2-bromo-3-methoxypyridine

• ChemBase ID: 63760
• Molecular Formular: C6H6BrNO
• Molecular Mass: 188.02194
• Monoisotopic Mass: 186.96327582
• SMILES: c1cnc(c(c1)OC)Br
• Canonical SMILES: COc1cccnc1Br
• InChI: InChI=1S/C6H6BrNO/c1-9-5-3-2-4-8-6(5)7/h2-4H,1H3
• InChIKey: PDOWLYNSFYZIQX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-3-methoxypyridine
• IUPAC Traditional name: 2-bromo-3-methoxypyridine
• Synonyms: 2-Bromo-3-methoxypyridine; 2-Bromo-3-methoxypyridine; 2-溴-3-甲氧基吡啶

Database IDs

• CAS Number: 24100-18-3
• EC Number: 246-017-9
• MDL Number: MFCD01570896
• PubChem SID: 24883563; 162029499
• PubChem CID: 90364

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5721546
• LogD (pH = 7.4): 1.5721765
• Log P: 1.5721768
• Molar Refractivity: 38.8293 cm^3
• Polarizability: 14.907074 Å^3
• Polar Surface Area: 22.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Solid
• Melting Point: 40-43°C; 45-49 °C(lit.); 45-49°C
• Flash Point: >110 °C; >110°C; >230 °F
• Hydrophobicity(logP): 1.739

Safety Information

• Storage Warning: Harmful/Irritant/Corrosive/Light Sensitive/Store under Argon; IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41
• Safety Statements: 26-39
• TSCA Listed: false
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C6H6BrNO

DETAILS

Sigma Aldrich - 649716

Packaging
1, 10 g in glass bottle

Toronto Research Chemicals - B684820

Used in the preparation of triazolopyrimidine derivatives and analogs as AXL receptor tyrosine kinase function inhibitors.

REFERENCES

• Khan, B., et al.: Biochem. J., 258, 807 (1989)
• Genin, M., et al.: J. Med. Chem., 39, 5267 (1989)
• Asano, S., et al.: Bioorg. Med. Chem. Lett., 19, 1062 (1989)