118458-61-0

Basic information

• Product Name: 12,13-Dihydro-3,9-dibromo-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione
• Synonyms: 12,13-Dihydro-3,9-dibromo-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione
• CAS NO: 118458-61-0
• Molecular Formula: C20H11Br2N3O2
• Molecular Weight: 485.12824
• Mol File: 118458-61-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 12,13-Dihydro-3,9-dibromo-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 12,13-Dihydro-3,9-dibromo-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione(118458-61-0)
• EPA Substance Registry System: 12,13-Dihydro-3,9-dibromo-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione(118458-61-0)

Safety Data

• Hazardous Substances Data: 118458-61-0(Hazardous Substances Data)

Usage

Chemical structure

A heterocyclic compound containing indole and carbazole moieties, as well as bromine atoms at the 3 and 9 positions.

Molecular weight

Approximately 464.14 g/mol

Pharmaceutical

As an antitumor and antimicrobial agent.

Organic synthesis

As a valuable building block for the synthesis of other complex organic molecules.

Antitumor activity

The compound has shown potential as an antitumor agent.

Antimicrobial activity

The compound has demonstrated antimicrobial properties.

Research and development

Further research and development are needed to fully explore the potential uses of this compound.

Solubility

The solubility of the compound in various solvents is not mentioned in the provided material, but it is an important property to consider for pharmaceutical applications.

Stability

The stability of the compound under different conditions (e.g., temperature, pH, light exposure) is not mentioned in the provided material, but it is a crucial factor for its potential use in pharmaceuticals and organic synthesis.

Toxicity

The toxicity of the compound is not mentioned in the provided material, but it is an essential aspect to consider for its potential use in pharmaceutical applications.

Syntheses

The synthesis methods for the compound are not provided in the material, but understanding the synthesis routes is important for optimizing the production process and scaling up for industrial applications.

Structural analysis

The specific structural features of the compound, such as the arrangement of atoms and bonds, are not detailed in the provided material, but they are essential for understanding its properties and potential applications.

Derivatives

The potential for the compound to be modified or functionalized to create new derivatives with different properties or applications is not mentioned in the provided material, but it is an important aspect to consider for its use in organic synthesis.

Upstream product

• 118458-48-3 5,6-Bis-[(4-bromo-phenyl)-hydrazono]-hexahydro-isoindole-1,3-dione 
• 118458-54-1 arcyriaflavin A 

Relevant articles and documents

A facile synthesis of indolo[2,3-a]pyrrolo[3,4-c]carbazoles via oxidative photocyclization of bisindolylmaleimides

A simple and inexpensive oxidative photocyclization of the bisindolylmaleimides in the presence of a catalytic amount of iodine leading to indolo[2,3-a]pyrrolo[3,4-c]carbazoles in 84-90% yields is described.

Indolocarbazoles: Potent, selective inhibitors of human cytomegalovirus replication

In our search for new, safer anti-HCMV agents, we discovered that the natural product Arcyriaflavin A (1a) was a potent inhibitor of HCMV replication in cell culture. A series of analogues (symmetrical indolocarbazoles) was synthesised to investigate structure-activity relationships in this series against a range of herpes viruses (HCMV, VZV, HSV1, and 2). This identified a number of novel, selective and potent inhibitors of HCMV, 12,13-dihydro-2,10-difluoro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)-dione (1d) being the best example (IC50=40nM, therapeutic index >1450). Compounds described in this series were generally poor inhibitors of protein kinase C βII, and no correlation was found between the ability to inhibit HCMV and the enzyme PKC. Copyright (C) 1999 Elsevier Science Ltd.

Further indole derivatives with antiviral activity

The present invention relates to indolopyrolocarbazole derivatives, to their use in methods of treatment or prophylaxis of at least one viral infection or cardiovascular diseases; and pharmaceutical formulations containing such derivatives.

Synthesis of Indolopyrrolocarbazoles by Double Fischer Indolizations

A synthesis of indolopyrrolocarbazoles (16) based on a double Fisher indolization of the bis(phenylhydrazones) (10), employing polyphosphoric acid trimethylsilyl ester (PPSE) as the cyclization agent, is described.The bis(phenylhydrazones) (