75620-93-8

Usage

Uses

Used in Pharmaceutical Industry:
9-(2-bromoethyl)-9H-carbazole is used as a key intermediate in the synthesis of various pharmaceuticals due to its unique structure and reactivity. The presence of a bromine atom allows for further functionalization and modification, enabling the development of new drugs with potential therapeutic applications.
Used in Dye Industry:
9-(2-bromoethyl)-9H-carbazole is used as a precursor for the production of dyes, taking advantage of its aromatic structure and the possibility of incorporating different functional groups. This allows for the creation of dyes with specific properties, such as color, solubility, and stability, suitable for various applications.
Used in Organic Electronic Devices:
9-(2-bromoethyl)-9H-carbazole is used as a component in the development of materials for organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic solar cells. Its electronic properties, combined with its ability to be modified and functionalized, make it a promising candidate for improving the performance and efficiency of these devices.
Used in Research and Development:
9-(2-bromoethyl)-9H-carbazole serves as a valuable tool in research and development within the fields of chemistry and materials science. Its unique structure and properties allow scientists to explore new reactions, mechanisms, and applications, contributing to the advancement of knowledge and the discovery of novel compounds and materials.

Upstream product

• 86-74-8 9H-carbazole 
• 106-93-4 ethylene dibromide 
• 1484-14-6 2-carbazol-9-yl-ethanol 
• 577-19-5 2-nitrophenyl bromide 
• 98-80-6 phenylboronic acid 

Downstream Products

• 286474-58-6 (2-carbazol-9-yl-ethyl)-[4-(4-nitro-phenylazo)-phenyl]-amine 
• 1484-13-5 9-vinyl-9H-carbazole 

Relevant academic research and scientific papers

Synthesis and Characterization of Compounds Based on Carbazole and Sulfone Groups

Two compounds containing carbazole and sulfone groups with different alkyl chain lengths have been designed and synthesized. The sulfone group has strong absorption characteristics and the alkoxy chain and carbazole group are electron-rich, forming D-δ-A-type symmetrical molecules. The molecules have the characteristics of charge transfer and high thermal stability, and the molecules stack to form a layered staggered stack, reducing the intermolecular π–π interactions. The target compounds also exhibit strong ultraviolet-fluorescent emission in the solid state at room temperature, and they are expected to be good luminescent materials. Graphical Abstract: [Figure not available: see fulltext.]

Design, Synthesis, and Pharmacological Characterization of Carbazole Based Dopamine Agonists as Potential Symptomatic and Neuroprotective Therapeutic Agents for Parkinson's Disease

We have developed a series of carbazole-derived compounds based on our hybrid D2/D3 agonist template to design multifunctional compounds for the symptomatic and disease-modifying treatment of Parkinson's disease (PD). The lead molecules (-)-11b (D-636), (-)-15a (D-653), and (-)-15c (D-656) exhibited high affinity for both D2 and D3 receptors and in GTPγS functional assay, the compounds showed potent agonist activity at both D2 and D3 receptors (EC50 (GTPγS); D2 = 48.7 nM, D3 = 0.96 nM for 11b, D2 = 0.87 nM, D3 = 0.23 nM for 15a and D2 = 2.29 nM, D3 = 0.22 nM for 15c). In an animal model of PD, the test compounds exhibited potent in vivo activity in reversing hypolocomotion in reserpinized rats with a long duration of action compared to the reference drug ropinirole. In a cellular antioxidant assay, compounds (-)-11b, (-)-15a, and (-)-15c exhibited potent activity in reducing oxidative stress induced by neurotoxin 6-hydroxydopamine (6-OHDA). Also, in a cell-based PD neuroprotection model, these lead compounds significantly increased cell survival from toxicity of 6-OHDA, thereby producing a neuroprotective effect. Additionally, compounds (-)-11b and (-)-15a inhibited aggregation and reduced toxicity of recombinant alpha synuclein protein in a cell based in vitro assay. These observations suggest that the lead carbazole-based dopamine agonists may be promising multifunctional molecules for a viable symptomatic and disease-modifying therapy of PD and should be further investigated.

A organic long afterglow compound and its preparation method and application (by machine translation)

The invention relates to a kind of organic long afterglow compound and its preparation method and application, the organic long afterglow compounds have the formula (I) indicated by the structure, the present invention provides compounds of formula (I) have shown long afterglow compound long service life, and different structure sub compound of different service life, various colors, when the stop of the excitation light source is illuminated, its emitted light by the fluorescence can be realized to the phosphorescent color change, after gradually reducing the brightness, the nature of the time-resolved technology can be combined with the four-dimensional coding, a large amount of information storage and information encryption. (by machine translation)

METHODS AND COMPOSITIONS FOR THE TREATMENT OF RNA VIRAL INFECTIONS

Disclosed herein, inter alia, are agents having antiviral activity and methods of use thereof.

