63408-86-6

Usage

Derivative of indole

A heterocyclic aromatic compound

Contains a carboxylic acid group

A functional group with a carboxyl (-COOH) group

Contains a hydroxamic acid group

A functional group with a hydroxamic acid (-CONHOH) group

Potential biological activities

Ability to interact with biological systems and exhibit pharmacological effects

Role as a potential anticancer agent

Ability to inhibit or prevent the growth of cancer cells

Potential as an inhibitor of histone deacetylase enzyme

Involved in gene regulation and targeted for cancer therapy

Interesting compound for further research

The chemical structure and properties make it a promising candidate for further study in medicinal chemistry and drug discovery.

InChI:InChI=1/C9H8N2O2/c12-9(11-13)8-5-6-3-1-2-4-7(6)10-8/h1-5,10,13H,(H,11,12)

Upstream product

• 3770-50-1 2-carbethoxyindole 
• 1477-50-5 Indole-2-carboxylic acid 
• 58881-45-1 Indole-2-carbonyl chloride 

Downstream Products

• 89175-00-8 1-(2-Chloro-phenyl)-2-hydroxy-1,4-dihydro-2H-pyrrolo[3,4-b]indol-3-one 
• 89174-98-1 2-N-hydroxy-3-keto-1-phenyl-1,3-dihydropyrrolo<3,4-b>indole 
• 89174-99-2 1-p-methoxyphenyl-2-hydroxy-3-keto-1,3-dihydropyrrolo<3,4-b>indole 
• 96656-63-2 2-Hydroxy-1-(2-hydroxy-phenyl)-1,4-dihydro-2H-pyrrolo[3,4-b]indol-3-one 
• 96656-66-5 2-Methoxy-1-phenyl-1,4-dihydro-2H-pyrrolo[3,4-b]indol-3-one 
• 96656-67-6 2-methoxy-3-keto-1-o-chlorophenyl-1,3-dihydropyrrolo<3,4-b>indole 
• 96656-64-3 1-phenyl-2-acetoxy-3-keto-1,3-dihydropyrrolo<3,4-b>indole 
• 96656-65-4 Acetic acid 1-(2-chloro-phenyl)-3-oxo-3,4-dihydro-1H-pyrrolo[3,4-b]indol-2-yl ester 

Relevant academic research and scientific papers

Synthesis, Crystallization Studies, and in vitro Characterization of Cinnamic Acid Derivatives as SmHDAC8 Inhibitors for the Treatment of Schistosomiasis

Schistosomiasis is a neglected parasitic disease that affects more than 265 million people worldwide and for which the control strategy relies on mass treatment with only one drug: praziquantel. Based on the 3-chlorobenzothiophene-2-hydroxamic acid J1075, a series of hydroxamic acids with different scaffolds were prepared as potential inhibitors of Schistosoma mansoni histone deacetylase 8 (SmHDAC8). The crystal structures of SmHDAC8 with four inhibitors provided insight into the binding mode and orientation of molecules in the binding pocket as well as the orientation of its flexible amino acid residues. The compounds were evaluated in screens for inhibitory activity against schistosome and human HDACs. The most promising compounds were further investigated for their activity toward the major human HDAC isotypes. The most potent inhibitors were additionally screened for lethality against the schistosome larval stage using a fluorescence-based assay. Two of the compounds showed significant, dose-dependent killing of the schistosome larvae and markedly impaired egg laying of adult worm pairs maintained in culture.

Hydroxamic acids block replication of hepatitis c virus

Intrigued by the role of protein acetylation in hepatitis C virus (HCV) replication, we tested known histone deacetylase (HDAC) inhibitors and a focused library of structurally simple hydroxamic acids for inhibition of a HCV subgenomic replicon. While known HDAC inhibitors with varied inhibitory profiles proved to be either relatively toxic or ineffective, structure-activity relationship (SAR) studies on cinnamic hydroxamic acid and benzo[b]thiophen-2-hydroxamic acid gave rise to compounds 22 and 53, which showed potent and selective anti-HCV activity and therefore are promising starting points for further structural optimization and mechanistic studies.

Convenient synthesis of a library of discrete hydroxamic acids using the hydroxythiophenol (Marshall) resin

Several resins have reportedly been used to synthesize hydroxamic acids except for the hydroxythiophenol (Marshall) resin. Herein, we report the use of the Marshall resin to synthesize hydroxamic acids from carboxylic acids and its application to convert a library of 14 discrete aliphatic and aromatic carboxylic acids including N-protected amino acids to their corresponding hydroxamic acids in good yields.

POLAROGRAPHIC BEHAVIOUR OF INDOLE-2-HYDROXAMIC ACID BY DPP

The differential pulse polarography technique (DPP) has been utilized to study the behaviour of indole-2-hydroxamic acid (2-IHA).This is a novel hydroxamic acid synthesized for us which exhibits properties as a ligand of metallic species.This ligand may enhance the determination of many trace metals using analytical techniques such as HPLC and DPP but first the properties of this ligand were studied.This reagent gives rise to one cathodic wave with an Ep value of -0,96 V. versus Ag/AgCl at pH 0.92.The principal characteristics of this wave have been studied and the possible mechanisms for the electrode process proposed. Under optimum conditions the limit of detection is 8x10-6 M.