3,5-dibromopyrazin-2-amine

• ChemBase ID: 66514
• Molecular Formular: C4H3Br2N3
• Molecular Mass: 252.89472
• Monoisotopic Mass: 250.86937111
• SMILES: c1(c(nc(cn1)Br)Br)N
• Canonical SMILES: Brc1cnc(c(n1)Br)N
• InChI: InChI=1S/C4H3Br2N3/c5-2-1-8-4(7)3(6)9-2/h1H,(H2,7,8)
• InChIKey: DTLBKXRFWUERQN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dibromopyrazin-2-amine
• IUPAC Traditional name: 3,5-dibromopyrazin-2-amine
• Synonyms: 3,5-dibromopyrazin-2-amine; 3,5-Dibromo-2-aminopyrazine; 3,5-Dibromo-2-pyrazinamine; 3,5-Dibromopyrazin-2-ylamine; 3,5-Dibromopyrazine-2-ylamine; 2-Amino-3,5-dibromopyrazine; 3,5-Dibromopyrazin-2-amine; 2-Amino-3,5-dibromo-1,4-diazine; 2-Amino-3,5-dibromopyrazine; 2-氨基-3,5-二溴吡嗪

Database IDs

• CAS Number: 24241-18-7
• MDL Number: MFCD00673150
• PubChem SID: 162032252; 24872896
• PubChem CID: 620004

CALCULATED PROPERTIES

• Acid pKa: 17.664335
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.2519788
• LogD (pH = 7.4): 1.2519817
• Log P: 1.2519819
• Molar Refractivity: 43.6881 cm^3
• Polarizability: 15.982232 Å^3
• Polar Surface Area: 51.8 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 114-117 °C(lit.); 114-117°C; 114-117°C
• Hydrophobicity(logP): 1.514

Safety Information

• Storage Warning: IRRITANT; Toxic/Irritant/Light Sensitive/Air Sensitive/Store under Argon
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-37/38-41; 36/37/38
• Safety Statements: 26-36/39; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H318-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 95%; 97%; 98%; 98+%; 99%
• Empirical Formula (Hill Notation): C4H3Br2N3

DETAILS

Sigma Aldrich - 494364

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - A604635

2-Amino-3,5-dibromopyrazine is used in the preparation of conjugated polymers for neurotoxin detection. 2-Amino-3,5-dibromopyrazine is an intermediate in the preparation of rho kinase (ROCK) inhibitors.

REFERENCES

• Thomas, J. et al.: Polym. Prepr., 46, 1211 (2005)
• Henderson, A.J. et al.: Bioorg. Med. Chem. Lett., 20, 1137 (2005)