5-Nitroisatin

5-Nitroisatin Basic information
Preparation
Product Name:5-Nitroisatin
Synonyms:Indole-2,3-dione, 5-nitro-;Isatin, 5-nitro-;1H-Indole-2,3-dione,5-nitro-;5-nitro-1h-indole-3-dione;5-nitro-indole-3-dione;5-nitro-isati;2,3-dihydro-5-nitroindole-2,3-dione;Nitroisatin
CAS:611-09-6
MF:C8H4N2O4
MW:192.13
EINECS:210-252-5
Product Categories:Indoles;Simple Indoles;Indane/Indanone and Derivatives;Building Blocks;Heterocyclic Building Blocks
Mol File:611-09-6.mol
5-Nitroisatin Structure
5-Nitroisatin Chemical Properties
Melting point 251 °C (dec.) (lit.)
Boiling point 328.09°C (rough estimate)
density 1.5513 (rough estimate)
refractive index 1.4900 (estimate)
storage temp. Sealed in dry,Room Temperature
form Crystalline Powder
pka8.06±0.20(Predicted)
color Orange-yellow to orange
BRN 180223
InChIKeyUNMYHYODJHKLOC-UHFFFAOYSA-N
CAS DataBase Reference611-09-6(CAS DataBase Reference)
NIST Chemistry Reference1H-indole-2,3-dione, 5-nitro-(611-09-6)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 20/21/22-40-68-22
Safety Statements 7-22-36/37/39-45-36/37
RIDADR 2811
WGK Germany 3
RTECS NL7970000
HazardClass IRRITANT
HS Code 29337900
MSDS Information
ProviderLanguage
5-Nitroisatin English
ACROS English
SigmaAldrich English
ALFA English
5-Nitroisatin Usage And Synthesis
PreparationIsatin 30 (14.7 g, 0.1 mol) was added to conc. H2SO4 (121 ml)  cooled to 0 ºC in an ice-salt bath. Fuming HNO3 (4.2 ml) was  added to this, drop by drop, in such a way that temperature should  not rise above 5 ºC. The reaction mixture was allowed to stand for  about 30 minutes and then poured over crushed ice (500 g). A yellow precipitate separated  immediately. The 5-Nitroisatin was filtered and washed with water and air dried to a constant  weight (15 g).  Yield : 85%
Chemical Propertiesorange-yellow to orange crystalline powder
UsesReactant for preparation of:
  • Potential antibacterial and antifungal agents
  • spiro[indole-thiazolidinones] as a medicinally important scaffold
  • Potential antimycobacterial agents
  • Anticonvulsant agents
  • Inhibitors of human transglutaminase 2
  • Anthelmintic agents
  • Anti-human immunodeficiency virus (HIV) agents
  • Antimicrobial agents
  • Potential antitubercular agents
  • Inhibitors of acetylcholinesterase
DefinitionChEBI: 5-Nitroisatin is a member of indoles. It has a role as an anticoronaviral agent.
5-Nitroisatin Preparation Products And Raw materials
Preparation Products5-NITROISATOIC ANHYDRIDE-->2,6-DIIODO-4-NITROANILINE
2,4,6-Trinitrotoluene NITROGEN DIOXIDE Nitromethane 5-Nitroisatin p-Nitrobenzoic acid 3-Nitroacetophenone 1-(2,6-Dichlorophenyl)indolin-2-one 2,4-Dinitrophenylhydrazine 4-Nitroacetophenone 1-METHYL-5-NITRO-ISATIN Oxindole 2,5-DINITROPHENOL 1,3-DINITRONAPHTHALENE Nitrobenzene Indole Isatoic Anhydride Indirubin 1,3-Dinitrobenzene

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