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M14943

Sigma-Aldrich

5-Methoxyindole-3-carboxaldehyde

≥99%

Synonyme(s) :

3-Formyl-5-methoxyindole, NSC 521754

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About This Item

Formule empirique (notation de Hill):
C10H9NO2
Numéro CAS:
Poids moléculaire :
175.18
Numéro Beilstein :
132769
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Pureté

≥99%

Pf

179-183 °C (lit.)

Chaîne SMILES 

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

Clé InChI

TUWARWGEOHQXCO-UHFFFAOYSA-N

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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

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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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
Shuhong Wu et al.
Journal of medicinal chemistry, 54(8), 2668-2679 (2011-03-30)
To optimize the antitumor activity of oncrasin-1, a small molecule RNA polymerase II inhibitor, we evaluated 69 oncrasin-1 analogues for their cytotoxic activity against normal human epithelial cells and K-Ras mutant tumor cells. About 40 of those compounds were as
Taleb H Al-Tel et al.
European journal of medicinal chemistry, 46(5), 1874-1881 (2011-03-19)
New antimicrobial agents, imidazo[1,2-a]pyridine and imidazo[2,1-b][1,3]benzothiazole, have been synthesized. Their antimicrobial activities were conducted against various Gram-positive, Gram-negative bacteria and fungi. Compounds 6c, 7a, 10b, 11a, 12b, 14a, 14b, 15a and 15b, exerted strong inhibition of the investigated bacterial and
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

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