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513830

Indole-5-carboxaldehyde

98%

Synonym(s):

5-Formylindole

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About This Item

Empirical Formula (Hill Notation):
C9H7NO
CAS Number:
1196-69-6
Molecular Weight:
145.16
NACRES:
NA.22
PubChem Substance ID:
24873717
UNSPSC Code:
12352100
MDL number:
MFCD02093664
Assay:
98%
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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

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

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCG4420
SHBJ5876
SHBF1940V
47796PM
47796PMV

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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
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
Synthesis, QSAR and hypoglycemic activity of substituted 2,4-thiazolidinedione derivatives
Bahara, R. S.; Kulkarni, V. M.
Der Pharma Chemica, 3, 164-164 (2011)
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Global Trade Item Number

SKUGTIN
513830-5G04061832492667