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Merck
CN

M14943

5-Methoxyindole-3-carboxaldehyde

≥99%

Synonym(s):

3-Formyl-5-methoxyindole, NSC 521754

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About This Item

Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
Molecular Weight:
175.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
234-220-5
Beilstein/REAXYS Number:
132769
MDL number:
Assay:
≥99%
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assay

≥99%

mp

179-183 °C (lit.)

SMILES string

COc1ccc2[nH]cc(C=O)c2c1

InChI

1S/C10H9NO2/c1-13-8-2-3-10-9(4-8)7(6-12)5-11-10/h2-6,11H,1H3

InChI key

TUWARWGEOHQXCO-UHFFFAOYSA-N

Application

  • reactant in synthesis of tryptophan dioxygenase inhibitors as potential anticancer immunomodulators
  • reactant in preparation of inhibitor of the C-terminal domain of RNA polymerase II
  • reactant in preparation of imidazopyridines and imidazobenzothiazoles
  • reactant in preparation of fluorescent neuroactive probes for brain imaging
  • reactant in preparation of antibacterial agents
  • reactant in synthesis of antiandrogens


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Adrienne S Brown et al.
Organic & biomolecular chemistry, 9(7), 2142-2148 (2011-02-05)
A set of spectrally diverse stilbazolium dyes was identified in an uptake assay using cultured brainstem and cerebellum cells isolated from e19 chicks. Pretreatment of cells with indatraline, a monoamine reuptake inhibitor, allowed identification of dyes that may interact with
Jinming Zhou et al.
Investigational new drugs, 28(3), 291-298 (2009-04-25)
A crucial event in prostate cancer progression is the transition from a hormone-sensitive to a lethal castration-refractory disease state. The antagonist-to-agonist conversion due to mutation in AR is a critical problem with the current clinically used antiandrogens. We aim to
Anas J M Rasras et al.
European journal of medicinal chemistry, 45(6), 2307-2313 (2010-02-26)
Synthesis and antimicrobial activity of cholic acid analogues 4a-t are reported. The synthesis of 4a-t was accomplished from ethylcholate 2. The hydrazone moiety was introduced via coupling of the cholic acid hydrazide (3) with appropriately functionalized aldehyde utilizing acetic acid



Global Trade Item Number

SKUGTIN
M14943-1G04061826142974