3-bromobenzene-1,2-diamine

• ChemBase ID: 69845
• Molecular Formular: C6H7BrN2
• Molecular Mass: 187.03718
• Monoisotopic Mass: 185.97926023
• SMILES: c1(c(c(ccc1)Br)N)N
• Canonical SMILES: Nc1c(N)cccc1Br
• InChI: InChI=1S/C6H7BrN2/c7-4-2-1-3-5(8)6(4)9/h1-3H,8-9H2
• InChIKey: VWYTZNPMXYCBPK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromobenzene-1,2-diamine
• IUPAC Traditional name: 3-bromobenzene-1,2-diamine
• Synonyms: 3-Bromo-1,2-benzenediamine; 3-Bromo-o-phenylenediamine; 1,2-Diamino-3-bromobenzene; 2-Amino-3-bromoaniline; 3-Bromo-1,2-diaminobenzene; 3-Bromobenzene-1,2-diamine; 3-Bromophenylene-1,2-diamine; 1-Bromo-2,3-diaminobenzene; 3-Bromobenzene-1,2-diamine 97%

Database IDs

• CAS Number: 1575-36-6
• MDL Number: MFCD09842434
• PubChem SID: 162035570
• PubChem CID: 12489839

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.0784057
• LogD (pH = 7.4): 1.0840738
• Log P: 1.0841465
• Molar Refractivity: 43.0816 cm^3
• Polarizability: 15.443374 Å^3
• Polar Surface Area: 52.04 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 53-55°C

Safety Information

• Storage Warning: IRRITANT; Toxic
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - B680220

3-Bromobenzene-1,2-diamine is used in the preparation of isomeric bromo analogues of Benzo-1H-triazole as potential inhibitors of protein kinases.

REFERENCES

• Wang, W., et al.: J. Nat. Prod., 68, 620 (2005)
• Pop, S., et al.: J. Biol. Chem., 281, 26382 (2005)
• Hardegger, L., et al.: ChemMedChem., 6, 2048 (2005)