaldehyde
• Synonyms: 2-Phenyl-1H-indole-3-carbaldehyde; 3-Formyl-2-phenylindole; 2-Phenylindole-3-carboxaldehyde; 2-苯基吲哚-3-甲醛

Database IDs

• CAS Number: 25365-71-3
• MDL Number: MFCD00435481
• PubChem SID: 24878676; 160998114
• PubChem CID: 613305

CALCULATED PROPERTIES

• Acid pKa: 12.543491
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.3517365
• LogD (pH = 7.4): 3.351734
• Log P: 3.3517365
• Molar Refractivity: 68.7422 cm^3
• Polarizability: 28.569489 Å^3
• Polar Surface Area: 32.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 249-253 °C(lit.); 249-253°C

Safety Information

• Storage Warning: Air Sensitive; IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false; 否
• 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: 97%
• Empirical Formula (Hill Notation): C15H11NO

DETAILS

Sigma Aldrich - 543322

Packaging
5 g in glass bottle
Application
Reactant for preparation of:
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
• Pyrimidinones via Biginelli reaction as antimicrobial agents2
• [(phenyl)pyrazolyl]indole derivatives as antiinflammatory agents and analgesics3
• Indole thiophene chalcones via Claisen-Schmidt condensation as antimicrobial and antioxidant agents4
• Benzofuranone attached indole derivatives as PI3K inhibitors5
• Ionone-based chalcones as novel antiandrogens6
• Oxazolylindoles as antiinflammatory agents for edema7