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
Quality Level
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
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
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)
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Synthesis, QSAR and hypoglycemic activity of substituted 2,4-thiazolidinedione derivatives
Bahara, R. S.; Kulkarni, V. M.
Der Pharma Chemica, 3, 164-164 (2011)
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
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
Houlihan WJ.
The Chemistry of Heterocyclic Compounds, 367-367 (2009)
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