Highly uniform supramolecular nano-films derived from carbazole-containing perylene diimide: Via surface-supported self-assembly and their electrically bistable memory behavior

For electrical memory applications, two perylenetetracarboxylic diimide (PDI) derivatives, N,N′-(6-carbazole hexyl)-1,7-di(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxylic diimide (PDI-6Cz) and N,N′-(2-carbazole ethyl)-1,7-di(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxylic diimide (PDI-2Cz), were synthesized and their surface-supported self-assembly behaviors were investigated. PDI-2Cz tends to self-organize into regular rods, which are proved to be hexagonal lattices with single crystal nature, based on which memory device fabrication and electrically bistable behavior evaluation are technically infeasible. Whereas PDI-6Cz readily self-assembles into highly uniform nano-films with a considerably smooth surface, in which the X-ray diffraction study indicates strong π-π stacking between the aromatic skeletons. Further characterization indicates that sandwich memory devices using a PDI-6Cz nano-film as the active layer exhibit reprogrammable flash-type memory behavior with a switching-on voltage of ca. 0.8 V and an ON/OFF current ratio of 104. Besides, the devices exhibit excellent long-term operation stability, enduring up to 108 reading cycles without obvious current variation and an ultrafast switching response period of less than 20 ns. Photophysical and electrochemical measurements and DFT molecular simulations were conducted to determine the electronic transition occurring in the supramolecular self-assembled nano-film. Compared with organic storage materials based on polymers, the current memory device exhibits lower threshold voltage and more rapid response speed, which provides a new way for developing high-performance organic data storage materials.

External Heavy-Atom Effect via Orbital Interactions Revealed by Single-Crystal X-ray Diffraction

Enhanced spin-orbit coupling through external heavy-atom effect (EHE) has been routinely used to induce room-temperature phosphorescence (RTP) for purely organic molecular materials. Therefore, understanding the nature of EHE, i.e., the specific orbital interactions between the external heavy atom and the luminophore, is of essential importance in molecular design. For organic systems, halogens (e.g., Cl, Br, and I) are the most commonly seen heavy atoms serving to realize the EHE-related RTP. In this report, we conduct an investigation on how heavy-atom perturbers and aromatic luminophores interact on the basis of data obtained from crystallography. We synthesized two classes of molecular systems including N-haloalkyl-substituted carbazoles and quinolinium halides, where the luminescent molecules are considered as "base" or "acid" relative to the heavy-atom perturbers, respectively. We propose that electron donation from a π molecular orbital (MO) of the carbazole to the σ? MO of the C-X bond (π/σ?) and n electron donation to a π? MO of the quinolinium moiety (n/π ?) are responsible for the EHE (RTP) in the solid state, respectively.

Bipolar blue phosphorescent host material based on carbazole and 1,2,4-triazole

The invention discloses a bipolar blue phosphorescent host material which is as shown in a structural general formula (I) and takes carbazole and 1,2,4-triazole as a donor and a receptor respectively. The triplet-state energy level of the host material is

A chirality alkali fluorescent probe compound and its preparation

The invention discloses a Schiff base type fluorescent probe compound and a preparation method thereof. The Schiff base type fluorescent probe compound has a structure as shown in formula (I) in the specification and is characterized by comprising the following steps: (1) preparing a Rhodamine B-hydrazide compound; (2) preparing 9-bromoethyl carbazole; (3) preparing 3-formyl-9 ethyl carbazole; (4) synthesizing a Schiff base type fluorescent compound, wherein the synthesized Schiff base type fluorescent compound has ''C=N'' bonds, and the prepared compound has a large ''Pi'' conjugate plane aromatic ring structure and is good in fluorescence property; structurally, lone pair electrons and heterocyclic atoms such as O and N exist on the C=N, so the compound has a potential application in detection of metal ions in cells.

Carbazole-based gold(i) complexes with alkyl chains of different lengths: Tunable solid-state fluorescence, aggregation-induced emission (AIE), and reversible mechanochromism characteristics

In this paper, seven carbazole-based mononuclear gold(i) complexes with alkyl chains of different lengths have been synthesized and reported. All of these gold(i) complexes exhibit outstanding AIE characteristics. Furthermore, these various solid-state light-emitting AIE-active gold(i) complexes all show reversible mechanochromic fluorescent behaviors. The possible mechanism explaining these interesting AIE and mechanochromism phenomena involves a variation in weak multiple intermolecular C-H...F and π...π interactions and the formation or alteration of aurophilic interactions.

Adjustment of conformation change and charge trapping in ion-doped polymers to achieve ternary memory performance

Ion-doped poly(4-vinylpyridine) derivatives (P4VPCz), where in the pendant chains the electron-withdrawing pyridine moiety and acceptor carbazole moiety are linked by a flexible alkyl spacer were designed and synthesized. Sandwiched ITO/P4VPCz/Al devices, made through simple spin-coating processes have shown that they could be tuned from a binary to ternary memory performance, by increasing the carbazole content. P4VPCz2 with a 20% mole ratio of the carbazole moiety shows a binary performance according to the charge trapping of the pyridine acceptor in the polymer, while P4VPCz5 which contains a 50% mole ratio of carbazole in the pendant chains, exhibits a ternary data storage ability, probably induced by double mechanisms (i.e. a conformational change and charge trapping). Interestingly, as the carbazole mole ratio reached 80%, the polymer P4VPCz8 has a high conductivity state, with no switching behavior, because of the large amount of doped ions improving the charge transfer mobility. Thus, we hope can offer a guideline to achieve a high-performance multilevel memory material, via combining different mechanisms as well as doping ions.