22814-13-7

Usage

Uses

Used in Pharmaceutical Research:
2,3-dihydro-4H-pyridazino[4,5-b]indol-4-one is used as a research compound for its potential pharmacological properties, including its activity as a central nervous system depressant. It is being studied for its potential use in the treatment of anxiety and stress-related disorders.
Used in the Treatment of Anxiety and Stress-Related Disorders:
In the field of mental health, 2,3-dihydro-4H-pyridazino[4,5-b]indol-4-one is used as a therapeutic agent for its potential anxiolytic effects, aiming to alleviate symptoms associated with anxiety and stress-related disorders.
Used in Anti-Inflammatory Applications:
2,3-dihydro-4H-pyridazino[4,5-b]indol-4-one is used as an anti-inflammatory agent, particularly for its potential in the treatment of asthma. Its anti-inflammatory properties are being investigated to understand its role in reducing inflammation in respiratory conditions.
Used in Medicinal Chemistry:
In the broader field of medicinal chemistry, 2,3-dihydro-4H-pyridazino[4,5-b]indol-4-one is used as a compound of interest for its potential applications in drug discovery and development, given its unique structure and pharmacological activities.

Upstream product

• 5055-39-0 indole-2-carbohydrazide 
• 68-12-2 N,N-dimethyl-formamide 
• 18450-27-6 ethyl 3-formyl-1H-indole-2-carboxylate 
• 64932-49-6 1H-indole-2-carboxylic acid N²-formyl-hydrazide 
• 3770-50-1 2-carbethoxyindole 

Downstream Products

• 85076-68-2 4-chloro-5H-pyridazino[4,5-b]indole 

Relevant academic research and scientific papers

Discovery of hydrazide-based pyridazino[4,5-b]indole scaffold as a new phosphoinositide 3-kinase (PI3K) inhibitor for breast cancer therapy

Herein, the mono and dialkylation of pyridazino[4,5-b]indole were achieved with a set of alkylating agents, including amyl bromide, allyl bromide, benzyl bromide and ethyl chloroacetate in the presence of K2CO3/acetone or KOH/DMSO. The hydrazinolysis of mono and di-esters10and11gave the target hydrazides12and13, which displayed promising, potent, and significant cytotoxic activity against the MCF-7 cell line with IC50values of 4.25 and 5.35 μm compared to that of the standard drug 5-FU (IC506.98 μm), respectively. RT-PCR analysis of the most active compound12was performed to determine its mode of action through the up-regulation of pro-apoptotic genes and inhibition of anti-apoptotic and PI3K/AKT/mTOR genes. The findings were consistent with the proposed mechanism illustrated in thein silicostudy. Further, thein vivoanalysis exhibited its potent anti-cancer activity through the prolongation of survival parameters, and inhibition of ascetic fluid parameters in EAC-bearing mice.

On the synthesis and reactions of indole-2-carboxylic acid hydrazide

Indole-2-carboxylic acid hydrazide was prepared and allowed to react with aromatic aldehydes in acidic medium to give the corresponding hydrazone derivatives in good yields. The hydrazones were cyclized to indolo[2,3-d]pyridazine derivatives by refluxing with acetyl chloride. The indole carbohydrazide was converted to 2-triazolylindoles which acted as starting materials for several indole derivatives. A number of new indole derivatives were also prepared and structurally confirmed.