51035-17-7

Usage

Uses

Used in Pharmaceutical Industry:
9H-Carbazole-3-carboxylic acid is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique chemical properties make it a valuable building block for the development of new drugs with potential therapeutic applications.
Used in Dye Industry:
9H-Carbazole-3-carboxylic acid is used as a precursor in the production of dyes. Its aromatic structure and functional groups contribute to the color and stability of the resulting dyes, making it a valuable component in the dye manufacturing process.
Used in Materials Science:
9H-Carbazole-3-carboxylic acid is used as a building block in the construction of organic electronic devices. Its electronic properties and compatibility with other organic materials make it a promising candidate for the development of next-generation electronic devices.
Used in Conducting Polymers Synthesis:
9H-Carbazole-3-carboxylic acid is used as a precursor for the synthesis of conducting polymers. Its ability to form π-conjugated systems and its compatibility with other monomers make it a valuable component in the development of new conducting polymers with improved electrical properties.
Used in Photoactive Materials Synthesis:
9H-Carbazole-3-carboxylic acid is used as a precursor in the synthesis of photoactive materials. Its light-absorbing properties and ability to participate in photoinduced electron transfer processes make it a promising candidate for the development of new materials for solar energy conversion and photocatalysis.
Used in Chemical Sensors Development:
9H-Carbazole-3-carboxylic acid is used in the development of novel chemical sensors. Its ability to interact with various analytes and undergo changes in its electronic properties upon interaction make it a valuable component in the design of new sensors with high sensitivity and selectivity.
Used in Luminescent Materials Development:
9H-Carbazole-3-carboxylic acid is used in the development of luminescent materials. Its ability to emit light upon excitation and its tunable emission properties make it a promising candidate for the creation of new materials for lighting, displays, and other optoelectronic applications.

InChI:InChI=1/C13H9NO2/c15-13(16)8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7,14H,(H,15,16)

Upstream product

• 1592-95-6 3-bromo-9H-carbazole 
• 36729-27-8 6,7,8,9-tetrahydro-5H-carbazole-3-carboxylic acid 
• 412023-11-1 1-carbazol-3-yl-2-phenyl-ethanone 
• 859962-36-0 1-carbazol-3-yl-2,2,2-trichloro-ethanone 
• 56-23-5 tetrachloromethane 
• 86-74-8 9H-carbazole 
• 574-39-0 9-acetylcarbazole 
• 24589-77-3 4-hydrazinobenzoic acid hydrochloride 
• 108-94-1 cyclohexanone 
• 3215-37-0 3-acetylcarbazole 
• 124-38-9 carbon dioxide 
• 619-67-0 4-Hydrazinobenzoic acid 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 115552-48-2 N-carbazolyl-2-phenylacetamide 

Downstream Products

• 86-74-8 9H-carbazole 
• 205-95-8 indolo<3,2,1-jk>carbazole 
• 1174032-81-5 2-bromoindolo[3,2,1-jk]carbazole 
• 855178-93-7 9-(2-amino-phenyl)-carbazole-3-carboxylic acid ethyl ester 
• 855178-83-5 9-(2-nitro-phenyl)-carbazole-3-carboxylic acid ethyl ester 
• 1232028-33-9 9H-Carbazole-3-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide 
• 1428644-36-3 C₂₃H₂₀N₂O₃ 
• 1422432-38-9 C₂₁H₁₆N₂O₃ 
• 1188373-48-9 9H-carbazole-3-carboxylic acid {2-oxo-2-[4-(3-trifluoromethylphenoxy)piperidin-1-yl]ethyl}amide 

Relevant academic research and scientific papers

CARBAZOLE ALKALOIDS FROM CLAUSENA LANSIUM

Three new carbazole alkaloids, 3-formyl-6-methoxycarbazole, methyl 6-methoxycarbazole-3-carboxylate and 3-formyl-1,6-dimethoxycarbazole and two carbazole derivatives, 3-formyl carbazole and methyl carbazole-3-carboxylate, reported for the first time from Nature, have been isolated from the root of Clausena lansium along with three previously reported carbazole alkaloids, murrayanine, glycozoline and indizoline.All isolated compounds except glycozoline have a carbonyl group at C-3 with different substitution patterns at C-1, C-2 and C-6.

One-electron photooxidation of carbazole in the presence of carbon tetrachloride. Part I. Carbon tetrachloride and ethanol used as reaction media

The photochemical reaction products of carbazole with carbon tetrachloride in ethanol have been isolated and identified along with photoproducts in the irradiated solution of carbazole in pure CCl4 using water and ethanol added after the irradiation.This allowed us to discuss the complex mechanism of secondary photochemical changes in the carbazole-CCl4 system.We propose that the electron transfer from carbazole to CCl4 molecule in the excited CT complex, , is the primary photochemical reaction followed by a heterolytic dissociation of C-Cl bond which gives rise to the primary photoproducts in the solvent cage .Secondary photochemical reactions initiate transformation of the radical cation of carbazole in the solvent cage giving rise to the following intermediate species: .The probability of formation and further transformations of these transient products: α, β, and γi, depends strongly on the nature of the reaction media.Thermodinamically stable products are formed depending on the reaction media; (carboethoxy)carbazoles, (carbo-N-carbazyl)carbazoles, and carbazole - carboxylic acids can serve as a proof for the formation of the above listed intermediates.All the results reported on the secondary photochemical reactions strongly support the electron-transfer primary mechanism used to explain the fluorescence quenching of carbazole by CCl4.The results also explain the changes observed in the fluorescence spectrum of carbazole when the ethanol solution of carbazole in the presence of CCl4 is irradiated.

