2-(cyclopropylmethoxy)-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase ID: 165256
• Molecular Formular: C12H11NO3
• Molecular Mass: 217.22064
• Monoisotopic Mass: 217.07389322
• SMILES: c1ccc2c(c1)C(=O)N(C2=O)OCC1CC1
• Canonical SMILES: O=C1N(OCC2CC2)C(=O)c2c1cccc2
• InChI: InChI=1S/C12H11NO3/c14-11-9-3-1-2-4-10(9)12(15)13(11)16-7-8-5-6-8/h1-4,8H,5-7H2
• InChIKey: SVOICZNJJFJTMV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(cyclopropylmethoxy)-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC Traditional name: 2-(cyclopropylmethoxy)isoindole-1,3-dione
• Synonyms: 2-(Cyclopropylmethoxy)-1H-isoindole-1,3(2H)-dione; 2-Cyclopropylmethoxyisoindole-1,3-dione; N-(Cyclopropylmethoxy)phthalimide

Database IDs

• CAS Number: 113211-15-7
• PubChem SID: 162259389
• PubChem CID: 1484310

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.8487793
• LogD (pH = 7.4): 1.8487793
• Log P: 1.8487793
• Molar Refractivity: 57.5037 cm^3
• Polarizability: 21.495758 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: Pale-Yellow Solid

DETAILS

Toronto Research Chemicals - C988680

It is used for preparation of phenylaminobenzimidazoles and analogs as MEK inhibitors for the treatment of chronic pain.

REFERENCES

• Cowan, K., et al.: J. Exp. Biol., 206, 1107 (2003)
• LoRusso, P., et al.: J. Clin. Oncol., 23, 5281 (2003)
• Wallace, E., et al.: J. Med. Chem., 49, 441 (2003)