N-METHYLISATIN

N-METHYLISATIN Basic information
Product Name:N-METHYLISATIN
Synonyms: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;1-Methylisatin 97+%
CAS:2058-74-4
MF:C9H7NO2
MW:161.16
EINECS:218-164-9
Product Categories:Heterocycles;Building Blocks;Heterocyclic Building Blocks;Indoles;pharmacetical
Mol File:2058-74-4.mol
N-METHYLISATIN Structure
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.
λmax427nm(CH2Cl2)(lit.)
BRN 128280
CAS DataBase Reference2058-74-4(CAS DataBase Reference)
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
Toxicitymouse,LD50,intraperitoneal,685mg/kg (685mg/kg),LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION,Pharmaceutical Chemistry Journal Vol. 15, Pg. 858, 1981.
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
N-METHYLISATIN Usage And Synthesis
Chemical PropertiesORANGE TO BROWNISH CRYSTALLINE POWDER
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
Uses1-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.
Synthesis Reference(s)Journal of Medicinal Chemistry, 47, p. 2089, 2004 DOI: 10.1021/jm030483s
General DescriptionThe interaction between 1-methylisatin and human adult haemoglobin was studied using the circular dichroism (CD) spectroscopic, anisotropy and FTIR investigations.
1-[3-(TRIFLUOROMETHYL)BENZYL]-1H-INDOLE-2,3-DIONE 1-(2,4-DICHLOROBENZYL)-1H-INDOLE-2,3-DIONE 1-(4-METHYLBENZYL)-1H-INDOLE-2,3-DIONE 1-(3,4-DICHLOROBENZYL)-1H-INDOLE-2,3-DIONE 1-(4-CHLORO-BENZYL)-1H-INDOLE-2,3-DIONE 1-((4-METHYLPHENYL)CARBONYL)INDOLINE-2,3-DIONE TIMTEC-BB SBB006847 TIMTEC-BB SBB006823 1-(3-CHLOROBENZYL)-1H-INDOLE-2,3-DIONE 1-(2,6-DICHLOROBENZYL)-1H-INDOLE-2,3-DIONE AKOS BBS-00001025 1-(2,4-DICHLOROBENZYL)-5-NITRO-1H-INDOLE-2,3-DIONE 1-(4-CHLOROBENZYL)-5-NITRO-1H-INDOLE-2,3-DIONE TIMTEC-BB SBB006832 1-(MORPHOLIN-4-YLMETHYL)-1H-INDOLE-2,3-DIONE 5-CHLORO-7-METHYLISATIN 1,5-DIMETHYLINDOLINE-2,3-DIONE (2,3-DIOXO-2,3-DIHYDRO-INDOL-1-YL)-ACETIC ACID

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