M14943
5-Methoxyindole-3-carboxaldehyde
≥99%
Synonym(s):
3-Formyl-5-methoxyindole, NSC 521754
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1 G
₩27,811
About This Item
Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
Molecular Weight:
175.18
Beilstein:
132769
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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Application
- reactant in synthesis of tryptophan dioxygenase inhibitors as potential anticancer immunomodulators[1]
- reactant in preparation of inhibitor of the C-terminal domain of RNA polymerase II
- reactant in preparation of imidazopyridines and imidazobenzothiazoles[2]
- reactant in preparation of fluorescent neuroactive probes for brain imaging[3]
- reactant in preparation of antibacterial agents[4]
- reactant in synthesis of antiandrogens[5]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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
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
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
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
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
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