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Merck
CN

57210

Indole-3-carboxaldehyde

purum, ≥98.0% (T)

Synonym(s):

β-Indolylaldehyde, 3-Formylindole, 3-Indolylformaldehyde, Indole-3-carbaldehyde, NSC 10118

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About This Item

Empirical Formula (Hill Notation):
C9H7NO
CAS Number:
Molecular Weight:
145.16
EC Number:
207-665-8
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
114117
MDL number:
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InChI key

OLNJUISKUQQNIM-UHFFFAOYSA-N

InChI

1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H

SMILES string

O=Cc1c[nH]c2ccccc12

grade

purum

assay

≥98.0% (T)

Application

Reactant for preparation of:
  • Analgesic agents
  • Hypoglycemic agents
  • Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Antibacterial and antifungal agents
  • Antiamoebic and cytotoxic agents
  • Inhibitors of the Dengue virus protease with antiviral activity in cell-culture
  • Curcumin analogues as possible anti-proliferative & anti-inflammatory agents
  • Inhibitors of Bcl-2 family proteins
  • Inhibitors of the C-terminal domain of RNA Polymerase II as antitumor agents
  • Inhibitors of TNF-α and IL-6 with anti-tubercular activity

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Robert M Brucker et al.
Journal of chemical ecology, 34(11), 1422-1429 (2008-10-25)
Disease has spurred declines in global amphibian populations. In particular, the fungal pathogen Batrachochytrium dendrobatidis has decimated amphibian diversity in some areas unaffected by habitat loss. However, there is little evidence to explain how some amphibian species persist despite infection
Kakul Husain et al.
European journal of medicinal chemistry, 42(10), 1300-1308 (2007-04-20)
In continuation of our research on thiosemicarbazones and their metal complexes as antiamoebic agents, a new series of indole-3-carboxaldehyde thiosemicarbazones (TSC) 1-7 were prepared by condensing indole-3-carboxaldehyde with cycloalkylaminothiocarbonyl hydrazines. Their palladium(II) complexes of the [Pd(TSC)Cl2] type, were synthesized upon
J S Biradar et al.
European journal of medicinal chemistry, 46(12), 6112-6118 (2011-10-22)
A rapid, efficient and environmental benign methodology for the preparation of 2,5-disubstituted indole analogues is developed. 2,5-Disubstituted indole-3-carboxaldehydes (1a-c) undergo Knoevenagel condensation with barbiturates (2 &4), thiazolidine-2,4-dione (6) and 3-methyl-1H-pyrazol-5(4H)-one (8) in solvent-free, NH(4)OAc catalyzed, microwave assisted reaction. Structures of
Gokce Gurkok et al.
Chemotherapy, 55(1), 15-19 (2008-11-01)
Indoles and hydrazone-type compounds constitute an important class of compounds for new drug development in order to discover an effective compound against multi-drug-resistant microbial infections. A series of indole-3-aldehyde and 5-bromoindole-3-aldehyde hydrazide and hydrazones was evaluated for their in vitro
Feng-Min Lin et al.
Carcinogenesis, 28(12), 2521-2529 (2007-10-19)
Chronic inflammation can augment tumor development in various types of cancers, including prostate cancer (PCa). Reduction of inflammation is therefore an important anticancer therapeutic opportunity. Here, we report four anti-proliferative phytocompounds in Wedelia chinensis, an oriental herbal medicine, identified through

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