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Sigma-Aldrich

4-Methoxyindole

99%

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About This Item

Empirical Formula (Hill Notation):
C9H9NO
CAS Number:
4837-90-5
Molecular Weight:
147.17
MDL number:
MFCD00009737
UNSPSC Code:
12352100
PubChem Substance ID:
24854800
NACRES:
NA.22

assay

99%

form

powder

bp

181-183 °C/24 mmHg (lit.)

mp

69-70 °C (lit.)

solubility

ethanol: 50 mg/mL, clear, faintly yellow

SMILES string

COc1cccc2[nH]ccc12

InChI

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

InChI key

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)

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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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
Tomohiro Furukawa et al.
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Aflatoxin contamination of crops is a serious problem worldwide. Utilization of aflatoxin production inhibitors is attractive, as the elucidation of their modes of action contributes to clarifying the mechanism of aflatoxin production. Here, we identified mitochondrial protease ClpP as the
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