59514-18-0

Basic information

• Product Name: 6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE
• Synonyms: CBI-BB ZERO/008515;CHEMBRDG-BB 5130428;6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE;1H-CARBAZOL-1-ONE, 2,3,4,9-TETRAHYDRO-6-BROMO-;TIMTEC-BB SBB014282;6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-one(SALTDATA: FREE);6-broMo-3,4-dihydro-2H-carbazol-1(9H)-one;6-Bromo-1-oxo-1,2,3,4-tetrahydrocarbazole
• CAS NO: 59514-18-0
• Molecular Formula: C₁₂H₁₀BrNO
• Molecular Weight: 264.12
• Mol File: 59514-18-0.mol

Chemical Properties

• Melting Point: 230℃ (ethanol )
• Boiling Point: 437.5°C at 760 mmHg
• Flash Point: 218.4°C
• Appearance: /
• Density: 1.636±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 7.43E-08mmHg at 25°C
• Refractive Index: 1.711
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 14.17±0.20(Predicted)
• CAS DataBase Reference: 6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE(59514-18-0)
• EPA Substance Registry System: 6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE(59514-18-0)

Safety Data

• Hazardous Substances Data: 59514-18-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE is used as a building block for the synthesis of various organic compounds and polymers, leveraging its chemical reactivity and structural features to create a wide range of products.
Used in Material Science:
In the field of material science, 6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE is utilized for its potential to contribute to the development of new materials with specific properties, such as improved stability or novel electronic characteristics.
Used in Pharmaceutical Applications:
6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE is considered for pharmaceutical applications due to the biological activities often associated with carbazole structures. Its potential role in drug discovery and development is being explored, particularly for its possible contribution to therapeutic agents.
Used in Chemical Research:
As a compound with unique properties, 6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE is also used in chemical research to study its reactivity, stability, and interactions with other molecules, which can lead to a better understanding of its applications and potential new uses.

InChI:InChI=1/C12H10BrNO/c13-7-4-5-10-9(6-7)8-2-1-3-11(15)12(8)14-10/h4-6,14H,1-3H2

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Downstream Products

• 1456859-26-9 6-bromo-N-(1-phenethylpiperidin-4-yl)-2,3,4,9-tetrahydro-1H-carbazol-1-amine 
• 847988-52-7 6-bromo-1-[(phenylmethyl)oxy]-9-(phenylsulfonyl)-2,3,4,9-tetrahydor-1H-carbalzole 

Relevant articles and documents

Tetrahydrocarbazole amides with potent activity against human papillomaviruses

Synthesis of a series of tetrahydrocarbazole amides with potent activity against human papillomaviruses is described. Synthetic approaches allowing for variation of the substitution pattern of the tetrahydrocarbazole and the amide are outlined and resulti

Enantiomeric compound for the reduction of the deleterious activity of extended nucleotide repeat containing genes

Aspects of the present disclosure include methods of reducing the deleterious impact of a target gene in a cell, such as the deleterious activity of a mutant extended nucleotide repeat (NR) containing target gene in a cell, by contacting the cell with an effective amount of an enantiomeric tetrahydrocarbazolamine compound. The deleterious activity (e.g., toxicity and/or dis-functionality of products encoded thereby) of a mutant extended NR containing target gene may be reduced, e.g., by reducing (and in some instances differentially, including selectively, reducing) the production or activity of toxic expression products (e.g., RNA or protein) encoded by the target gene. Kits and compositions for practicing the subject methods are also provided.

COMPOUNDS FOR THE REDUCTION OF THE DELETERIOUS ACTIVITY OF EXTENDED NUCLEOTIDE REPEAT CONTAINING GENES

Aspects of the present disclosure include methods of reducing the deleterious impact of a target gene in a cell, such as the deleterious activity of a mutant extended nucleotide repeat (NR) containing target gene in a cell by contacting the cell with an effective amount of a tetrahydrocarbazole compound. The deleterious activity (e.g., toxicity and/or dis-functionality of products encoded thereby) of a mutant extended NR containing target gene may be reduced, e.g., by reducing (and in some instances differentially, including selectively, reducing) the production or activity of toxic expression products (e.g., RNA or protein) encoded by the target gene. Kits and compositions for practicing the subject methods are also provided.

