6-amino-2,3-dihydro-1H-isoindol-1-one

• ChemBase ID: 160185
• Molecular Formular: C8H8N2O
• Molecular Mass: 148.16192
• Monoisotopic Mass: 148.06366289
• SMILES: c1(ccc2c(c1)C(=O)NC2)N
• Canonical SMILES: Nc1ccc2c(c1)C(=O)NC2
• InChI: InChI=1S/C8H8N2O/c9-6-2-1-5-4-10-8(11)7(5)3-6/h1-3H,4,9H2,(H,10,11)
• InChIKey: PGKXYAZNGUURHR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2,3-dihydro-1H-isoindol-1-one
• IUPAC Traditional name: 6-amino-2,3-dihydroisoindol-1-one
• Synonyms: 6-Amino-2,3-dihydro-1H-isoindol-1-one; 6-Amino-2,3-dihydroisoindol-1-one; 6-Aminoisoindolin-1-one; 6-amino-2,3-dihydro-1H-isoindol-1-one

Database IDs

• CAS Number: 675109-45-2
• MDL Number: MFCD09701282
• PubChem SID: 162254320
• PubChem CID: 22064627

CALCULATED PROPERTIES

• Acid pKa: 13.804265
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.031808157
• LogD (pH = 7.4): -0.030157717
• Log P: -0.030136477
• Molar Refractivity: 43.2881 cm^3
• Polarizability: 15.413467 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 237 - 239°C
• Hydrophobicity(logP): -0.07

Product Information

• Purity: 95%; 95+%; 98%

DETAILS

Toronto Research Chemicals - A611595

6-Aminoisoindolin-1-one is used in the synthesis of a novel potent glycoprotein IIb-IIIa (GP IIb-IIIa) receptor antagonist based on the isoindolone skeleton.

REFERENCES

• Ojima, I., et al.: Bioorg. Med. Chem., 3, 337 (1995)
• Scarborough, R., et al.: J. Med. Chem., 43, 3453 (1995)
• Anderluh, M., et al.: Eur. J. Med. Chem., 40, 25 (1995)