524-80-1

Usage

Purification Methods

Crystallise the acid from ethyl acetate. [Fan et al. Anal Chim Acta 367 1 1998, Beilstein 20 III/IV 3841.]

InChI:InChI=1/C14H11NO2/c16-14(17)9-15-12-7-3-1-5-10(12)11-6-2-4-8-13(11)15/h1-8H,9H2,(H,16,17)

Upstream product

• 6209-23-0 2-(9H-carbazole-9-yl) acetic acid ethyl ester 
• 86-74-8 9H-carbazole 
• 79-08-3 bromoacetic acid 
• 79-11-8 chloroacetic acid 
• 105-36-2 ethyl bromoacetate 
• 105-39-5 chloroacetic acid ethyl ester 
• 7748-25-6 potassium chloroacetate 
• 33650-06-5 sodium salt of carbazole 
• 143948-85-0 N-((methoxycarbonyl)methyl)carbazole 

Downstream Products

• 1484-12-4 N-methylcarbazole 
• 937269-47-1 (triphenylphosphine)2Ag(N-carbazolylacetic acid-H) 
• 1449415-35-3 C₃₈H₃₅N₅O₅ 
• 1219733-91-1 C₃₂H₃₁N₅O₅ 
• 148582-32-5 9-<(((3-(aminomethyl)benzyl)amino)carbonyl)methyl>carbazole 
• 148582-31-4 9-<(((3-((((benzyloxy)carbonyl)amino)methyl)benzyl)amino)carbonyl)methyl>carbazole 

Relevant academic research and scientific papers

Biocompatible small peptide super-hydrogelators bearing carbazole functionalities

For the first time we have introduced carbazole capping groups onto two short peptide sequences, namely a diphenylalanine dipeptide and a glycine-diphenylalanine tripeptide, giving compounds 1 and 2, respectively. Both molecules form hydrogels at low concentrations, as low as 0.03% (w/v) for 1 - well within the range of supergelators. Both gelators are composed of small ca. 2 nm thick molecular fibres, as elucidated by AFM and are non-cytotoxic towards HeLa cells at concentrations which are at or above their minimum gelation concentration.

Tricyclic heterocycles display diverse sensitivity to the A147T TSPO polymorphism

The 18 kDa translocator protein (TSPO) is a target for the development of imaging agents to detect neuroinflammation. The clinical utility of second-generation TSPO ligands has been hindered by the presence of a polymorphism, rs6971, which causes a non-co

First Nondiscriminating Translocator Protein Ligands Produced from a Carbazole Scaffold

Development of neuroinflammation agents targeting the translocator protein (TSPO) has been hindered by a common single nucleotide polymorphism (A147T) at which TSPO ligands commonly lose affinity. To this end, carbazole acetamide scaffolds were synthesized and structure activity relationships elaborated to explore the requirements for high-affinity binding to both TSPO wild type (WT) and the polymorphic TSPO A147T. This study reports high binding affinity and nondiscriminating TSPO ligands.

N of a kind of preparation method of-carbencillin methyl carbazole

The invention relates to a method for preparing N-carboxymethylcarbazole. The method comprises the steps of directly mixing carbazole, potassium acetate and N, N-dimethylformamide, then, heating and regulating the pH value to 8-9 in heating; then, cooling the reaction solution, and regulating the solution to be strong acid; and next, adding the solution into water to obtain N-carboxymethylcarbazole. According to the invention, N-carboxymethylcarbazole is obtained by taking carbazole and potassium acetate as raw materials through one-step synthesis; the method is short in reaction time, simple in reaction process, easy to operate, very high in raw material conversion rate and high in product yield (more than 95%); and the novel design thought provides more application space for the synthesis of N-carboxymethylcarbazole.

Influence of polyhedral oligomeric silsesquioxanes (POSS) on blue light-emitting materials for OLED

By using Heck polycondensation, we have synthesized carbazole-based alt-copolymers tethered with polyhedral oligomeric silsesquioxanes (POSS), which had well-defined architectures, similar polymerization degrees and the different contents of POSS. The effect of POSS content and the length of the side chain containing POSS on the electroluminescence properties of these polymers were investigated. POSS particles in these alt-copolymers showed excellent dispersity and prevented the interchain aggregation of polymers in film state well. Besides, POSS benefited charge balance by increasing the electron current density, which led to a higher luminance and current efficiency, as well as purer blue light-emitting.

Synthesis and characterization of six new carbazolyl porphyrins

Novel 4-(N-carbazole methyl) benzoic acid and N-carbazolacetic acid are synthesized, then six new carbazolyl porphyrins are synthesized by bonding these acids to hydroxy porphyrin or amido porphyrin via acyl chloride or N,N'-dicyclohexylcarbodiimide (DCC)

Design, synthesis, DNA-binding and cytotoxicity evaluation of new potential combilexines

Combilexines, compounds in which a DNA intercalator is linked to a minor groove binding component, interact with the DNA in a sequence specific manner to yield in most cases compounds with anticancer activity. A series of new compounds closely related to netropsin in which the two components were linked by an amide group was synthesised as potential combilexines. As some of these compounds showed cytotoxic activity in vitro, an attempt was made to rationalise their mechanism of action. The DNA binding characteristics of the carboxamides were evaluated by thermal denaturation experiments and by ethidium bromide displacement assay. Their ability to inhibit the topoisomerase I was also determined. It was concluded that the new compounds were only weak DNA ligands although able in some cases to inhibit topoisomerase I.

Structural diversity and properties of a series of dinuclear and mononuclear copper(II) and copper(I) carboxylato complexes

The syntheses, crystal structures, magnetic and photoluminescence properties of a series of dinuclear and mononuclear copper(II) and copper(I) N-carbazolylacetate [N-carbazolylacetic acid = Hcabo] with different carboxylato coordination modes are reported. Although the carboxylato group has different coordination modes, the same carboxylate ligand binding to copper ion via four coordinating modes is rare. The crystal (structure of complex [Cu2(Cabo)4(dmf)2]·2dmf (1) consists of a symmetrical dimeric Cu(II) carboxylato paddle-wheel core and oxygen atoms from dmf at the apical positions. The dinuclear complex [Cu)2(Cabo)3(phen)2ClO4·H 2O·C2H5OH (2) (phen = 1,10-phenanthroline) consists of an unusual dimeric core with two copper atoms bridged by three carboxylates one of which is in the η:η:μ2 bridging mode and the other two are in the rarer monoatomic bridging mode. To our knowledge, the present bridging mode has not been reported hitherto. Magnetic susceptibilities were measured in the temperature range 2-300 K. It is found that paddle-wheel copper(II) ions in 1 are strongly coupled antiferromagnetically with 2J = 356.4(6) cm-1, whereas complex 2 shows weak antiferromagnetic interaction with a 2J value of -12.8(4) cm-1. Copper(I) N-carbazolylacetate with strong fluorescence in the solid state as well as high thermal stability was obtained by reduction of the copper(II) N-carbazolylacetate using PPh3 (triphenylphosphine) in dmf solution.

Phosphate linked oligomers

Novel ethylene glycol compounds bearing various functional groups are used to prepare oligomeric structures. The ethylene glycol monomers can be joined via standard phosphate linkages including phosphorothioate, phosphodiester, and phosphoramidate linkages. Useful functional groups include nucleobases as well as polar groups, hydrophobic groups, ionic groups, aromatic groups and/or groups that participate in hydrogen-bonding.