4080-76-6

Usage

Uses

Used in Pharmaceutical Industry:
1-OCTYL-PYRROLE-2,5-DIONE is used as a sonic hedgehog inhibitor for targeting the hedgehog signaling pathway, which plays a crucial role in various developmental processes and is implicated in several diseases, including cancer.
Additionally, it is used as a possible inhibitor of prostaglandin endoperoxide synthases for its potential to modulate the production of prostaglandins, which are involved in inflammation and pain responses. This application may contribute to the development of therapeutic agents for inflammatory and pain-related conditions.

Upstream product

• 108-31-6 maleic anhydride 
• 111-86-4 n-Octylamine 
• 3151-55-1 N-Octyl maleamic acid 
• 6915-18-0 2-butenedioic acid 

Downstream Products

• 880461-97-2 C₄₆H₅₆N₂O₆ 
• 880462-08-8 C₅₂H₅₈N₂O₆ 
• 876274-71-4 N,N'-bis(octyl)-3,9-dihydroxy-3,9-bis(phenyl)-1,2,3,7,8,9,13,14-octahydro-perylene-1,2,7,8-tetracarbonyl bisimide 
• 880462-00-0 C₄₆H₅₂N₂O₄ 
• 1257533-90-6 C₄₂H₃₅N₃O₄ 
• 1257533-84-8 C₄₁H₃₆N₂O₄ 
• 1257533-79-1 C₄₀H₃₇NO₄ 
• 1258326-21-4 C₂₆H₂₉NO₄ 

Relevant academic research and scientific papers

Relationship Between Molecular Structure, Single crystal Packing and Self-Assembly Behavior: A Case Based on Pyrene Imide Derivatives

Development of new n-type one-dimensional (1D) self-assembly nanostructure and a clear understanding of the relationship between molecular structure and self-assembly behavior are important prerequisites for further designing and optimizing organic optoelectronic nanodevice. In this article, a series of n-type organic semiconductor materials based on pyrene imide were successfully synthesized through [4+2] cycloaddition reactions and their preliminary optical and electrochemical properties were studied. The simulated HOMO-LUMO bandgaps via DFT tallied with the experimental data well. The self-assembly of these materials showed needle or fiber-like morphologies, indicating that different conjugation degree or alkyl group had significant influence on their self-assembly behaviors. Furthermore, the single-crystal packing for these molecules were analyzed and it was found out that the changes of conjugated backbone and functional group would affect certain crystal lattice parameter significantly, such as the intermolecular packing distance and crystal size etc, which would further result in different self-assembly morphology.

Anti-leishmanial and cytotoxic activities of a series of maleimides: Synthesis, biological evaluation and structure-activity relationship

In the present study, 45 maleimides have been synthesized and evaluated for anti-leishmanial activities against L. donovani in vitro and cytotoxicity toward THP1 cells. All compounds exhibited obvious anti-leishmanial activities. Among the tested compounds, there were 10 maleimides with superior anti-leishmanial activities to standard drug amphotericin B, and 32 maleimides with superior anti-leishmanial activities to standard drug pentamidine, especially compounds 16 (IC50 50 50 > 10 μg/mL). The anti-leishmanial activities of 16 and 42 were 10 times better than that of amphotericin B. The structure and activity relationship (SAR) studies revealed that 3,4-non-substituted maleimides displayed the strongest anti-leishmanial activities compared to those for 3-methyl-maleimides and 3,4-dichloro-maleimides. 3,4-dichloro-maleimides were the least cytotoxic compared to 3-methyl-maleimides and 3,4-non-substituted maleimides. The results show that several of the reported compounds are promising leads for potential anti-leishmanial drug development.

Versatile and sustainable synthesis of cyclic imides from dicarboxylic acids and amines by Nb2O5 as a base-tolerant heterogeneous lewis acid catalyst

Catalytic condensation of dicarboxylics acid and amines without excess amount of activating reagents is the most atom-efficient but unprecedented synthetic method of cyclic imides. Here we present the first general catalytic method, proceeding selectively and efficiently in the presence of a commercial Nb2O5 as a reusable and base-tolerant heterogeneous Lewis acid catalyst. The method is effective for the direct synthesis of pharmaceutically or industrially important cyclic imides, such as phensuximide, N-hydroxyphthalimide (NHPI), and unsubstituted cyclic imides from dicarboxylic acid or anhydrides with amines, hydroxylamine, or ammonia.

Chlorin photosensitizers sterically designed to prevent self-aggregation

The synthesis and photophysical evaluation of new chlorin derivatives are described. The Diels-Alder reaction between protoporphyrin IX dimethyl ester and substituted maleimides furnishes endo-adducts that completely prevent the self-aggregation of the chlorins. Fluorescence, resonant light scattering (RLS) and 1H NMR experiments, as well as X-ray crystallographic have demonstrated that the configurational arrangement of the synthesized chlorins prevent π-stacking interactions between macrocycles, thus indicating that it is a nonaggregating photosensitizer with high singlet oxygen (ΦΔ) and fluorescence (Φf) quantum yields. Our results show that this type of synthetic strategy may provide the lead to a new generation of PDT photosensitizers.

Acene-based organic semiconductor materials and methods of preparing and using the same

Acene-based compounds that can be used to prepare n-type semiconductor materials are provided with processes for preparing the same. Composites and electronic devices including n-type semiconductor materials prepared from these compounds also are provided

FLUORESCENT AROMATIC SENSORS AND THEIR METHODS OF USE

Aromatic molecules that can be used as sensors are described. The aromatic sensors include a polycyclic aromatic hydrocarbon core with a five-membered imide rings fused to the core and at least two pendant aryl groups. The aromatic sensor molecules can detect target analytes or molecular strain as a result of changes in their fluorescence, in many cases with on-off behavior. Aromatic molecules that fluoresce at various frequencies can be prepared by altering the structure of the aromatic core or the substituents attached to it. The aromatic molecules can be used as sensors for various applications such as, for example, the detection of dangerous chemicals, biomedical diagnosis, and the detection of damage or strain in composite materials. Methods of preparing aromatic sensor molecules are also described.

Anthracenedicarboximides as air-stable N-channel semiconductors for thin-film transistors with remarkable current on-off ratios

A new n-type semiconductor family for organic field-effect transistors (FETs), based on core-unsubstituted and core-cyanated anthracenedicarboximides, is reported. By tuning electron affinity, these materials exhibit good electron-transport properties and

A deep, water-soluble cavitand acts as a phase-transfer catalyst for hydrophobic species

Overcoming inhibition: A deep, water-soluble cavitand has been shown to extract various N-substituted maleimides into aqueous solution through the hydrophobic effect. These complexes react with a water-soluble thiol to confer water solubility to the produ

MYCOBACTERIAL INHIBITORS

The invention provides the use of certain succinimide compounds in the treatment of mycobacterial diseases.

Twisted, Z-shaped perylene bisimide

The first derivative of a new class of perylene bisimide chromophores, N,N′-bis(octyl)-3,9-bis(phenyl)perylene-1,2,7,8-tetracarboxyl bisimide, 1, has been synthesized and its fundamental photophysical and electrochemical properties assessed. The extended,