2,3-dihydro-1H-indol-2-one

• ChemBase ID: 87038
• Molecular Formular: C8H7NO
• Molecular Mass: 133.14728
• Monoisotopic Mass: 133.05276385
• SMILES: N1c2c(cccc2)CC1=O
• Canonical SMILES: O=C1Cc2c(N1)cccc2
• InChI: InChI=1S/C8H7NO/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10)
• InChIKey: JYGFTBXVXVMTGB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydro-1H-indol-2-one
• IUPAC Systematic name: 2,3-Dihydro-1H-indol-2-one
• IUPAC Traditional name: oxindole
• Synonyms: Indolin-2-one; 1,3-Dihydro-2H-indol-2-one; 2-Oxindole; 2-Indolinone; Oxindole; 2-Oxindole; OXINDOLE; Oxindole; indolin-2-one; 2,3-dihydro-1H-indol-2-one; 1,3-Dihydroindol-2-one; 2-Oxindole; 2-Oxo-2,3-dihydroindole; 2-Oxoindole; 2-Oxoindoline; Indol-2(3H)-one; Indoline-2-one; NSC 274863; Oxindol; 2-Indolone; 2-吲哚酮; 羟吲哚; 2-羟吲哚; 2-吲哚酮

Database IDs

• CAS Number: 59-48-3
• EC Number: 200-429-5
• MDL Number: MFCD00005711
• Beilstein Number: 114692
• PubChem SID: 162074154; 24898074; 24880648
• PubChem CID: 321710
• CHEBI ID: 31697
• CHEMBL: 40823
• Chemspider ID: 284794
• Gmelin ID: 637057
• KEGG ID: C12312
• MeSH Name: Oxindole
• Wikipedia Title: Oxindole

CALCULATED PROPERTIES

• Acid pKa: 13.244195
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.0720502
• LogD (pH = 7.4): 1.0720496
• Log P: 1.0720502
• Molar Refractivity: 39.5849 cm^3
• Polarizability: 14.47237 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Light Brown Solid
• Melting Point: 116-118°C (dec.); 121 - 123°C; 123-128 °C; 123-128 °C(lit.); 123-128°C; 124-128°C
• Boiling Point: 194-196°C/17mm; 227 °C/73 mmHg(lit.); 227°C/73mm
• Hydrophobicity(logP): 0.707

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Harmful/Irritant
• RTECS: NM2080500
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• GHS Precautionary statements: P264-P270-P301+P312-P330-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Gene Information: human ... PGR(5241)

Product Information

• Purity: ≥97.0% (HPLC); 95%; 97%; 97+%
• Grade: purum
• Empirical Formula (Hill Notation): C8H7NO

DETAILS

MP Biomedicals - 05201514

MP Biomedicals Rare Chemical collection

InterBioScreen - BB_SC-4787

Tautomers

Sigma Aldrich - O9808

Packaging
25 g in poly bottle
5 g in glass bottle

Toronto Research Chemicals - I627300

Indole analogue; shows pharmacological activity.

REFERENCES

• Mohammadi, M., et al.: Science, 276, 955 (1997)
• Bramson, H., et al.: J. Med. Chem., 44, 4339 (1997)
• Lane, M., et al.: Cancer Res., 61, 6170 (1997)
• Yu, B., et al.: Biochem. Pharmacol., 64, 1091 (1997)