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Usage

Uses

Used in Oncology:
TCQ is used as a chemotherapeutic agent for its potential anti-tumor properties. It has been studied for its ability to inhibit the growth of cancer cells, making it a promising candidate for the development of new cancer treatments.
Used in Anti-malarial Applications:
TCQ is used as a potential anti-malarial drug due to its demonstrated activity against the parasite that causes malaria. It shows promise as a candidate for the development of new anti-malarial therapies.
Used in Neurological Disorders Treatment:
TCQ is used as a neuroprotective agent for its potential to inhibit the activity of certain enzymes involved in the progression of neurological diseases. It is a promising candidate for the development of new treatments for such conditions.

Upstream product

• 5470-96-2 quinoline 2-carbaldehyde 
• 79-19-6 thiosemicarbazide 

Relevant academic research and scientific papers

In vitro evaluation of the activity of thiosemicarbazone derivatives against mycotoxigenic fungi affecting cereals

With a steadily increasing world population, a more efficient system of food production is of paramount importance. One of the major causes of food spoilage is the presence of fungal pathogens and the production and accumulation of mycotoxins. In the pres

Two 8-hydroxyquinoline-based fluorescent chemosensors for ultra-fast and sensitive detection of water content in strong polar organic solvents with large Stokes shifts

It is of great significance to detect the moisture in organic solvents before used in water-sensitive reactions. Herein, two Schiff base quinoline derivatives, 8-hydroxyquinoline-2-carboxaldehyde thiosemicarbazone (HQCT) and 8-hydroxyquinoline-2-carboxaldehyde (pyridine-2-carbonyl)-hydrazine (HQPH), were designed and synthesized by a simple one-step reaction, and used as fluorescent chemosensors for ultra-fast and sensitive detection of water content in strong polar organic solvents. Based on excited-state intramolecular proton transfer (ESIPT) process, HQCT and HQPH exhibited strong fluorescence emissions with large Stokes shifts in dimethyl sulfoxide (DMSO) and N, N-dimethylformamide (DMF) solvents compared to other various organic solvents, and their fluorescence quenching and fluorescent color changes were obviously observed with increasing water content. The experimental results revealed that the hydroxyl groups substituted at the 8-position of HQCT and HQPH played a key role in the fluorescence emission processes. Dynamic light scattering (DLS) and 1H NMR titration indicated that the sensing mechanism for the detection of water was based on inhibition of the ESIPT by H2O via forming hydrogen bonds. In the range of 0.0–1.8 wt%, the fluorescence intensity of chemosensors changed as a linear function of water content. The detection limits of water in DMSO by HQCT and HQPH were as low as 0.0220 wt% and 0.0274 wt%, respectively. Moreover, HQCT and HQPH are successfully applied for the detection of moisture content in real commercial organic solvents.

A new nickel(II) complex with the thiosemicarbazone of quinoline-2- carboxaldehyde: Structure, DNA-binding, cleavage, and cytotoxic activities

[Ni(QTS)2]ClCH3OH, where QST=quinoline-2- carboxaldehyde thiosemicarbazone, has been synthesized and characterized. The complex crystallized in a monoclinic system with space group P2(1)/n. Nickel(II) is situated in a distorted octahedral geometry with two tridentate ligands and one ligand is mono-deprotonated to coordinate to nickel(II). Interaction of the nickel(II) complex with calf thymus DNA was investigated by electronic absorption, CD, and fluorescence spectra. The results suggest that nickel(II) complex binds to DNA through a groove binding mode. The nickel(II) complex exhibited efficient DNA cleavage at micromolar concentration in the presence of ascorbate with hydroxyl radicals as the active species. Invitro cytotoxicity assay showed that the nickel(II) complex was more potent against MCF-7 cell line but less active against A-549 cell line than cisplatin at the concentrations tested.

