2-bromo-1-(pyrazin-2-yl)ethan-1-one

• ChemBase ID: 163058
• Molecular Formular: C6H5BrN2O
• Molecular Mass: 201.0207
• Monoisotopic Mass: 199.95852479
• SMILES: c1ncc(nc1)C(=O)CBr
• Canonical SMILES: BrCC(=O)c1cnccn1
• InChI: InChI=1S/C6H5BrN2O/c7-3-6(10)5-4-8-1-2-9-5/h1-2,4H,3H2
• InChIKey: UJIRAGIEBOAGOA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-1-(pyrazin-2-yl)ethan-1-one
• IUPAC Traditional name: 2-bromo-1-(pyrazin-2-yl)ethanone
• Synonyms: 2-Bromo-1-pyrazin-2-ylethanone; 2-Bromo-1-pyrazinylethanone; 2-(2-Bromoacetyl)pyrazine; 2-(Bromoacetyl)pyrazine; 2-Bromo-1-(2-pyrazinyl) Ethanone

Database IDs

• CAS Number: 132426-19-8
• PubChem SID: 162257193
• PubChem CID: 15823112

CALCULATED PROPERTIES

• Acid pKa: 13.835637
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.2042375
• LogD (pH = 7.4): 0.20423771
• Log P: 0.20423788
• Molar Refractivity: 39.5117 cm^3
• Polarizability: 15.188873 Å^3
• Polar Surface Area: 42.85 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B686900

Intermediate used for the synthesis of potent 6-heteroaryl-pyrrolidino-tetrahydroisoquinolines with dual histamine H3 antagonist/serotonin transporter inhibitor activity.

REFERENCES

• Keith, J., et al.: Bioorg. Med. Chem. Lett., 17, 4374 (2007)