22424-61-9

Basic information

• Product Name: 1H-Indole-3-acetyl chloride, a-oxo-5-(phenylmethoxy)-
• CAS NO: 22424-61-9
• Molecular Formula: C17H12ClNO3
• Molecular Weight: 313.74
• Mol File: 22424-61-9.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 1H-Indole-3-acetyl chloride, a-oxo-5-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-acetyl chloride, a-oxo-5-(phenylmethoxy)-(22424-61-9)
• EPA Substance Registry System: 1H-Indole-3-acetyl chloride, a-oxo-5-(phenylmethoxy)-(22424-61-9)

Safety Data

• Hazardous Substances Data: 22424-61-9(Hazardous Substances Data)

Upstream product

• 79-37-8 oxalyl dichloride 
• 1215-59-4 5-benzyloxy-1H-indole 

Downstream Products

• 66521-34-4 N,N-dimethyl-2-<5-(benzyloxy)-1H-indol-3-yl>glyoxalylamide 
• 16292-54-9 N,N-diethyl-2-<5-(benzyloxy)-1H-indol-3-yl>glyoxalylamide 
• 102546-85-0 (5-benzyloxy-indol-3-yl)-glyoxylic acid anilide 
• 14827-68-0 2-(5-methoxy-1H-indol-3-yl)-2-oxoacetic acid 
• 99988-56-4 methyl 2-(5-methoxy-1H-indol-3-yl)-2-oxoacetate 
• 22424-62-0 (5-benzyloxy-indol-3-yl)-glyoxylic acid amide 
• 101601-00-7 (5-benzyloxy-indol-3-yl)-glyoxylic acid 
• 75238-44-7 (5-benzyloxy-indol-3-yl)-glyoxylic acid ethyl ester 
• 95292-00-5 1-[(5-benzyloxy-indol-3-yl)-oxoacetyl]-piperidine 
• 227617-48-3 1-(5-benzyloxyindol-3-yl)-2-(indol-3-yl)ethane-1,2-dione 
• 1252592-48-5 5-(benzyloxy)-3-(2-bromoethyl)-1-methyl-1H-indole 
• 1252592-49-6 4-({2-[5-(benzyloxy)-1-methyl-1H-indol-3-yl]ethyl}(4H-1,2,4-triazol-4-yl)amino)benzonitrile 
• 1252592-50-9 4-{[2-(5-hydroxy-1-methyl-1H-indol-3-yl)ethyl](4H-1,2,4-triazol-4-yl)amino}benzonitrile 
• 1252592-51-0 3-{2-[(4-cyanophenyl)(4H-1,2,4-triazol-4-yl)amino]ethyl}-1-methyl-1H-indol-5-yl sulfamate 

Relevant articles and documents

The synthesis of alpha, alpha, beta, beta-d4-serotonin.

Alpha, alpha, beta, beta-d4-Serotonin (94% d4, 6% d3) has been synthesized for use as an internal standard in mass spectrometric determinations of serotonin in biological systems.

Design, synthesis, and evaluation of novel anti-trypanosomal compounds

Human African trypanosomiasis (HAT) is a deadly neglected tropical disease caused by the protozoan parasite Trypanosoma brucei. During the course of screening a collection of diverse nitrogenous heterocycles, we discovered two novel compounds that contain the tetracyclic core of the Yohimbine and Corynanthe alkaloids, were potent inhibitors of T. brucei proliferation and T. brucei methionyl-tRNA synthetase (TbMetRS) activity. Inspired by these key findings, we prepared several novel series of hydroxyalkyl δ-lactam, δ-lactam, and piperidine analogs and tested their anti-trypanosomal activity. A number of inhibitors were more potent against T. brucei than these initial hits with one hydroxyalkyl δ-lactam derivative being 25-fold more effective in our assay. Surprisingly, most of these active compounds failed to inhibit TbMetRS. This work underscores the importance of verifying, irrespective of close structural similarities, that new compounds designed from a lead with a known biological target engage the putative binding site.

3-(7-Azaindolyl)-4-indolylmaleimides as a novel class of mutant isocitrate dehydrogenase-1 inhibitors: Design, synthesis, and biological evaluation

A series of 3-(7-azainodyl)-4-indolylmaleimides was designed, synthesized, and evaluated for their isocitrate dehydrogenase 1 (IDH1)/R132H inhibitory activities. Many compounds such as 11a, 11c, 11e, 11g, and 11s exhibited favorable inhibitory effects on IDH1/R132H and were highly selective against the wild-type IDH1. Evaluation of the biological activities at the cellular level showed that compounds 11a, 11c, 11e, 11g, and 11s could effectively suppress the production of 2-hydroxyglutaric acid in U87MG cells expressing IDH1/R132H. Preliminary structure–activity relationship (SAR) and molecular modeling studies were discussed based on the experimental data obtained. These findings may provide new insights into the development of novel IDH1/R132H inhibitors.