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365564

Sigma-Aldrich

Methyl 4-methoxy-2-indolecarboxylate

99%

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About This Item

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

Quality Level

assay

99%

mp

140-142 °C (lit.)

functional group

ester

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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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