6622-54-4

Usage

Uses

Used in Pharmaceutical Industry:
9-CARBAZOLEPROPIONIC ACID is used as a potential inhibitor for Human Farnesyltransferase, an enzyme that plays a crucial role in the post-translational modification of proteins. Inhibition of this enzyme can have significant implications in the treatment of various diseases, including cancer, as it may help prevent the activation of certain oncogenes and the uncontrolled cell growth associated with tumor formation.

InChI:InChI=1/C15H13NO2/c17-15(18)9-10-16-13-7-3-1-5-11(13)12-6-2-4-8-14(12)16/h1-8H,9-10H2,(H,17,18)

Upstream product

• 5337-01-9 N-(2-cyanoethyl)carbazole 
• 539-74-2 Ethyl 3-bromopropionate 
• 86-74-8 9H-carbazole 
• 3395-91-3 Methyl 3-bromopropionate 
• 590-92-1 3-Bromopropionic acid 

Downstream Products

• 10257-99-5 5,6-dihydro-pyrido[3,2,1-jk]carbazol-4-one 
• 116605-12-0 5-benzyl-pyrido[3,2,1-jk]carbazol-4-one 

Relevant academic research and scientific papers

Electrochemical Polymerization Provides a Function-Integrated System for Water Oxidation

Water oxidation is a key reaction in natural and artificial photosynthesis. In nature, the reaction is efficiently catalyzed by a metal-complex-based catalyst surrounded by hole-transporting amino acid residues. However, in artificial systems, there is no example of a water oxidation system that has a catalytic center surrounded by hole transporters. Herein, we present a facile strategy to integrate catalytic centers and hole transporters in one system. Electrochemical polymerization of a metal-complex-based precursor afforded a polymer-based material (Poly-1). Poly-1 exhibited excellent hole-transporting ability and catalyzed water oxidation with high performance. It was also revealed that the catalytic activity was almost completely suppressed in the absence of the hole-transporting moieties. The present study provides a novel strategy for constructing efficient molecule-based systems for water oxidation.

Viscosity sensitive fluorescent coumarin-carbazole chalcones and their BF2 complexes containing carboxylic acid – Synthesis and solvatochromism

Red emitting coumarin-carbazole chalcones of the D- π –A and D–π–A–π–D type were synthesized with the coumarin core as acceptor and carbazole with anchoring carboxylic group at the end of N-alkyl chain as donor. The introduction of extra donor on the coumarin core led to bathochromic shift. Further, the BF2 complexation of the synthesized chalcones led to emission in red region due to efficient increase in the electron attracting capacity of coumarin acceptor. A strong emission solvatochromism than absorption was observed for the studied dyes which is well understood with the help of the multi-linear regression analysis. The frontier molecular orbital analysis of the dyes suggest strong intramolecular charge transfer characteristics. Viscosity induced emission enhancement was observed for all dyes in polar-protic (ethanol: PEG 400) solvent mixtures. As the dyes 6 and 8 emit at 612 nm and 647 nm in polar solvents these can be used as red emitting fluorescent molecular rotors.

Thermally Activated Delayed Fluorescence Benzyl Cellulose Derivatives for Nondoped Organic Light-Emitting Diodes

Thermally activated delayed fluorescence (TADF) benzyl cellulose derivatives (TBC-X), which contained both carbazole (host) and phthalimide-based TADF dye (guest) moieties, were prepared from 2,3-di-O-benzyl cellulose in high yields. The TBC-X samples were soluble in common organic solvents such as CH2Cl2, CHCl3, THF, and toluene. The photoluminescence spectra of TBC-X spin-coated films had a single emission peak derived only from guest moieties, which indicated efficient energy transfer from the host to guest moieties. The TBC-10 (with a content of host and guest moieties of 93 and 7, respectively) in a spin-coated film had the highest photoluminescence quantum yield of 55.3% and TADF characteristics. A nondoped organic light-emitting diode with TBC-10 as the emitting layer showed green emission (λEL = 517 nm) and achieved a maximum external quantum efficiency of 5.9%.

Phenothiazine-based CaaX competitive inhibitors of human farnesyltransferase bearing a cysteine, methionine, serine or valine moiety as a new family of antitumoral compounds

A new family of CaaX competitive inhibitors of human farnesyltransferase based on phenothiazine and carbazole skeleton bearing a l-cysteine, l-methionine, l-serine or l-valine moiety was designed, synthesized and biologically evaluated. Phenothiazine derivatives proved to be more active than carbazole-based compounds. Phenothiazine 1b with cysteine residue was the most promising inhibitor of human farnesyltransferase in the current study.

Peptide chemistry applied to a new family of phenothiazine-containing inhibitors of human farnesyltransferase

Novel phenothiazine derivatives bearing an amino acid residue were synthesized via peptide chemistry, and evaluated for their inhibitory potential on human farnesyltransferase. The phenothiazine unit proved to be an important bulky unit in the structure o

Peptide chemistry applied to a new family of phenothiazine-containing inhibitors of human farnesyltransferase

Novel phenothiazine derivatives bearing an amino acid residue were synthesized via peptide chemistry, and evaluated for their inhibitory potential on human farnesyltransferase. The phenothiazine unit proved to be an important bulky unit in the structure o

Synthesis, Structure, and Excimer Formation of Cholesteric Liquid Crystals Containing Carbazolyl Groups Covalently Linked to a Cholesterol Group

Cholesteryl 3-(9-carbazolyl)propanoate (9Cz-2) and cholesteryl 3-propanoate (3Cz-2) were synthesized.They did not show a cholesteric mesophase by themselves, but their 1:1 mixture with other cholesteryl arylpropanoates showed cholesteric mesophases near room temperature.The average orientations of the two types of carbazolyl groups in the quasinematic layer were determined by circular dichroism and circularly polarized fluorescence spectroscopy.Their fluorescence spectra showed a monomer fluorescence with small contribution of excimer.The intensity ratio of the excimer to monomer fluorescence of 3Cz-2 was larger than that of 9Cz-2 and reached the minimum value at the cholesteric-isotropic transition temperature.Fluorescence decay analysis indicated that monomolecular decay processes of the carbazolyl excited state are not affacted by the phase change.On the contrary, bimolecular decay processes, including excimer formation, were found to be sensitive to the phase change.Little photocurrent was observed by pulsed irradiation with a N2 laser to the cholesteric liquid crystalline mixtures containing 9Cz-2.