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Merck
CN

259055

Sigma-Aldrich

4-Methoxy-1-methylindole

98%

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About This Item

Empirical Formula (Hill Notation):
C10H11NO
CAS Number:
Molecular Weight:
161.20
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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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
  • in preparation of ethyl 9-methoxy-3,4,5-trimethylpyrrolo[3,2-b]carbazole-2-carboxylate
Reactant for:
  • Preparation of GSK-3β inhibitors
  • Palladium-catalyzed C2-arylation reactions

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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)
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

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