Saltar al contenido
MilliporeSigma
Todas las fotos(2)

Documentos

262439

Sigma-Aldrich

2-Methylindole-3-carboxaldehyde

97%

Sinónimos:

3-Formyl-2-methylindole, NSC 11895

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(2)

About This Item

Fórmula empírica (notación de Hill):
C10H9NO
Número de CAS:
5416-80-8
Peso molecular:
159.18
EC Number:
226-512-6
MDL number:
MFCD00012077
UNSPSC Code:
12352100
PubChem Substance ID:
24855741
NACRES:
NA.22

assay

97%

mp

200-201 °C (lit.)

SMILES string

Cc1[nH]c2ccccc2c1C=O

InChI

1S/C10H9NO/c1-7-9(6-12)8-4-2-3-5-10(8)11-7/h2-6,11H,1H3

InChI key

CYZIVXOEJNAIBS-UHFFFAOYSA-N

General description

Oxidative activation of 2-methylindole-3-carboxaldehyde via N-heterocyclic carbene organocatalysis generates heterocyclic ortho-quinodimethane as a key intermediate.

Application

2-Methylindole-3-carboxaldehyde has been used in the preparation of 1-phenylsulfonyl-2-methylindole-3-carboxaldehyde.
Reactant for preparation of:
  • Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Fluorescent sensors (BODIPY)
  • Antimicrobial agents against methicillin-resistant Staphylococcus aureus
  • G protein-coupled receptor CRTh2 antagonists
  • Inhibitors of PI3 kinase-α
  • Antitubercular agents
  • Anti-inflammatory agents
  • Mycobacterium tuberculosis protein tyrosine phosphatase B
  • Glucocorticoid receptor ligands
  • Agents stimulating neurite outgrowth

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

G Chakkaravarthi et al.
Acta crystallographica. Section E, Structure reports online, 64(Pt 2), o542-o542 (2008-01-01)
In the title compound, C(16)H(15)NO(3)S, the plane of the phenyl ring forms a dihedral angle of 80.37 (8)° with the indole ring system. The crystal packing is stabilized by weak O-H⋯O hydrogen bonds which link the mol-ecules into infinite chains along
Xingkuan Chen et al.
Angewandte Chemie (International ed. in English), 52(42), 11134-11137 (2013-09-17)
Aryl aldehyde activation: Oxidative activation of 2-methylindole-3-carboxaldehyde (I) through N-heterocyclic carbene (NHC) organocatalysis generates heterocyclic ortho-quinodimethane (II) as a key intermediate. This intermediate then undergoes formal [4+2] cycloaddition with trifluoromethyl ketones or isatins to form polycyclic lactones containing a quaternary
Ming-Zhi Zhang et al.
European journal of medicinal chemistry, 92, 776-783 (2015-01-31)
Streptochlorin, first isolated as a new antibiotic in 1988 from the lipophilic extracts of the mycelium of a Streptomyces sp, is an indole natural products with a variety of biological activities. Based on the methods developed for the synthesis of

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico