7410-40-4

Usage

InChI:InChI=1/C12H11N3OS/c13-12(17)15-14-7-10-9-4-2-1-3-8(9)5-6-11(10)16/h1-7,14H,(H3,13,15,17)/b10-7-

Upstream product

• 4346-94-5 thiosemicarbazide hydrochloride 
• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 
• 79-19-6 thiosemicarbazide 

Downstream Products

• 307543-88-0 (E)?1?(2?(2?((2?hydroxynaphthalen?1?yl)methylene)hydrazineyl)?4?methylthiazol?5?yl)ethan?1?one 
• 1417424-10-2 [Ni(2-hydroxy-1-naphthaldehyde thiosemicarbazone)(triphenylphosphine)]Cl*H₂O 

Relevant academic research and scientific papers

A zomethine-clubbed thiazoles as human tissue non-specific alkaline phosphatase (h -TNAP) and intestinal alkaline phosphatase (h -IAP) Inhibitors: kinetics and molecular docking studies

Abstract: Thiazole derivatives are known inhibitors of alkaline phosphatase, but various side effects have reduced their curative efficacy. Conversely, compounds bearing azomethine linkage display a broad spectrum of biological applications. Therefore, combining the two scaffolds in a single structural unit should result in joint beneficial effects of both. A new series of azomethine-clubbed thiazoles (3a–i) was synthesized and appraised for their inhibitory potential against human tissue non-specific alkaline phosphatase (h-TNAP) and human intestinal alkaline phosphatase (h-IAP). Compounds 3c and 3f were found to be most potent compounds toward h-TNAP with IC50 values of 0.15 ± 0.01 and 0.50 ± 0.01?μM, respectively, whereas 3a and 3f exhibited maximum potency for h-IAP with IC50 value of 2.59 ± 0.04 and 2.56 ± 0.02?μM, respectively. Molecular docking studies were also performed to find the type of binding interaction between potential inhibitor and active sites of enzymes. The enzymes inhibition kinetics studies were carried out to define the mechanism of enzyme inhibition. The current study leads to discovery of some potent inhibitors of alkaline phosphatase that is promising toward identification of compounds with druggable properties. Graphical abstract: [Figure not available: see fulltext.]

The synthesis and evaluation of the antitumor and antibacterial activity of two novel oxovanadium complexes

Two novel oxovanadium(IV) complexes ([VO(hntdtsc)(BPIP)] and [VO(hntdtsc)(MOPIP)] (hntdtsc = 2-hydroxy-1-naphthaldehydethiosemicarbazone, BPIP = 2-(4-bromophenyl)-imidazo[4,5-f]-1,10-phenanthroline, MOPIP = 2-(4-methoxyphenyl)-imidazo[4,5-f]1,10-phenanthr

Synthesis, characterization of platinum(II) complexes of Schiff base ligands and evaluation of cytotoxic activity of platinum nanoparticles

New cytotoxic mononuclear Pt(II) coordination complexes of ligands {hydrazinecarboxamide (L1H) and hydrazinecarbothioamide (L2H) of 2-hydroxy-1-naphthaldehyde} have been synthesized. Free ligands, their metal complexes, and metal nanoparticles have been characterized based on elemental analysis, melting point, and molecular weight determinations, magnetic measurements, SEM, IR, 1H NMR, and UV–Visible spectra. Square planar geometry has been proposed to the complexes. The ligands and their complexes exhibit antimicrobial effects against various strains of bacteria and fungi. Platinum(II) nanoparticles were prepared by using green technique. The gel electrophoresis clearly exhibits that the metal complexes along with the ligands show cleavage activity on DNA of Escherichia coli (ATCC 25922). The newly synthesized complexes manifested significant in?vitro cytotoxicity against human MCF-7 breast adenocarcinoma cancer cell line with cell death mainly caused by apoptosis. Further, nanoparticles of Pt complex exhibited MCF-7 cell multiplication through induction of apoptotic cell death.

