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365572

Sigma-Aldrich

Methyl 6-methoxy-2-indolecarboxylate

99%

Sinonimo/i:

2-Methoxycarbonyl-6-methoxyindole, 6-Methoxyindole-2-carboxylic acid methyl ester

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About This Item

Formula empirica (notazione di Hill):
C11H11NO3
Numero CAS:
98081-83-5
Peso molecolare:
205.21
Numero MDL:
MFCD00134301
Codice UNSPSC:
12352100
ID PubChem:
24862540
NACRES:
NA.22

Saggio

99%

Punto di fusione

117-119 °C (lit.)

Gruppo funzionale

ester

Stringa SMILE

COC(=O)c1cc2ccc(OC)cc2[nH]1

InChI

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

Applicazioni

Methyl 6-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 Escherichia coli expressing multicomponent phenol hydroxylase (mPH) from Pseudomonas sp. strains KL33 and KL28.
Reactant for preparation of:
  • Benzoxazole containing indole analogs as peroxisome proliferator-activated receptor-γ/δ dual agonists
  • Potent antiproliferative agent against human leukemia K562 cells
  • Indole-indolone scaffold via [3+2] annulation of arynes
  • Latonduine derivatives via intramolecular Heck reaction as possible anticancer agents
  • Arylthioindoles as potent inhibitors of tubulin polymerization
  • Heterocycle-fused derivatives of 1-oxo-1,2,3,4-tetrahydropyrazine via Ugi condensation
  • Indole fatty alcohols (IFAs) as promoters of differentiation of neural stem cell derived neurospheres into neurons. Potential application for treatment of neurodegenerative diseases
  • Light-dependent tumor necrosis factor-α antagonists
  • 2-substituted indole melatonin receptor ligands

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
MKBP6797V
MKBD3852
43997PJ
04121BJ
16026DO

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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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