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513830

Sigma-Aldrich

Indole-5-carboxaldehyde

98%

Synonym(s):

5-Formylindole

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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

Quality Level

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

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

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