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246298

Sigma-Aldrich

4-Methoxyindole

99%

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About This Item

Formule empirique (notation de Hill):
C9H9NO
Numéro CAS:
4837-90-5
Poids moléculaire :
147.17
Numéro MDL:
MFCD00009737
Code UNSPSC :
12352100
ID de substance PubChem :
24854800
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

99%

Forme

powder

Point d'ébullition

181-183 °C/24 mmHg (lit.)

Pf

69-70 °C (lit.)

Solubilité

ethanol: 50 mg/mL, clear, faintly yellow

Chaîne SMILES 

COc1cccc2[nH]ccc12

InChI

1S/C9H9NO/c1-11-9-4-2-3-8-7(9)5-6-10-8/h2-6,10H,1H3

Clé InChI

LUNOXNMCFPFPMO-UHFFFAOYSA-N

Application

4-Methoxyindole was used for comparing the complexation reaction of β-cyclodextrin (β-CD) with pindolol using reversed-phase liquid chromatography.
Reactant for preparation of:
  • GABA analogs
  • Sodium-Dependent Glucose Co-transporter 2 (SGLT2) Inhibitors for the Management of Hyperglycemia in Diabetes
  • Anticancer agents
  • Integrase strand-transfer inhibitors (INSTIs)
  • Inhibitor of Proliferation of Colon Cancer Cells
  • Isomeridianin G as GSK-3ß inhibitors
  • HIV-1 integrase inhibitors
  • Inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

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

dust mask type N95 (US), Eyeshields, Gloves

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Carmen Gazpio et al.
Journal of pharmaceutical and biomedical analysis, 37(3), 487-492 (2005-03-03)
The complexation with beta-cyclodextrin (beta-CD) has been investigated using reversed-phase liquid chromatography. The compounds tested have been pindolol and, for comparison purposes, indole and 4-methoxyindole. The retention behaviour has been analysed on a Kromasil 100 C18 column and the mobile
Brenden Barco et al.
Frontiers in plant science, 10, 1775-1775 (2020-02-23)
The plant kingdom produces hundreds of thousands of specialized bioactive metabolites, some with pharmaceutical and biotechnological importance. Their biosynthesis and function have been studied for decades, but comparatively less is known about how transcription factors with overlapping functions and contrasting
Brenden Barco et al.
Nature communications, 10(1), 3444-3444 (2019-08-03)
Plants synthesize numerous ecologically specialized, lineage-specific metabolites through biosynthetic gene duplication and functional specialization. However, it remains unclear how duplicated genes are wired into existing regulatory networks. We show that the duplicated gene CYP82C2 has been recruited into the WRKY33 regulon
Thomas Heine et al.
Applied biochemistry and biotechnology, 181(4), 1590-1610 (2016-11-11)
The enantioselective epoxidation of styrene and related compounds by two-component styrene monooxygenases (SMOs) has targeted these enzymes for development as biocatalysts. In the present work, we prepare genetically engineered fusion proteins that join the C-terminus of the epoxidase (StyA) to
Jung Min Song et al.
International journal of pharmaceutics, 477(1-2), 96-101 (2014-10-15)
Indole-3-carbinol (I3C), a constituent of commonly consumed Brassica vegetables, has been shown to have anticancer effects in a variety of preclinical models of lung cancer. However, it has shown only limited efficacy in clinical trials, likely due to its poor
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