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

• ChemBase ID: 60680
• Molecular Formular: C9H7NO2
• Molecular Mass: 161.15738
• Monoisotopic Mass: 161.04767847
• SMILES: C1(=O)N(c2c(C1=O)cccc2)C
• Canonical SMILES: O=C1c2ccccc2N(C1=O)C
• InChI: InChI=1S/C9H7NO2/c1-10-7-5-3-2-4-6(7)8(11)9(10)12/h2-5H,1H3
• InChIKey: VCYBVWFTGAZHGH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-2,3-dihydro-1H-indole-2,3-dione
• IUPAC Traditional name: N-methylindol-2,3-dione
• Synonyms: 1-methylindoline-2,3-dione; N-Methylindoline-2,3-dione; NSC 42449; 1-Methylisatin; 1-Methyl-1H-indole-2,3-dione; 2,3-Dihydro-2,3-dioxo-1-methyl-1H-indole; 1-Methylisatin 98%; 1-Methyl-1H-indole-2,3-dione; 1-甲基靛红

Database IDs

• CAS Number: 2058-74-4
• EC Number: 218-164-9
• MDL Number: MFCD00005812
• Beilstein Number: 128280
• PubChem SID: 24851030; 162026421
• PubChem CID: 16358

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.81560963
• LogD (pH = 7.4): 0.81560963
• Log P: 0.81560963
• Molar Refractivity: 43.5909 cm^3
• Polarizability: 16.377415 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 129-133°C; 130-133 °C(lit.); 130-133°C
• Partition Coefficient: 0.58

Safety Information

• Storage Warning: IRRITANT; Toxic/Harmful/Irritant/Corrosive/Light Sensitive/Keep Cold/Store under Argon
• RTECS: NL7939000
• European Hazard Symbols: Toxic (T); Irritant (Xi)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-37/38-41; 36/37/38
• Safety Statements: 26-37; 26-39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H318-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... CASP3(836)

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C9H7NO2

DETAILS

Sigma Aldrich - 183075

Packaging
1, 10 g in glass bottle
Application

• Reactant for stereoselective preparation of spirobicyclic and bis-spirotricyclic pyrazolidinones1
• Reactant for regioselective preparation of spirocyclic oxindole-butenolides2
• Reactant for synthesis of spiro-oxindoles3
• Reactant for preparation of unsymmetrical oxindoles4
• Reactant for stereoselective preparation of hydroxyloxindoles via Morita-Baylis-Hillman reaction4
• Reactant for preparation of pyridinecarboxylic acid [(oxo)indolylidene)hydrazide derivatives (Schiff base hydrazides) as antibacterial agents5