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M14943

Sigma-Aldrich

5-Methoxyindole-3-carboxaldehyde

≥99%

Sinônimo(s):

3-Formyl-5-methoxyindole, NSC 521754

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About This Item

Fórmula empírica (Notação de Hill):
C10H9NO2
Número CAS:
10601-19-1
Peso molecular:
175.18
Beilstein:
132769
Número CE:
234-220-5
Número MDL:
MFCD00005623
Código UNSPSC:
12352100
ID de substância PubChem:
24896652
NACRES:
NA.22

Ensaio

≥99%

pf

179-183 °C (lit.)

cadeia de caracteres 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

chave InChI

TUWARWGEOHQXCO-UHFFFAOYSA-N

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Aplicação

  • 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

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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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
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
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
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