6-bromo-1,2,3,4-tetrahydroisoquinolin-1-one

• ChemBase ID: 68122
• Molecular Formular: C9H8BrNO
• Molecular Mass: 226.06992
• Monoisotopic Mass: 224.97892588
• SMILES: C1(=O)NCCc2cc(ccc12)Br
• Canonical SMILES: Brc1ccc2c(c1)CCNC2=O
• InChI: InChI=1S/C9H8BrNO/c10-7-1-2-8-6(5-7)3-4-11-9(8)12/h1-2,5H,3-4H2,(H,11,12)
• InChIKey: FQPKKECSRKYXIZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-bromo-1,2,3,4-tetrahydroisoquinolin-1-one
• IUPAC Traditional name: 6-bromo-3,4-dihydro-2H-isoquinolin-1-one
• Synonyms: 6-Bromo-3,4-dihydro-2H-isoquinolin-1-one; 6-Bromo-3,4-dihydro-1(2H)-isoquinolinone; 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one

Database IDs

• CAS Number: 147497-32-3
• MDL Number: MFCD04114858
• PubChem SID: 162033854
• PubChem CID: 21865450

CALCULATED PROPERTIES

• Acid pKa: 14.551383
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8562032
• LogD (pH = 7.4): 1.8562033
• Log P: 1.8562033
• Molar Refractivity: 50.9655 cm^3
• Polarizability: 18.96189 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - B683520

Intermediate used in the synthesis of benzolactams as dopamine D3 receptor ligands.IT is also used in the synthesis of new, selective 3-aminopyrazole based MK2-inhibitors that was proved to inhibit intracellular phosphorylation of hsp27 as well as LPS-ind

REFERENCES

• Velcicky, J., et al.: Bioorg. Med. Chem. Lett., 20, 1293 (2011)
• Ortega, R., et al.: Bioorg. Med. Chem. Lett., 21, 2670 (2011)