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N-METHYLISATIN

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N-METHYLISATIN Basic information

Product Name:
N-METHYLISATIN
Synonyms:
  • 187287
  • 1-methylindoline-2,3-dione
  • 1-Methyl-2,3-dihydro-1H-indole-2,3-dione
  • OL-57
  • N-Methylindol-2,3-dione
  • 1-Methylisatin,98%
  • N-Methylindoline-2,3-dione
  • 1-Methyl-1H-indole-2,3-dione, 1-Methylindolin-2,3-dione
CAS:
2058-74-4
MF:
C9H7NO2
MW:
161.16
EINECS:
218-164-9
Product Categories:
  • Heterocycles
  • Building Blocks
  • pharmacetical
  • Heterocyclic Building Blocks
  • Indoles
Mol File:
2058-74-4.mol
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N-METHYLISATIN Chemical Properties

Melting point:
130-133 °C (lit.)
Boiling point:
287.44°C (rough estimate)
Density 
1.314
refractive index 
1.5050 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
-2.41±0.20(Predicted)
form 
Crystalline Powder
color 
Orange to brownish
Water Solubility 
Insoluble in water.
λmax
427nm(CH2Cl2)(lit.)
BRN 
128280
CAS DataBase Reference
2058-74-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T
Risk Statements 
25-37/38-41
Safety Statements 
26-39-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
NL7939000
HazardClass 
IRRITANT
HS Code 
29337900
Toxicity
mouse,LD50,intraperitoneal,685mg/kg (685mg/kg),LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION,Pharmaceutical Chemistry Journal Vol. 15, Pg. 858, 1981.

MSDS

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N-METHYLISATIN Usage And Synthesis

Chemical Properties

ORANGE TO BROWNISH CRYSTALLINE POWDER

Uses

1-Methylisatin is used as a reactant for stereoselective preparation of spirobicyclic and bis-spirotricyclic pyrazolidinones, for regioselective preparation of spirocyclic oxindole-butenolides, for synthesis of spiro-oxindoles, for preparation of unsymmetrical oxindoles, for stereoselective preparation of hydroxyloxindoles via Morita-Baylis-Hillman reaction, for preparation of pyridinecarboxylic acid [(oxo)indolylidene)hydrazide derivatives (Schiff base hydrazides) as antibacterial agents.

Uses

  • Reactant for stereoselective preparation of spirobicyclic and bis-spirotricyclic pyrazolidinones
  • Reactant for regioselective preparation of spirocyclic oxindole-butenolides
  • Reactant for synthesis of spiro-oxindoles
  • Reactant for preparation of unsymmetrical oxindoles
  • Reactant for stereoselective preparation of hydroxyloxindoles via Morita-Baylis-Hillman reaction
  • Reactant for preparation of pyridinecarboxylic acid [(oxo)indolylidene)hydrazide derivatives (Schiff base hydrazides) as antibacterial agents

Synthesis Reference(s)

Journal of Medicinal Chemistry, 47, p. 2089, 2004 DOI: 10.1021/jm030483s

General Description

The interaction between 1-methylisatin and human adult haemoglobin was studied using the circular dichroism (CD) spectroscopic, anisotropy and FTIR investigations.

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