20780-72-7

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromoisatin is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its potential antitumor and anti-inflammatory properties. Its ability to inhibit the activity of certain enzymes makes it a promising candidate for the development of new drugs targeting specific diseases.
Used in Agrochemical Industry:
In the agrochemical industry, 4-Bromoisatin serves as a vital component in the production of various agrochemicals, such as pesticides and herbicides. Its potential to target and inhibit specific enzymes in pests and weeds contributes to the development of more effective and environmentally friendly agrochemicals.
Used in Chemical Synthesis:
4-Bromoisatin is utilized as a reagent in chemical synthesis, particularly in the preparation of various organic compounds. Its unique chemical properties allow for the formation of new compounds with diverse applications in various industries.
Used in Organic Light Emitting Diodes (OLEDs):
4-Bromoisatin has been investigated for its potential use in OLEDs, a type of display technology that utilizes organic materials to emit light. Its ability to emit light upon electrical stimulation makes it a promising candidate for the development of more efficient and eco-friendly OLEDs.
Used in Biological Imaging Applications:
As a fluorescent probe, 4-Bromoisatin has been studied for its potential use in biological imaging applications. Its ability to emit fluorescence upon interaction with specific biological molecules allows for the visualization and tracking of these molecules within living organisms, providing valuable insights into biological processes and disease mechanisms.

InChI:InChI=1/C8H4BrNO2/c9-4-2-1-3-5-6(4)7(11)8(12)10-5/h1-3H,(H,10,11,12)

Upstream product

• 65971-74-6 (E)-N-(3-bromophenyl)-2-(hydroxyimino)acetamide 
• 195526-38-6 N,N'-bis-(3-bromo-phenyl)-thiourea 
• 65971-74-6 N-(3-bromophenyl)-2-(hydroxyimino)ethanamide 
• 591-19-5 m-Bromoaniline 
• 52488-36-5 4-bromo-1H-indole 
• 86626-38-2 4-bromo-2,3-dihydro-1H-indole 
• 302-17-0 chloral hydrate 
• 1388071-44-0 C₈H₄Br₃NO 

Downstream Products

• 20776-48-1 2-amino-6-chlorobenzoic acid 
• 884855-67-8 4-bromo-1-methylindoline-2,3-dione 
• 1455123-69-9 4-bromo-5'-phenyl-3'H-spiro[dihydroindole-3,2'-[1,3,4]thiadiazol]-2-one 
• 1421700-79-9 4-(4-methylphenyl)indoline-2,3-dione 
• 1434103-25-9 5-(4-fluorophenyl)-3-methoxyquinolin-2(1H)-one 
• 1434103-13-5 5-(4-fluorophenyl)-3-hydroxyquinolin-2(1H)-one 
• 1219834-22-6 5-bromoquinoline-4-carboxylic acid 
• 1396785-92-4 (Z)-N’-(4-bromo-2-oxoindolin-3-ylidene)-4-phenylpiperazine-1-carbothiohydrazide 
• 1428559-37-8 4-(o-tolyl)indoline-2,3-dione 
• 1439377-48-6 4-bromo-3-phenyl-3-(pyridin-2-ylmethyl)indolin-2-one 
• 1424209-63-1 10-bromo-4,5,6,7-tetraphenylazepino[3,2,1-hi]indole-1,2-dione 
• 1402818-47-6 C₁₈H₁₀BrN₃O 

Relevant academic research and scientific papers

Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides

Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excellently with N-protected and protection-free indoles. Additionally, this methodology can also be applied to dearomatise pyrrole derivatives to generate cyclic imides in a single step. Later this methodology was applied for the synthesis of four pharmaceuticals and a pesticide called dianthalexin B. Detailed mechanistic studies revealed the actual role of oxygen and photocatalyst.