Anti-neurotoxic evaluation of synthetic and characterized metal complexes of thiosemicarbazone derivatives

Quinoline-2-caboxyaldehyde thiosemicarbazone (HL1) and quinoline -2-caboxyaldehyde N-dimethyl thiosemicarbazone (HL2) metal complexes were prepared and characterized using analytical and spectroscopic techniques. The measurements showed that ligands behave as monovalent or neutral tridentate ligands bonding via azomethine, quinoline ring nitrogen atoms and sulfur atoms in thiol or thion forms. The anti-neurotoxic effect of ligands and their complexes showed that, exposure to aluminum increase oxidative stress in the brain, an effect that could be offset by concomitant thiosemicarbazone complexes. Complexes could be having an effect on absorption or excretion of aluminum, due to their chelating activity. These findings may shed light on the potential clinical importance of thiosemicarbazone complexes in Alzheimer's disease.

Dual-mode chemosensor and heavy metal detection method using thereof

[Schiff base] The present invention relates to compositions and the like for detecting heavy metal ions comprising novel zeroes. Since the chemical sensor using Schiff base can determine whether heavy metal is contained in the specimen, it is convenient t

Structural study of Pt(II) and Pd(II) complexes with quinoline-2-carboxaldehyde thiosemicarbazone

Two square-planar complexes, [PtLCl] (1) and [PdLCl] (2), were synthesized with quinoline-2-carboxaldehyde thiosemicarbazone ligand (HL), and characterized by IR and NMR spectroscopy and single crystal X-ray diffraction analysis. In both complexes, L- is coordinated tridentately via the same donor atom set, while the fourth coordination site is occupied by a chloride ion. However, the complexes are not isostructural due to different types of non-covalent intermolecular interactions. These interactions were analyzed using Hirshfeld surfaces and two-dimensional fingerprint plots.

Quinoline-2-carboxaldehyde thiosemicarbazones and their Cu(II) and Ni(II) complexes as topoisomerase IIa inhibitors

A series of quinoline-2-carboxaldehyde thiosemicarbazones and their copper(II) and nickel(II) complexes were synthesized and characterized. In all complexes the ligands are in the E configuration with respect to the imino bond and behave as terdentate. Th

Refinement of arylthiosemicarbazone pharmacophore in inhibition of mushroom tyrosinase

Melanin play a major role in human skin protection and their biosynthesis is vital. Due to their color, they contribute to the skin pigmentation. Tyrosinase is a key enzyme involved in the first stage of melanin biosynthesis, it catalyzes the transformation of tyrosine into l-dopaquinone. The aim of the present study was to study molecules able to inhibit tyrosinase to be used in treating depigmentation-related disorders. In this study, we targeted arylthiosemicarbazone analogs with the aim to contribute to the identification of the optimal aryl ring to be linked to the thiosemicarbazone moiety. The biological activity was evaluated on commercial mushroom tyrosinase which was purified prior use. The results demonstrated that several of our compounds (1a-h, 1j, 1r and 5) had more potent inhibitory activities than kojic acid which was used as the reference inhibitor.

A series of α-heterocyclic carboxaldehyde thiosemicarbazones inhibit topoisomerase IIα catalytic activity

A series of novel thiosemicarbazone derivatives bearing condensed heterocyclic carboxaldehyde moieties were designed and synthesized. Among them, TSC24 exhibited broad antiproliferative activity in a panel of human tumor cells and suppressed tumor growth in mice. The mechanism research revealed that TSC24 was not only an iron chelator but also a topoisomerase IIα catalytic inhibitor. Its inhibition on topoisomerase IIα was due to direct interaction with the ATPase domain of topoisomerase IIα which led to the block of ATP hydrolysis. Molecular docking predicted that TSC24 might bind at the ATP binding site, which was confirmed by the competitive inhibition assay. These results about the mechanisms involved in the anticancer activities of thiosemicarbazones will aid in the rational design of novel topoisomerase II-targeted drugs and will provide insights into the discovery and development of novel cancer therapeutics based on the dual activity to chelate iron and to inhibit the catalytic activity of topoisomerase IIα.

Magnetic and Infrared Studies of Metal Complexes of Quinoline-2-aldehyde Thiosemicarbazone

Solid complexes of quinoline-2-aldehyde thiosemicarbazone (QAT) with copper (II), nickel (II), cobalt (III), palladium (II), zinc (II) and cadmium (II) have been prepared and characterized by uv and ir techniques.Magnetic susceptibility of the complexes are also measured.The results suggest the formation of 5-membered chelates involving chelation through hydrazinic nitrogen and thioenolic sulphur.