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259055

Sigma-Aldrich

4-Methoxy-1-methylindole

98%

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About This Item

Empirical Formula (Hill Notation):
C10H11NO
CAS Number:
7556-35-6
Molecular Weight:
161.20
MDL number:
MFCD00010679
UNSPSC Code:
12352100
PubChem Substance ID:
24855682

assay

98%

form

solid

mp

89-91 °C (lit.)

SMILES string

COc1cccc2n(C)ccc12

InChI

1S/C10H11NO/c1-11-7-6-8-9(11)4-3-5-10(8)12-2/h3-7H,1-2H3

InChI key

ATEWBFOJLQMYEA-UHFFFAOYSA-N

Application

4-Methoxy-1-methylindole has been used:
  • as internal standard for the quantification of indole-3-carbinol acetate, indole-3-carbinol and 3,3′-diindolylmethane in mouse plasma, liver and kidney tissues by HPLC[1]
  • in preparation of ethyl 9-methoxy-3,4,5-trimethylpyrrolo[3,2-b]carbazole-2-carboxylate[2]
Reactant for:
  • Preparation of GSK-3β inhibitors
  • Palladium-catalyzed C2-arylation reactions

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
STBK3247
STBK2522
08827AD
S27072
10804DO

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Justin Moussata et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 958, 1-9 (2014-04-02)
A novel Indole-3-carbinol derivative (I3C) prodrug, indole-3-carbinol acetate (I3CA), was synthesized and a rapid high-performance liquid chromatography (HPLC) method for the quantification of I3CA, I3C, and the major metabolite of I3C, diindolylmethane (DIM), in mouse plasma, liver and kidney tissues
Further observations on and novel products from acid-catalysed indole-pyrrole condensations: formation of pyrrolo [2, 3-b] carbazoles.
Chunchatprasert L and Shannon PVR.
Journal of the Chemical Society. Perkin Transactions 1, 13, 1765-1772 (1994)

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