Copper(II) catalyzed aromatization of tetrahydrocarbazole: An unprecedented protocol and its utility towards the synthesis of carbazole alkaloids

An efficient protocol for the aromatization of tetrahydrocarbazole is described by using catalytic copper(II) chloride dihydrate in DMSO. This newly established methodology has utilized towards the synthesis of naturally occurring carbazole alkaloids, namely 3-methylcarbazole, 3-formyl carbazole, glycozoline, glycozolicine and clauszoline-K. In addition, the protocol is generalized for the aromatization of N-substituted tetrahydrocarbazole, 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline and 1,2,3,4-tetrahydro β-carboline to give the corresponding heteroaromatic compounds from very good to excellent yield. Moreover, this method has been proven to be tolerant to a broad range of functional groups with excellent yields.

Discovery of carbazole carboxamides as novel RORγt inverse agonists

A novel series of carbazole carboxamides was discovered as potent RORγt inverse agonists using a scaffold hybridization strategy. Structure-activity relationship exploration on the amide linker, carbazole ring and arylsulfone moiety of the hybrid amide 3a led to identification of potent RORγt inverse agonists. Compound 6c was found to have a good RORγt activity with an IC50 of 58.5 nM in FRET assay, and reasonable inhibitory activity in mouse Th17 cell differentiation assay (58.8% inhibition at 0.3 μM). The binding mode of carbazole carboxamides in RORγt ligand binding domain was discussed.

FUNCTIONALISED AND SUBSTITUTED CARBAZOLES AS ANTI-CANCER AGENTS

The present invention relates to anti-tropomyosin compounds, processes for their preparation, and methods for treating or preventing a disease or disorder, such as a proliferative disease (preferably cancer), using compounds of the invention.

Iodine-catalyzed aromatization of tetrahydrocarbazoles and its utility in the synthesis of glycozoline and murrayafoline A: A combined experimental and computational investigation

A new protocol for the aromatization of tetrahydrocarbazoles has been achieved using a catalytic amount of iodine, giving high yields. The role of iodine in the aromatization has been explained by DFT, and its wide scope is extended to the total synthesis of glycozoline and murrayafoline A. This method has proven to be tolerant of a broad range of functional groups. This journal is the Partner Organisations 2014.

Mastering tricyclic ring systems for desirable functional cannabinoid activity

There is growing interest in using cannabinoid receptor 2 (CB2) agonists for the treatment of neuropathic pain and other indications. In continuation of our ongoing program aiming for the development of new small molecule cannabinoid ligands, we have synthesized a novel series of carbazole and γ-carboline derivatives. The affinities of the newly synthesized compounds were determined by a competitive radioligand displacement assay for human CB2 cannabinoid receptor and rat CB1 cannabinoid receptor. Functional activity and selectivity at human CB1 and CB2 receptors were characterized using receptor internalization and [35S]GTP-γ-S assays. The structure-activity relationship and optimization studies of the carbazole series have led to the discovery of a non-selective CB1 and CB2 agonist, compound 4. Our subsequent research efforts to increase CB2 selectivity of this lead compound have led to the discovery of CB2 selective compound 64, which robustly internalized CB2 receptors. Compound 64 had potent inhibitory effects on pain hypersensitivity in a rat model of neuropathic pain. Other potent and CB2 receptor-selective compounds, including compounds 63 and 68, and a selective CB1 agonist, compound 74 were also discovered. In addition, we identified the CB2 ligand 35 which failed to promote CB2 receptor internalization and inhibited compound CP55,940-induced CB2 internalization despite a high CB2 receptor affinity. The present study provides novel tricyclic series as a starting point for further investigations of CB2 pharmacology and pain treatment.

Novel Tricyclic Modulators of Cannabinoid Receptors

The compounds of the invention are modulators of cannabinoid receptors CB1 or CB2. The compounds can be used for the prevention or treatment of, e.g., pain, cancer, skin diseases, weight-associated disorders, chemical addictions, psychiatric disorders, neurodegenerative disorders, bone diseases, and inflammatory diseases. The compounds of the invention can further be used to study these diseases and disorders, as well as cannabinoid receptor biology, by coupling the compounds to, e.g., imaging agents.

NOVEL PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL-COA DESATURASE

The present invention relates to piperazine derivatives that act as inhibitors of stearoyl-CoA desaturase. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.

NOVEL PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL-CoA DESATURASE

The present invention relates to piperidine derivatives that act as inhibitors of stearoyl-CoA desaturase. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.