1H-benzo[g]indole

• ChemBase ID: 141020
• Molecular Formular: C12H9N
• Molecular Mass: 167.20656
• Monoisotopic Mass: 167.07349929
• SMILES: c1ccc2c(c1)ccc1c2[nH]cc1
• Canonical SMILES: c1ccc2c(c1)c1[nH]ccc1cc2
• InChI: InChI=1S/C12H9N/c1-2-4-11-9(3-1)5-6-10-7-8-13-12(10)11/h1-8,13H
• InChIKey: HIYWOHBEPVGIQN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-benzo[g]indole
• IUPAC Traditional name: 1H-benzo[g]indole
• Synonyms: 1H-Benz[g]indole; 6,7-Benzindole; NSC 153687; 1H-Benzo[g]indole; 1H-苯并[g]吲哚

Database IDs

• CAS Number: 233-34-1
• MDL Number: MFCD02668148
• PubChem SID: 162235256; 24885828
• PubChem CID: 98617

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 3.0614846
• LogD (pH = 7.4): 3.0614846
• Log P: 3.0614846
• Molar Refractivity: 53.5947 cm^3
• Polarizability: 23.349314 Å^3
• Polar Surface Area: 15.79 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 15.975044

PROPERTIES

Physical Property

• Melting Point: 180-184 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-41
• Safety Statements: 26
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H318
• GHS Precautionary statements: P280-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C12H9N

DETAILS

Sigma Aldrich - 684910

Application
Useful fused indole as a starter in indole chemistry.2

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
Packaging
1 g in glass bottle