Skip to Content
Merck
All Photos(2)

Key Documents

513830

Sigma-Aldrich

Indole-5-carboxaldehyde

98%

Synonym(s):

5-Formylindole

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C9H7NO
CAS Number:
Molecular Weight:
145.16
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

100-103 °C (lit.)

SMILES string

O=Cc1ccc2[nH]ccc2c1

InChI

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

InChI key

ADZUEEUKBYCSEY-UHFFFAOYSA-N

Application

Indole-5-carboxaldehyde can be used as a reactant in the:
  • Preparation of curcumin derivatives as anti-proliferative & anti-inflammatory agents
  • Preparation of analogs of botulinum neurotoxin serotype A protease inhibitors
  • Stereoselective synthesis of dibenzylideneacetone derivatives as β-amyloid imaging probes
  • Synthesis of para-para stilbenophanes by McMurry coupling
  • Stereoselective synthesis of heteroaromatic (E)-α,β-unsaturated ketones from aldehydes
  • Structure-based drug design of aurora kinase A inhibitors
  • Preparation of 5-indolyl linked 15- and 18-membered azacrown ethers to study their cation-π interactions.
  • Preparation of bibenzimidazole derivatives substituted 5-indolyl moiety in the study of inhibition of topoisomerase I activity.
  • Synthesis of (5-(4-(3,4,5-trimethoxybenzoyl)-1H-imidazol-2-yl)-1H-indol-2-yl)(3,4,5-trimethoxyphenyl)methanone and radioiodinated indolochalcone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Mohane Selvaraj Coumar et al.
Journal of medicinal chemistry, 52(4), 1050-1062 (2009-01-15)
Aurora kinases have emerged as attractive targets for the design of anticancer drugs. Through structure-based virtual screening, novel pyrazole hit 8a was identified as Aurora kinase A inhibitor (IC(50) = 15.1 microM). X-ray cocrystal structure of 8a in complex with
Balducci, E.; et al.
European Journal of Organic Chemistry, 311-311 (2011)
Houlihan WJ.
The Chemistry of Heterocyclic Compounds, 367-367 (2009)
Petr Capek et al.
ACS chemical neuroscience, 2(6), 288-293 (2011-07-12)
Botulinum neurotoxin (BoNT), the etiological agent that causes the neuroparalytic disease botulism, has become a highly studied drug target in light of the potential abuse of this toxin as a weapon of bioterrorism. In particular, small molecule inhibitors of the
Paul R Carlier et al.
The Journal of organic chemistry, 67(17), 6256-6259 (2002-08-17)
Tryptophan 1 (Trp) is superior to all other naturally occurring peptide residues in its ability to bind cations (the cation-pi interaction). In an effort to expand the toolbox of Trp-like amino acids, in this note we report catalytic asymmetric syntheses

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service