5-bromo-1H-indole

• ChemBase ID: 10445
• Molecular Formular: C8H6BrN
• Molecular Mass: 196.04394
• Monoisotopic Mass: 194.9683612
• SMILES: c1(ccc2c(c1)cc[nH]2)Br
• Canonical SMILES: Brc1ccc2c(c1)cc[nH]2
• InChI: InChI=1S/C8H6BrN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H
• InChIKey: VXWVFZFZYXOBTA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromo-1H-indole
• IUPAC Traditional name: 5-bromoindole
• Synonyms: 5-Bromoindole; 5-Bromo-1H-Iidole.; 5-Bromoindole; 5-Bromo-1H-indole; 5-溴吲哚

Database IDs

• CAS Number: 10075-50-0
• EC Number: 233-208-7
• MDL Number: MFCD00005670
• Beilstein Number: 112877
• PubChem SID: 160973752; 24891936
• PubChem CID: 24905

CALCULATED PROPERTIES

• Acid pKa: 16.34695
• 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: 18.206106 Å^3
• Polar Surface Area: 15.79 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 89-92°C; 90-92 °C(lit.); 90-92°C; 90-92°C

Safety Information

• Storage Condition: 0°C; Refrigerator
• Storage Warning: Irritant/Light Sensitive/Keep Cold/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC); 97%; 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C8H6BrN

DETAILS

MP Biomedicals - 02154879

Crystalline

Sigma Aldrich - B68607

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - B684540

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)