Copper-catalyzed tri- or tetrafunctionalization of alkenylboronic acids to prepare tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles

We describe a cascade strategy for tri- or tetrafunctionalization of alkenylboronic acids to prepare diverse tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles in good yields withN-hydroxybenzotriazin-4-one (HOOBT) and arylhydrazines as oxygen and nitrogen sources, respectively. Mechanistic studies reveal that the domino reaction undergoes the copper-catalyzed Chan-Lam reaction, [2,3]-rearrangement, nucleophilic substitution, oxidation and sequential [3,3]-rearrangement over five steps in a one-pot reaction. The reaction shows a broad substrate scope and tolerates a wide range of functional groups. More importantly, the reaction is easily performed at gram scales and the product is purified by simple extraction, washing, and recrystallization without flash column chromatography. The present protocol features easily available starting materials, high site-marked functionalization, five-step cascade in one pot, multiple C-C/C-O/C-N bond formation, and diversity of indole motifs.

THERAPEUTIC COMPOUNDS AND METHODS TO TREAT INFECTION

Disclosed herein are compounds of formula I: or a salt thereof and compositions comprising a compound of formula I or a pharmaceutically acceptable salt thereof. Also disclosed herein are methods for treating or preventing a bacterial infection in an anim

Design, synthesis and evaluation of hybrid of tetrahydrocarbazole with 2,4-diaminopyrimidine scaffold as antibacterial agents

Several 6-substituted tetrahydrocarbazole derivatives were designed, synthesized and evaluated for the antibacterial activities against Staphylococcus aureus Newman strain. Subsequently, 2,4-diaminopyrimidine scaffold was merged with the tetrahydrocarbazole unit to generate a series of novel hybrid derivatives and the antibacterial activities were also investigated. Among these novel hybrids, compound 12c showed the most potent activity with a MIC of 0.39–0.78 μg/mL against S. aureus Newman and Escherichia coli AB1157 strain. In addition, compound 12c exhibited low MIC values against a panel of multidrug-resistant strains of S. aureus.

First-generation structure-activity relationship studies of 2,3,4,9-tetrahydro-1H-carbazol-1-amines as CpxA phosphatase inhibitors

Genetic activation of the bacterial two-component signal transduction system, CpxRA, abolishes the virulence of a number of pathogens in human and murine infection models. Recently, 2,3,4,9-tetrahydro-1H-carbazol-1-amines were shown to activate the CpxRA

Tetrahydrocarbazole small molecular organic compounds, application thereof to preparation of antibacterial medicines and preparation method thereof

The invention discloses tetrahydrocarbazole small molecular organic compounds shown as a structural formula (I), or pharmaceutically acceptable salts and medicinal compositions, application thereof topreparation of antibacterial medicines. The tetrahydrocarbazole small molecular organic compounds can effectively inhibit gram-positive bacteria, and have a very good inhibitory effect on multidrug-resistant staphylococcus aureus and gram-negative bacteria which are clinically difficult to treat, and can be used for preparing highly-efficient anti-bacterial infection medicines. The invention further discloses a preparation method of the tetrahydrocarbazole small molecular organic compounds.

Synthesis of tricyclic units of indole alkaloids: Application of Fischer indolization and olefin metathesis

Simple synthetic approaches to pyridocarbazole and azepinocarbazole derivatives have been reported via Fischer indolization, Grignard reaction and olefin metathesis as key steps. In addition, a combination Sonogashira coupling and Pauson-Khand reaction has been used to assemble extended pyridocarbazole derivative.

USE OF A DHODH INHIBITOR IN COMBINATION WITH AN INHIBITOR OF PYRIMIDINE SALVAGE

Compounds and methods are provided for the treatment of pathogenic virus infections or cancer. The formulations combine an inhibitor of de novo pyrimidine synthesis, and an inhibitor of a pyrimidine salvage pathway enzyme.