5-bromo-3-methoxypyrazin-2-amine

• ChemBase ID: 66592
• Molecular Formular: C5H6BrN3O
• Molecular Mass: 204.02464
• Monoisotopic Mass: 202.96942383
• SMILES: Nc1c(nc(cn1)Br)OC
• Canonical SMILES: COc1nc(Br)cnc1N
• InChI: InChI=1S/C5H6BrN3O/c1-10-5-4(7)8-2-3(6)9-5/h2H,1H3,(H2,7,8)
• InChIKey: QDFJJHGAODFQMN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromo-3-methoxypyrazin-2-amine
• IUPAC Traditional name: 5-bromo-3-methoxypyrazin-2-amine
• Synonyms: 5-Bromo-3-methoxypyrazin-2-amine; 5-Bromo-3-methoxypyrazinamine; 2-Amino-5-bromo-3-methoxypyrazine; 3-Methoxy-5-bromopyrazin-2-amine; 5-Bromo-3-methoxy-2-pyrazinamine; 3-Bromo-5-methoxy-2-pyrazinamine; 2-Amino-5-bromo-3-methoxypyrazine; 5-Bromo-3-methoxypyrazin-2-amine; 2-Amino-5-bromo-3-methoxypyrazine; 5-Bromo-3-methoxypyrazin-2-ylamine; 3-溴-5-甲氧基-2-吡嗪酰胺; 2-氨基-5-溴-3-甲氧基吡嗪

Database IDs

• CAS Number: 5900-13-0
• MDL Number: MFCD08275726
• PubChem SID: 162032329
• PubChem CID: 11344724

CALCULATED PROPERTIES

• Acid pKa: 17.472721
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.7144818
• LogD (pH = 7.4): 0.7144933
• Log P: 0.71449345
• Molar Refractivity: 41.9998 cm^3
• Polarizability: 15.308935 Å^3
• Polar Surface Area: 61.03 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 135-140 °C; 135-140°C

Safety Information

• Storage Warning: Harmful/Irritant/Corrosive/Light Sensitive/Keep Cold; 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
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 95+%; 98%
• Empirical Formula (Hill Notation): C5H6BrN3O

DETAILS

Sigma Aldrich - 732125

Packaging
500 mg in glass bottle

Toronto Research Chemicals - B684815

5-Bromo-3-methoxy-2-pyrazinamine is an intermediate in the preparation of N-pyrazinylbenzenesulfonamides used in treatment of chemokine mediated diseases such as asthma.

REFERENCES

• Jiang, B.; Bioorg. Med. Chem., 9, 1149 (2001)