Saccharomonosporine A inspiration; synthesis of potent analogues as potential PIM kinase inhibitors

Saccharomonosporine A was recently reported as a natural anti-cancer agent working through inhibition of a Proviral integration site for Moloney murine leukemia virus-1 (PIM-1) kinase. Structural bioisosteres of this natural product were synthesized and t

Indolone compound as well as preparation method and application thereof

The invention relates to an indolone compound, which is 1-(4-chlorobenzyl)-3-(hydroxyimino)-4-(4-(trifluoromethyl)phenyl)-dihydroindol-2-one. The indolone compound can be used for effectively inhibiting the activity of an hTERT gene promoter; shown by a s

Inhibitor of the human telomerase reverse trancriptase (hTERT) gene promoter induces cell apoptosis via a mitochondrial-dependent pathway

Telomerase is aberrantly expressed in many cancers and plays an important role in the development of cellular immortality and oncogenesis, which makes it a potential cancer therapeutic target for drug discovery. Here, we constructed a firefly luciferase r

Method for preparing indole-2,3-dione derivatives by catalytic oxidation of microwave copper/peroxyacetic acid

The invention discloses a method for preparing indole-2,3-dione derivatives by catalytic oxidation of microwave copper/peroxyacetic acid. The method comprises the following steps: a catalytic amount of catalyst copper iodide, indole, a derivative of the indole and peroxyacetic acid are added into a reaction vessel, wherein the indole, the derivative of the indole and the peroxyacetic acid are usedas raw materials, ethanol is used as a solvent, the reaction vessel is placed into a microwave reaction instrument, a reaction is performed at certain temperature and power, after a certain time, reduced-pressure concentration is performed, and a product is purified by column chromatography. The method provided by the invention is a method having novel raw materials, simple operation and high efficiency used for preparing a benzimidazole derivative; and compared with the prior art, the method provided by the invention has an obviously-accelerated reaction speed than that under conventional heating, mild reaction conditions, simple operation, a high yield, safety, low costs and environmental protection.

A 3 - arylhydrazine substituted indole derivative and its preparation method and application

The invention relates to a 3-aryl hydrazine substituted indolone derivative, as well as a preparation method and application thereof. According to the derivative described in the Specification, R is hydrogen, 4-methyl, 4-chloro, 3,4-dichloro, 3,5-dichloro

An efficient method based on indoles for the synthesis of isatins by taking advantage of I2O5 as oxidant

An efficient method to synthesize isatins based on indoles by using inorganic hypervalent I2O5 has been explored in good yields, which successfully realized the transformation from indoles to isatins under metal-free, mild condition

A 3 - substituted indole oxo jingjing base ketone derivative and its preparation method and application

The invention relates to derivatives of 3-oxo-hydrazino-subsitituted 2-oxindoles and a preparation method and application of derivatives. A structural formula (I) of the derivatives is shown in graphs; R2 is hydrogen, halogen or alkyl; meta-aniline is used as material and subjected to a series of reactions, including oximization, cyclization, heck-coupling, alkylation and hydrazine forming to obtain the derivatives of 3-oxo-hydrazino-subsitituted 2-oxindoles; the derivatives are worth of application in the preparation of antineoplastic drugs.

A 3 - sulfur [...] substituted indole derivative and its preparation method and application

The invention relates to a 3-thiohydrazine group substituted indolone derivative as well as a preparation method and an application thereof. The structural general formula of the derivative is as shown in a general formula (I), wherein R1 is hydrogen or alkyl or benzyl; and the 3-thiohydrazine group substituted indolone derivative is synthesized from meta-aniline as a raw material by a series of reactions such as oxime formation, cyclization, Heck-Coupling, alkylation and hydrazine formation, and has application value in preparation of anti-tumor medicines.

Methylisoindigo and its bromo-derivatives are selective tyrosine kinase inhibitors, repressing cellular stat3 activity, and target CD133+ cancer stem cells in PDAC

Indirubin is an active component of the herbal ingredient 'Danggui Longhui wan', which was used for the treatment of inflammation and chronic myeloid leukemia in China. The recent study showed its derivative methylisoindigo (also known as meisoindigo) preferentially targeting cancer stem cells (CSCs) in interference with AMPK and LKB1, the cellular metabolic sensors. In this study, we screened the effect of meisoindigo on a panel of 300 protein kinases and found that it selectively inhibited Stat3-associated tyrosine kinases and further confirmed its activity in cell based assays. To gain a deeper insight into the structure-activity relationship we produced 7 bromo-derivatives exhausting the accessible positions on the bisindole backbone except for in the 4-position due to the space limitation. We compared their anti-proliferative effects on tumor cells. We found that 6-bromomeisoindigo showed improved toxicity in company with increased Stat3 inhibition. Moreover, we detected that 6-bromomeisoindigo induced apoptosis of 95% of CD133+ pancreatic cancer cells. Considering that CD133 is a common marker highly expressed in a range of CSCs, our results imply the potential application of 6-bromomeisoindigo for the treatment of CSCs in different types of cancers.