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

• ChemBase ID: 63546
• Molecular Formular: C8H8N2O
• Molecular Mass: 148.16192
• Monoisotopic Mass: 148.06366289
• SMILES: c1cc2C(=O)NCc2cc1N
• Canonical SMILES: Nc1ccc2c(c1)CNC2=O
• InChI: InChI=1S/C8H8N2O/c9-6-1-2-7-5(3-6)4-10-8(7)11/h1-3H,4,9H2,(H,10,11)
• InChIKey: RGJCJWXNNDARPQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-2,3-dihydro-1H-isoindol-1-one
• IUPAC Traditional name: 5-amino-2,3-dihydroisoindol-1-one
• Synonyms: 5-Amino-2,3-dihydro-1H-isoindol-1-one; 5-Amino-2,3-dihydroisoindol-1-one; 5-Aminoisoindolin-1-one

Database IDs

• CAS Number: 222036-66-0
• MDL Number: MFCD10000828
• PubChem SID: 162029285
• PubChem CID: 21956239

CALCULATED PROPERTIES

• Acid pKa: 14.596402
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.03215729
• LogD (pH = 7.4): -0.030162003
• Log P: -0.030136477
• Molar Refractivity: 43.2881 cm^3
• Polarizability: 15.412665 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%; 95+%; 98%

DETAILS

Toronto Research Chemicals - A611590

5-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)