1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one

• ChemBase ID: 63084
• Molecular Formular: C7H6N2O
• Molecular Mass: 134.13534
• Monoisotopic Mass: 134.04801282
• SMILES: N1c2c(cccn2)CC1=O
• Canonical SMILES: O=C1Cc2c(N1)nccc2
• InChI: InChI=1S/C7H6N2O/c10-6-4-5-2-1-3-8-7(5)9-6/h1-3H,4H2,(H,8,9,10)
• InChIKey: ZXSQEZNORDWBGZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one
• IUPAC Traditional name: 1H,3H-pyrrolo[2,3-b]pyridin-2-one
• Synonyms: 1,3-Dihydro-2H-pyrrolo[2,3-b]pyridin-2-one; 1,3-Dihydropyrrolo[2,3-b]pyridin-2-one; 1H-Pyrrolo[2,3-b]pyridin-2(3H)-one; 7-Aza-2-oxindole; 7-Azaoxindole; 1,3-Dihydropyrrolo[2,3-b]pyridin-2-one; 1,3-Dihydro-2H-pyrrolo[2,3-b]pyridin-2-one

Database IDs

• CAS Number: 5654-97-7
• MDL Number: MFCD07367951
• PubChem SID: 162028823
• PubChem CID: 13864095

CALCULATED PROPERTIES

• Acid pKa: 11.770442
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.439838
• LogD (pH = 7.4): 0.44870254
• Log P: 0.44883528
• Molar Refractivity: 37.7415 cm^3
• Polarizability: 13.590853 Å^3
• Polar Surface Area: 41.99 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+%

DETAILS

Toronto Research Chemicals - A801725

Used for preparation of 3-(anilinomethylene)oxindoles and analogs as protein tyrosine kinase and protein serine/threonine kinase inhibitors.

REFERENCES

• Corbett, M., et al.: Biochem. J., 183, 269 (1979)
• Colonna, S., et al.: Biochemistry, 29, 10465 (1979)
• Sun, W., et al.: Biochem. Cell Biol., 72, 321 (1979)