4-bromo-5-methyl-2,3-dihydro-1H-indole-2,3-dione

• ChemBase ID: 91376
• Molecular Formular: C9H6BrNO2
• Molecular Mass: 240.05344
• Monoisotopic Mass: 238.95819044
• SMILES: Brc1c(ccc2c1C(=O)C(=O)N2)C
• Canonical SMILES: O=C1Nc2c(C1=O)c(Br)c(cc2)C
• InChI: InChI=1S/C9H6BrNO2/c1-4-2-3-5-6(7(4)10)8(12)9(13)11-5/h2-3H,1H3,(H,11,12,13)
• InChIKey: DKAVQCARZCYRIS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-5-methyl-2,3-dihydro-1H-indole-2,3-dione
• IUPAC Traditional name: 4-bromo-5-methyl-1H-indole-2,3-dione
• Synonyms: 4-Bromo-5-methyl-1H-indole-2,3-dione; 4-Bromo-5-methylisatin; 4-Bromo-5-methyl-1H-indole-2,3-dione; 4-bromo-5-methyl-2,3-dihydro-1H-indole-2,3-dione

Database IDs

• CAS Number: 147149-84-6
• MDL Number: MFCD00560709
• PubChem SID: 162078075
• PubChem CID: 611204

CALCULATED PROPERTIES

• Acid pKa: 8.95513
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.8835728
• LogD (pH = 7.4): 2.8723888
• Log P: 2.8837175
• Molar Refractivity: 53.139 cm^3
• Polarizability: 19.240854 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): 2.19

Safety Information

• Storage Warning: Irritant

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - B685380

Reagent used in the production of Nolatrexed Dihydrochloride.

REFERENCES

• Polychronopoulos, P., et al.: J. Med. Chem., 47, 935 (2004)
• Sirisoma, N., et al.: Bioorg. Med. Chem. Lett., 19, 2710 (2004)