513830
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
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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
1 of 4
This Item | 632414 | 230324 | 702285 |
|---|---|---|---|
| assay 98% | assay 97% | assay 98% | assay 96% |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level - |
| mp 100-103 °C (lit.) | mp 87-91 °C (lit.) | mp - | mp 115-119 °C |
| functional group aldehyde | functional group aldehyde | functional group allyl, hydroxyl | functional group aldehyde |
Application
Indole-5-carboxaldehyde can be used as a reactant in the:
- Preparation of curcumin derivatives as anti-proliferative & anti-inflammatory agents[1]
- Preparation of analogs of botulinum neurotoxin serotype A protease inhibitors[2]
- Stereoselective synthesis of dibenzylideneacetone derivatives as β-amyloid imaging probes[3]
- Synthesis of para-para stilbenophanes by McMurry coupling[4]
- Stereoselective synthesis of heteroaromatic (E)-α,β-unsaturated ketones from aldehydes[5]
- Structure-based drug design of aurora kinase A inhibitors[6]
- Preparation of 5-indolyl linked 15- and 18-membered azacrown ethers to study their cation-π interactions.[7]
- Preparation of bibenzimidazole derivatives substituted 5-indolyl moiety in the study of inhibition of topoisomerase I activity.[8]
- Synthesis of (5-(4-(3,4,5-trimethoxybenzoyl)-1H-imidazol-2-yl)-1H-indol-2-yl)(3,4,5-trimethoxyphenyl)methanone[9] and radioiodinated indolochalcone.[10]
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
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
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