Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

513830

Sigma-Aldrich

Indole-5-carboxaldehyde

98%

Synonym(s):

5-Formylindole

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C9H7NO
CAS Number:
1196-69-6
Molecular Weight:
145.16
MDL number:
MFCD02093664
UNSPSC Code:
12352100
PubChem Substance ID:
24873717
NACRES:
NA.22

Quality Level

100

Assay

98%

mp

100-103 °C (lit.)

functional group

aldehyde

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

513830-5G:
513830-BULK:
513830-VAR:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCG4420
SHBJ5876
SHBF1940V
47796PM
47796PMV

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

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

Slide 1 of 2

1 of 2

4-Nitrobenzyl alcohol 99%

Sigma-Aldrich

N12821

4-Nitrobenzyl alcohol

Pyrrole-2-carboxaldehyde 98%

Sigma-Aldrich

P73404

Pyrrole-2-carboxaldehyde

S Jin et al.
Bioorganic & medicinal chemistry letters, 10(8), 719-723 (2000-04-27)
A series of 2'-heterocyclic derivatives of 5-phenyl-2,5'-1H-bibenzimidazoles were evaluated for topoisomerase I poisoning activity and cytotoxicity. Topo I poisoning activity was associated with 2'-derivatives that possessed a hydrogen atom capable of hydrogen bond formation, suggesting that the interatomic distances between
Synthesis, QSAR and hypoglycemic activity of substituted 2,4-thiazolidinedione derivatives
Bahara, R. S.; Kulkarni, V. M.
Der Pharma Chemica, 3, 164-164 (2011)
Todd J Eckroat et al.
Beilstein journal of organic chemistry, 9, 1012-1044 (2013-06-15)
The number of people suffering from Alzheimer's disease (AD) is expected to increase dramatically in the coming years, placing a huge burden on society. Current treatments for AD leave much to be desired, and numerous research efforts around the globe
Raquel Álvarez et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(12), 3406-3419 (2011-02-24)
The synthesis of a new family of methoxy-substituted [2.7]- and [2.8]paracyclophanes linked by 3-oxapentamethylene-1,5-dioxy and hexamethylene-1,6-dioxy bridges has been carried out by using the McMurry methodology. Related indole compounds were also synthesised. Olefin-to-diol ratios depended on the bridge length, the
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
View All Related Papers

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