1-phenyl-2,3-dihydro-1H-indole-2,3-dione

• ChemBase ID: 41875
• Molecular Formular: C14H9NO2
• Molecular Mass: 223.22676
• Monoisotopic Mass: 223.06332853
• SMILES: C1(=O)N(c2c(C1=O)cccc2)c1ccccc1
• Canonical SMILES: O=C1C(=O)c2c(N1c1ccccc1)cccc2
• InChI: InChI=1S/C14H9NO2/c16-13-11-8-4-5-9-12(11)15(14(13)17)10-6-2-1-3-7-10/h1-9H
• InChIKey: UWCPWBIMRYXUOU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-phenyl-2,3-dihydro-1H-indole-2,3-dione
• IUPAC Traditional name: 1-phenylindole-2,3-dione
• Synonyms: 1-Phenyl-1H-indole-2,3-dione; 1-Phenyl-2,3-indolinedione; NSC 100013; 1-Phenylisatin; 1-苯基靛红

Database IDs

• CAS Number: 723-89-7
• EC Number: 000-000-0
• MDL Number: MFCD00082681
• Beilstein Number: 164531
• PubChem SID: 162046638; 24861496
• PubChem CID: 12884

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.473568
• LogD (pH = 7.4): 2.473568
• Log P: 2.473568
• Molar Refractivity: 63.3685 cm^3
• Polarizability: 24.098976 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 138-140 °C(lit.); 139-142°C; 141 - 143 °C; 141.5-143°C

Safety Information

• Storage Warning: IRRITANT
• RTECS: NL7984000
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 23/24/25
• Safety Statements: 27-28-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Product Information

• Purity: >95%; 97%; 98%
• Empirical Formula (Hill Notation): C14H9NO2

DETAILS

Sigma Aldrich - 349119

Packaging
1 g in glass bottle
Application
Reactant for preparation of:
• Indolin-2,3-dione Schiff bases as potential antimycobacterial agents1
• Antipyretic agents2
• Antiproliferative agents3
• Selective Cannabinoid Receptor 2 Agonists for the Treatment of Neuropathic Pain4
• Phenylacetamides as anticonvulsant agents5
• Selective Galanin GAL3 Receptor Antagonists6