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5-Nitroisatin

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5-Nitroisatin Basic information

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
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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
pka
8.06±0.20(Predicted)
form 
Crystalline Powder
color 
Orange-yellow to orange
BRN 
180223
InChIKey
UNMYHYODJHKLOC-UHFFFAOYSA-N
CAS DataBase Reference
611-09-6(CAS DataBase Reference)
NIST Chemistry Reference
1H-indole-2,3-dione, 5-nitro-(611-09-6)
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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

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5-Nitroisatin Usage And Synthesis

Preparation

Isatin 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 Properties

orange-yellow to orange crystalline powder

Uses

Reactant 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

Definition

ChEBI: 5-Nitroisatin is a member of indoles. It has a role as an anticoronaviral agent.

5-NitroisatinSupplier

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