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Sigma-Aldrich

Methyl 4-methoxy-2-indolecarboxylate

99%

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About This Item

Empirical Formula (Hill Notation):
C11H11NO3
CAS Number:
111258-23-2
Molecular Weight:
205.21
MDL number:
MFCD00134300
UNSPSC Code:
12352100
PubChem Substance ID:
24862538
NACRES:
NA.22

Quality Level

100

Assay

99%

mp

140-142 °C (lit.)

SMILES string

COC(=O)c1cc2c(OC)cccc2[nH]1

InChI

1S/C11H11NO3/c1-14-10-5-3-4-8-7(10)6-9(12-8)11(13)15-2/h3-6,12H,1-2H3

InChI key

GLCZQTLCVLVFGV-UHFFFAOYSA-N

General description

Methyl 4-methoxy-2-indolecarboxylate is an indole derivative.

Application

  • reactant in [3+2] annulation reactions
  • reactant in preparation of inhibitors of mammalian secreted phospholipases A2
  • reactant in Heck reactions
  • reactant in preparation of indole fatty alcohol derivatives
  • reactant in methylation reactions
Methyl 4-methoxy-2-indolecarboxylate is suitable for use in the production of dyes by Escherichia coli expressing naphthalene dioxygenase (NDO) and toluene dioxygenase (TDO). It is also suitable for use in the production of dyes by E. coli expressing multicomponent phenol hydroxylase (mPH) from Pseudomonas sp. strains KL33 and KL28.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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J Y Kim et al.
Letters in applied microbiology, 36(6), 343-348 (2003-05-20)
To isolate and characterize the phorate [O,O-diethyl-S-(ethylthio)methyl phosphoradiothioate] degrading bacteria from agricultural soil, and their assessment for multifarious biological activities of environmental and agronomic significance. Based on their morphological and biochemical characteristics, the selected isolates PS-1, PS-2 and PS-3 were
J Y Kim et al.
Letters in applied microbiology, 41(2), 163-168 (2005-07-22)
To establish multicomponent phenol hydroxylases (mPHs) as novel biocatalysts for producing dyestuffs and hydroxyindoles such as 7-hydroxyindole (7-HI) from indole and its derivatives. We have isolated Pseudomonas sp. KL33, which possesses a phenol degradation pathway similar to that found in

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