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183075

Sigma-Aldrich

1-Methylisatin

97%

Synonyme(s) :

N-Methylindoline-2,3-dione, NSC 42449

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About This Item

Formule empirique (notation de Hill):
C9H7NO2
Numéro CAS:
2058-74-4
Poids moléculaire :
161.16
Numéro CE :
218-164-9
Numéro MDL:
MFCD00005812
Code UNSPSC :
12352100
ID de substance PubChem :
24851030
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

solid

Pf

130-133 °C (lit.)

Chaîne SMILES 

CN1C(=O)C(=O)c2ccccc12

InChI

1S/C9H7NO2/c1-10-7-5-3-2-4-6(7)8(11)9(10)12/h2-5H,1H3

Clé InChI

VCYBVWFTGAZHGH-UHFFFAOYSA-N

Informations sur le gène

human ... CASP3(836)

Catégories apparentées

Description générale

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

Application

  • 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

Pictogrammes

Skull and crossbonesCorrosion
GHS06,GHS05

Mention d'avertissement

Danger

Mentions de danger

H301,H315,H318,H335

Classification des risques

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
BGBC4713V
BGBB6252V
06329DJ
07416ED
15027LI

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Sigma-Aldrich

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Jaime F Martínez Suárez et al.
The Journal of organic chemistry, 84(11), 6879-6885 (2019-05-16)
Isatin in a solution of dry N,N-dimethylformamide/NaClO4 is electroreduced in the presence of CH3I. N-methylisatin (NMI) is obtained in quantitative molar yield and high current efficiency by controlled potential electrolysis (CPE). NMI and N-methylisatoic anhydride are the reaction products when
L Sebastian et al.
Letters in applied microbiology, 55(3), 234-239 (2012-06-29)
To investigate the drug to drug interaction of N-methylisatin-β-thiosemicarbazone (MIBT) derivative (SCH16) with ribavirin, mycophenolic acid and pentoxifylline against Japanese encephalitis virus in vitro. Our earlier studies have reported significant antiviral activity of these compounds against Japanese encephalitis virus in
María C Rodríguez-Argüelles et al.
Journal of inorganic biochemistry, 101(1), 138-147 (2006-10-31)
Cobalt(II), nickel(II), copper(II) and zinc(II) complexes of 2-thiophenecarbonyl and isonicotinoyl hydrazones of 3-(N-methyl)isatin (HL(1) and HL(2), respectively) were synthesized and characterized, being the crystal structures of HL(1), HL(2) and [Ni(L(1))(2)].2CHCl(3) elucidated by X-ray diffraction techniques. The in vitro antimicrobial activity
M S Mirrlees et al.
Drug design and discovery, 11(3), 223-230 (1994-04-01)
Alkaline hydrolysis of the title isatin 4 in unbuffered solution obeys a rate law such that kobs varies; is directly proportional to [OH-]2 at pH 10 changes smoothly to kobs varies; is directly proportional to [OG-] by pH 13. As
Verena Schulz et al.
Organic letters, 9(9), 1745-1748 (2007-03-31)
[reaction: see text] The in situ preparation of a sulfonium ylide reagent achieved the highly diastereoselective epoxidation of isatins, so that a new and straightforward access to biologically significant spiro-epoxyoxindoles is provided. The first investigations of an asymmetric version are
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