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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:
Molecular Weight:
161.20
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

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

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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Certificates of Analysis (COA)

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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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