1196-69-6 Usage
Description
Indole-5-carboxaldehyde is an organic compound that serves as a versatile reactant in various chemical syntheses and pharmaceutical applications. It is characterized by its red crystalline powder form.
Uses
Indole-5-carboxaldehyde is used as a reactant in the preparation of curcumin derivatives, which exhibit anti-proliferative and anti-inflammatory properties. This makes it valuable in the development of treatments for inflammatory conditions and cancer.
In the pharmaceutical industry, Indole-5-carboxaldehyde is used as a reactant in the synthesis of analogs of botulinum neurotoxin serotype A protease inhibitors. These inhibitors are crucial for developing treatments targeting neurological disorders and conditions related to muscle movement.
In the field of neuroimaging, Indole-5-carboxaldehyde is used as a reactant in the stereoselective synthesis of dibenzylideneacetone derivatives. These compounds serve as β-amyloid imaging probes, which are essential for diagnosing and monitoring Alzheimer's disease and other neurodegenerative conditions.
In organic chemistry, Indole-5-carboxaldehyde is used as a reactant in the synthesis of para-para stilbenophanes by McMurry coupling. This process is vital for creating novel organic compounds with potential applications in various industries.
Indole-5-carboxaldehyde is also used as a reactant in the stereoselective synthesis of heteroaromatic (E)-α,β-unsaturated ketones from aldehydes. This synthesis is crucial for developing new organic compounds with potential applications in various fields, including pharmaceuticals and materials science.
Lastly, in the realm of drug design, Indole-5-carboxaldehyde is used as a reactant in structure-based drug design of aurora kinase A inhibitors. These inhibitors are significant for developing targeted therapies against various cancers and other diseases.
Check Digit Verification of cas no
The CAS Registry Mumber 1196-69-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,9 and 6 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1196-69:
(6*1)+(5*1)+(4*9)+(3*6)+(2*6)+(1*9)=86
86 % 10 = 6
So 1196-69-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H7NO/c11-6-7-1-2-8-3-4-10-9(8)5-7/h1-6,10H
1196-69-6Relevant articles and documents
Palladium-Catalyzed Reductive Carbonylation of (Hetero) Aryl Halides and Triflates Using Cobalt Carbonyl as CO Source
Dogga, Bhushanarao,Joseph, Jayan T.,Kumar, C. S. Ananda
supporting information, p. 309 - 313 (2020/12/23)
An efficient protocol for the reductive carbonylation of (hetero) aryl halides and triflates under CO gas-free conditions using Pd/Co2(CO)8 and triethylsilane has been developed. The mild reaction conditions, enhanced chemoselectivity and, easy access to heterocyclic and vinyl carboxaldehydes highlights its importance in organic synthesis.
Decarboxylative formylation of aryl halides with glyoxylic acid by palladium catalysis under oxygen
Cao, Hualiang,Pu, Weiwen,Zhang, Jie,Yan, Peijun,Zhang, Jun,Xu, Sheng
supporting information, p. 1287 - 1290 (2020/08/21)
A new free radical/palladium cooperative catalyzed formylation of aryl halides with glyoxylic acid as the formyl source under oxygen conditions has been developed. Various aromatic and heteroaromatic aldehydes were produced in medium to good yields.
Synthesis and Evaluation of Indole-Based Autoinducers on Quorum Sensing in Vibrio cholerae
Holoidovsky, Lara,Meijler, Michael M.
, p. 572 - 576 (2020/04/30)
Vibrio cholerae (V. cholerae) uses the autoinducer CAI-1 (cholera autoinducer 1) and several linked quorum sensing systems in order to efficiently sense its ever-changing environment and optimally coordinate population-wide gene expression. Indole has been reported as an important signal that is sensed by V. cholerae, and here, we report the synthesis and evaluation of a focused library of synthetic indole-CAI-1 derivatives as tools to probe quorum sensing (QS) in this human pathogen. Our results show interesting and diverging effects for several conjugates, as compared to CAI-1, on virulence factor production and biofilm formation.
