1H-benzo[g]indole-3-carbaldehyde

• ChemBase ID: 141595
• Molecular Formular: C13H9NO
• Molecular Mass: 195.21666
• Monoisotopic Mass: 195.06841391
• SMILES: c1ccc2c(c1)ccc1c2[nH]cc1C=O
• Canonical SMILES: O=Cc1c[nH]c2c1ccc1c2cccc1
• InChI: InChI=1S/C13H9NO/c15-8-10-7-14-13-11-4-2-1-3-9(11)5-6-12(10)13/h1-8,14H
• InChIKey: NYIGHGXJJVOYCQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-benzo[g]indole-3-carbaldehyde
• IUPAC Traditional name: 1H-benzo[g]indole-3-carbaldehyde
• Synonyms: 3-Formyl-6,7-benzindole; 3-Formyl-1H-benzo[g]indole; 1H-Benzo[g]indole-3-carboxaldehyde; 3-甲酰基-1H-苯并[g]吲哚; 1H-苯并[g]吲哚-3-甲醛

Database IDs

• CAS Number: 51136-18-6
• MDL Number: MFCD00985058
• PubChem SID: 162235829
• PubChem CID: 4437769

CALCULATED PROPERTIES

• Acid pKa: 13.084513
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.7739868
• LogD (pH = 7.4): 2.773986
• Log P: 2.7739868
• Molar Refractivity: 60.1787 cm^3
• Polarizability: 25.106148 Å^3
• Polar Surface Area: 32.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 231-236 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-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): C13H9NO

DETAILS

Sigma Aldrich - 694010

Application
Useful starter in indole and natural product synthesis2
Reactant for preparation of:
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
Packaging
1 g in glass bottle