4-bromo-1H-indole

• ChemBase ID: 10097
• Molecular Formular: C8H6BrN
• Molecular Mass: 196.04394
• Monoisotopic Mass: 194.9683612
• SMILES: c1ccc2c(c1Br)cc[nH]2
• Canonical SMILES: Brc1cccc2c1cc[nH]2
• InChI: InChI=1S/C8H6BrN/c9-7-2-1-3-8-6(7)4-5-10-8/h1-5,10H
• InChIKey: GRJZJFUBQYULKL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-1H-indole
• IUPAC Traditional name: 4-bromo-1H-indole
• Synonyms: 4-Bromo-1H-indole; 4-Bromoindole; 4-Bromoindole; 4-Bromo-1H-indole; 4-溴吲哚

Database IDs

• CAS Number: 19053-14-6; 52488-36-5
• EC Number: 000-000-0
• MDL Number: MFCD00671502
• Beilstein Number: 114891
• PubChem SID: 160973404; 24874403
• PubChem CID: 676494

CALCULATED PROPERTIES

• Acid pKa: 16.143888
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 2.8407605
• LogD (pH = 7.4): 2.8407605
• Log P: 2.8407605
• Molar Refractivity: 44.7673 cm^3
• Polarizability: 18.209932 Å^3
• Polar Surface Area: 15.79 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Yellow Oil
• Melting Point: 17°C; 17°C
• Boiling Point: 283-285 °C(lit.); 88-90°C/0.1mm; 88-90°C/0.1mm
• Flash Point: >110°C; >110°C(230°F); 110 °C; 230 °F
• Density: 1.563; 1.563 g/mL at 25 °C(lit.)
• Refractive Index: 1.6545; 1.655; 1.6550; n20/D 1.655(lit.)
• Hydrophobicity(logP): 3.163

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Air & Light Sensitive; Harmful/Light Sensitive/Keep Cold/Store under Argon; IRRITANT, KEEP COLD
• 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: 95%; 96%; 97%; 98%
• Empirical Formula (Hill Notation): C8H6BrN

DETAILS

Sigma Aldrich - 524336

Packaging
1, 5 mL in glass bottle

Toronto Research Chemicals - B684480

A potential inhibitor of GSK-3.

REFERENCES

• Leclerc, S., et al.: J. Biol. Chem., 276, 251 (2001)
• Meijer, L., et al.: Chem. Biol., 10, 1255 (2001)
• Noble, M., et al.: Science, 303, 1800 (2001)