Novel molecular discovery of promising amidine-based thiazole analogues as potent dual Matrix Metalloproteinase-2 and 9 inhibitors: Anticancer activity data with prominent cell cycle arrest and DNA fragmentation analysis effects

Thiazole derivatives are known to possess various biological activities such as antiparasitic, antifungal, antimicrobial and antiproliferative activities. Matrix metalloproteinases (MMPs) are important protease target involved in tumor progression includi

Oxovanadium phenanthroimidazole derivatives: synthesis, DNA binding and antitumor activities

Four unsymmetrical oxovanadium phenanthroimidazole complexes, [VO(hntdtsc)(NPIP)] (1), [VO(hntdtsc)(CPIP)] (2), [VO(hntdtsc)(MEPIP)] (3) and [VO(hntdtsc)(HPIP)] (4) (hntdtsc?=?2-hydroxy-1-naphthaldehyde thiosemicarbazone, NPIP?=?2-(4-nitrophenyl)-imidazo[

Synthesis, Characterization, Thermochromism, and Photochromism of Aromatic Aldehyde Hydrazone Derivatives

The Schiff bases N-(5-phenylthiazole-2-yl)-2-hydroxylnaphthaldehydehydrazone (1), N-(4′-chloro-5-phenylthiazole-2-yl)-2-hydroxylnaphthaldehydehydrazone (2), and N-(4′-nitro-5-phenylthiazole-2-yl)-2-hydroxylnaphthaldehydehydrazone (3) were synthesized. The

In vitro antiproliferative activity of palladium(ii) thiosemicarbazone complexes and the corresponding functionalized chitosan coated magnetite nanoparticles

This work reports the synthesis and characterization of palladium(ii) complexes Pd(L1)2 (1), Pd(L2)2 (2), Pd(L3)2 (3) and Pd(L4)2 (4), where L1H: 1-naphthal

Developing anticancer ferric prodrugs based on the N-donor residues of human serum albumin carrier IIA subdomain

To improve the selectivity, delivery, and activity of ferric (Fe) anticancer agents, we design prodrugs based on N-donor residues of the human serum albumin (HSA) carrier IIA subdomain. We synthesized six Fe(III) compounds derived from 2-hydroxy-1-naphtha

Dual anion colorimetric and fluorometric sensing of arsenite and cyanide ions

A naphthalene appended probe, 2-((2-hydroxynaphthalen-1-yl)methylene)hydrazine carbothioamide, was synthesized and found to recognize AsO2- and CN- ions with turn-on emission fluorescence over different anions in a DMF:H2O (HEPES buffer, pH = 7.2) (9:1, v/v solution) medium. The probe was characterized using different techniques including NMR, IR, CHNS, UV-visible and ESI mass spectroscopy. This probe shows colorimetric change and an enhancement in the fluorescence emission with arsenite and cyanide ions among the other anions. The 1:1 and 1:2 stoichiometries of the probe with arsenite and cyanide ions, respectively, were calculated from the Job's plots based on the UV-visible spectra. The binding constant was established using the B-H (Benesi-Hildebrand) plots for both anions arsenite and cyanide as 3.1 × 105 and 1.9 × 106, respectively. The limit of detection (LOD) of arsenite and cyanide ions was 66 nM and 77 nM, respectively, using the emission spectra. The binding affinity of probe L with both anions was determined using NMR, DFT optimization, ESI-mass spectroscopy, electrochemical behavior and optical studies. The probe is the first chemical sensor that detects both major toxic anions with significantly high detection limits.

Synthesis, characterization, and structure of some silicon containing diorganotin(IV) complexes of salicylaldehyde thiosemicarbazones

Four diorganotin(IV) complexes, bis[(trimethylsilyl)methyl]tin salicylaldehyde thiosemicarbazonate monohydrate(1), bis[(trimethylsilyl)methyl] tin 3-methoxysalicylaldehyde thiosemicarbazonate (2), bis[(trimethylsilyl) methyl]tin 5-tert-butyl-3-methylsalicylaldehyde thiosemicarbazonate (3), and bis[(trimethylsilyl)methyl]tin 2-oxylnaphthaldehyde thiosemicarbazonate (4) have been synthesized by reactions of (Me3SiCH2) 2SnCl2 with the corresponding semicarbazone. The four complexes were characterized by IR and NMR spectroscopy and elemental analyses. The X-ray studies of compounds 1 and 4 showed that the thiosemicarbazone ligands act as tridentate ligands chelating to the central tin atoms, and thus the tin atoms were five coordinated in trigonal bipyramidal geometry for both compounds. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.