methyl 3-amino-6-bromopyrazine-2-carboxylate

• ChemBase ID: 65791
• Molecular Formular: C6H6BrN3O2
• Molecular Mass: 232.03474
• Monoisotopic Mass: 230.96433845
• SMILES: c1(cnc(c(n1)C(=O)OC)N)Br
• Canonical SMILES: COC(=O)c1nc(Br)cnc1N
• InChI: InChI=1S/C6H6BrN3O2/c1-12-6(11)4-5(8)9-2-3(7)10-4/h2H,1H3,(H2,8,9)
• InChIKey: CNXSIRHOIFRMOB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-amino-6-bromopyrazine-2-carboxylate
• IUPAC Traditional name: methyl 3-amino-6-bromopyrazine-2-carboxylate
• Synonyms: Methyl 3-amino-6-bromopyrazine-2-carboxylate; Methyl 3-amino-6-bromopyrazine-2-carboxylate; 3-Amino-6-bromo-2-pyrazinecarboxylic acid Methyl Ester; Methyl 3-Amino-6-bromopyrazine-2-carboxylate; NSC 18700; 2-Amino-5-bromopyrazine-3-carboxylic Acid Methyl Ester; 2-Amino-5-bromo-3-(methoxycarbonyl)pyrazine; methyl3-amino-6-bromopyrazine-2-carboxylate

Database IDs

• CAS Number: 6966/1/4; 6966-01-4
• MDL Number: MFCD00834964
• PubChem SID: 162031530
• PubChem CID: 227251

CALCULATED PROPERTIES

• Acid pKa: 16.364355
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1170338
• LogD (pH = 7.4): 1.1170344
• Log P: 1.1170344
• Molar Refractivity: 46.8764 cm^3
• Polarizability: 17.297579 Å^3
• Polar Surface Area: 78.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Orange Solid
• Melting Point: 164-166°C; 164-166°C; 172-177 °C; 172-177°C
• Boiling Point: 322°C
• Density: 1.755

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: IRRITANT; Irritant/Light Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 37
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317
• GHS Precautionary statements: P280

Product Information

• Purity: 95%; 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C6H6BrN3O2

DETAILS

Sigma Aldrich - 737313

Packaging
250 mg in glass bottle

Toronto Research Chemicals - A601863

Pyrazine derivatives as Axl and C-Met receptor enzyme inhibitors.

REFERENCES

• Bamford, M., et al.: Bioorg. Med. Chem. Lett., 15, 3402 (2005)