5-nitro-2,3-dihydro-1H-indole-2,3-dione

• ChemBase ID: 27486
• Molecular Formular: C8H4N2O4
• Molecular Mass: 192.12836
• Monoisotopic Mass: 192.01710662
• SMILES: c12C(=O)C(=O)Nc1ccc([N+](=O)[O-])c2
• Canonical SMILES: O=C1Nc2c(C1=O)cc(cc2)[N+](=O)[O-]
• InChI: InChI=1S/C8H4N2O4/c11-7-5-3-4(10(13)14)1-2-6(5)9-8(7)12/h1-3H,(H,9,11,12)
• InChIKey: UNMYHYODJHKLOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-nitro-2,3-dihydro-1H-indole-2,3-dione
• IUPAC Traditional name: 1H-indole-2,3-dione, 5-nitro-
• Synonyms: 5-Nitro-1H-indole-2,3-dione; 5-Nitroindole-2,3-dione; 5-Nitrosotin; NSC 525798; 5-Nitroisatin; 5-Nitroindoline-2,3-dione; 5-硝基靛红

Database IDs

• CAS Number: 611-09-6
• EC Number: 210-252-5
• MDL Number: MFCD00005720
• Beilstein Number: 180223
• PubChem SID: 24897528; 160990793
• PubChem CID: 4669250

CALCULATED PROPERTIES

• Acid pKa: 8.514538
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5411289
• LogD (pH = 7.4): 1.5110445
• Log P: 1.5415277
• Molar Refractivity: 46.7955 cm^3
• Polarizability: 16.563082 Å^3
• Polar Surface Area: 89.31 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 251 °C (dec.)(lit.); ca 252°C dec.

Safety Information

• Storage Warning: IRRITANT
• RTECS: NL7970000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-40; 68
• Safety Statements: 36/37; 7-22-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H351; H341
• GHS Precautionary statements: P280; P281-P201-P202-P308+P313-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C8H4N2O4

DETAILS

Sigma Aldrich - N17807

Packaging
25 g in poly bottle
5 g in glass bottle
Application
Reactant for preparation of:
• Potential antibacterial and antifungal agents1
• spiro[indole-thiazolidinones] as a medicinally important scaffold2
• Potential antimycobacterial agents3
• Anticonvulsant agents4
• Inhibitors of human transglutaminase 25
• Anthelmintic agents6
• Anti-human immunodeficiency virus (HIV) agents7
• Antimicrobial agents8
• Potential antitubercular agents9
• Inhibitors of acetylcholinesterase10