4921-84-0

Usage

Chemical structure

Thiourea derivative with a benzoyl group and a 1-naphthyl group attached to the nitrogen atom.

Coordination chemistry

Often used as a ligand to form stable complexes with metal ions.

Synthetic organic chemistry

Employed as a reagent in various chemical reactions and processes.

Antimicrobial properties

Exhibits potential to inhibit the growth of microorganisms.

Anti-inflammatory properties

Demonstrates potential to reduce inflammation.

Research and industrial settings

Versatile compound with applications in both research and industrial settings.

Stability

Known for its ability to form stable complexes with metal ions, which makes it useful in various chemical reactions and processes.

InChI:InChI=1/C18H14N2OS/c21-17(14-8-2-1-3-9-14)20-18(22)19-16-12-6-10-13-7-4-5-11-15(13)16/h1-12H,(H2,19,20,21,22)

Upstream product

• 1147550-11-5 ammonium thiocyanate 
• 134-32-7 1-amino-naphthalene 
• 98-88-4 benzoyl chloride 
• 532-55-8 Benzoyl isothiocyanate 
• 102-56-7 2,5-dimethoxyaniline 

Downstream Products

• 1240-37-5 N,N'-bis(1-naphthyl)thiourea 
• 6833-19-8 1-naphthanilide 
• 134-32-7 1-amino-naphthalene 
• 100-52-7 benzaldehyde 
• 134-81-6 benzil 
• 551-06-4 1-isothiocyanatonaphthalene 
• 86-88-4 naphthalen-1-yl-thiourea 
• 1619-51-8 [4-(4-tert-butyl-phenyl)-thiazol-2-yl]-naphthalen-1-yl-amine 
• 1843-13-6 [1]naphthyl-(4-phenyl-thiazol-2-yl)-amine 

Relevant academic research and scientific papers

Kinetic analysis of new multi-component reaction for the formation of Z-N-(3-(naphthalene-2-yl)-4-oxothiazolidine-2-ylidene) benzamide

A new three-component reaction was studied kinetically among benzoyl isothiocyanate (1), 1-naphthylamine (2), and methyl bromoacetate (3) in the presence of triethylamine (4) as a catalyst, to yield Z-N-(3-(naphthalene-2-yl)-4-oxothiazolidine-2-ylidene) b

Novel (4-oxothiazolidine-2-ylidene)benzamide derivatives: synthesis, characterization and crystal structures

A convenient, one-pot, multicomponent synthesis of new (4-oxothiazolidine-2-ylidene)benzamide derivatives by unsymmetrical thioureas, various amines and methyl bromoacetate has been developed. These new compounds were characterized by IR, 1HNMR

Synthesis and antitumor evaluation of 5-(benzo[: D] [1,3]dioxol-5-ylmethyl)-4-(tert -butyl)- N -arylthiazol-2-amines

A series of novel N-aryl-5-(benzo[d][1,3]dioxol-5-ylmethyl)-4-(tert-butyl)thiazol-2-amines (C1-C31) were synthesized and evaluated for their antitumor activities against HeLa, A549 and MCF-7 cell lines. Some tested compounds showed potent growth inhibition properties with IC50 values generally below 5 μM against the three human cancer cells lines. Compound C27 showed potent activities against HeLa and A549 cell lines with IC50 values of 2.07 ± 0.88 μM and 3.52 ± 0.49 μM, respectively. Compound C7 (IC50 = 2.06 ± 0.09 μM) was the most active compound against A549 cell line, while compound C16 (IC50 = 2.55 ± 0.34 μM) showed the best inhibitory activity against the MCF-7 cell line. The preliminary mechanism of the inhibitory effect was investigated via further experiments, such as morphological analysis by dual AO/EB staining and Hoechst 33342 staining, and cell apoptosis and cycle assessment by FACS analysis. The results illustrated that compound C27 could induce apoptosis and cause both S-phase and G2/M-phase arrests in HeLa cell line. Therefore, compound C27 could be developed as a potential antitumor agent.

Synthesis and Cytotoxicity in Vitro of N-Aryl-4-(Tert-butyl)-5-(1H-1,2,4-triazol-1-yl)thiazol-2-amine

A series of novel N-aryl-4-(tert-butyl)-5-(1H-1,2,4-triazol-1-yl)thiazol-2-amines were synthesized in a green way. H2O2-NaBr Brominating circulatory system was used in the synthesis of the key intermediate in a mild condition. All of the target compounds were confirmed by1H NMR and elemental analysis and tested for their cytotoxicity against two different human cancer cell lines. The cytotoxicity assay revealed that some of the title compounds showed moderate to strong cytotoxic activities. Compound 2i was the most potent compound with the IC50 values of 9 μMagainst Hela cells and 15 μMagainst Bel-7402 cells, respectively.

Access to a new class of biologically active quinoline based 1,2,4-triazoles

As an aspect of our ongoing research in search of new antimicrobial armamentarium, a series of 1,2,4-triazol-3-ylthio-acetamides was constructed and in vitro analyzed for their antimicrobial activity against several bacteria and fungi. Aiming to establish an increased potency, the bioassay results were matched to those of 1,3,4-oxadiazoles, utilized previously. Remarkably, 1,2,4-triazoles were found to possess a good spectrum of antifungal potency, which eventually suggested the azole template as an essential pharmacophore to diversify the biological occupations of the attendant molecules. However, it was noticed that the potency of final analogs against each strain placed reliance on the type of substituent present on benzothiazole ring. The structures of final compounds were confirmed with the aid of IR, 1H NMR, 13C NMR spectroscopy and CHN analysis.

Synthesis and crystal structure of some novel 2-aroylimino-3-aryl-4-phenyl- 1,3-thiazolines

An efficient synthesis of some novel 2-aroylimino-3-aryl-4-phenyl-1,3- thiazolines was carried out by base-catalyzed cyclization of 1-aroyl-3-arylthioureas with acetophenone in the presence of bromine. The structures were confirmed by spectroscopic data,

Optimization of 2-aminothiazole derivatives as CCR4 antagonists

A series of 2-aminothiazole-derived antagonists of the CCR4 receptor has been synthesized and their affinity for the receptor evaluated using a [125I]TARC (CCL17) displacement assay. Optimization of these compounds for potency and pharmacokinetic properties led to the discovery of potent, orally bioavailable antagonists.

Microwave Promoted Efficient Synthesis of N-Aryl-N′-aroyl Thioureas under Solvent-Free and Phase Transfer Catalysis Conditions

A simple, rapid and efficient method for the synthesis of N-aryl-N′-aroyl thioureas under phase transfer catalysis, microwave irradiation and solvent-free conditions is reported.

A mild and efficient synthesis of N-aryl-N′-aroyl thioureas under phase transfer catalysis and solvent-free conditions

A series of N-aryl-N′-aroyl thioureas 3a-m were synthesized in high yields (80.0-98.1%) by an environmentally benign, simple and efficient method under phase transfer catalysis and solvent-free conditions.

SYNTHESIS AND STUDY OF NEW N-BENZOYLTHIOUREA DERIVATIVES

A series of new derivatives of N-benzoylthiourea were synthesized and characterized, and the kinetics of their reactions with cumene hydroperoxide was studied.