4921-84-0

Basic information

• Product Name: 1-Benzoyl-3-(1-naphtyl)thiourea
• Synonyms: 1-Benzoyl-3-(1-naphtyl)thiourea;USAF K-1451;N-[(1-naphthylamino)carbonothioyl]benzamide
• CAS NO: 4921-84-0
• Molecular Formula: C₁₈H₁₄N₂OS
• Molecular Weight: 306.38
• Mol File: 4921-84-0.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Density: 1.316g/cm³
• Refractive Index: 1.743
• CAS DataBase Reference: 1-Benzoyl-3-(1-naphtyl)thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzoyl-3-(1-naphtyl)thiourea(4921-84-0)
• EPA Substance Registry System: 1-Benzoyl-3-(1-naphtyl)thiourea(4921-84-0)

Safety Data

• Hazardous Substances Data: 4921-84-0(Hazardous Substances Data)

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

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

Downstream Products

• 86-88-4 naphthalen-1-yl-thiourea 
• 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 
• 1843-13-6 [1]naphthyl-(4-phenyl-thiazol-2-yl)-amine 
• 1619-51-8 [4-(4-tert-butyl-phenyl)-thiazol-2-yl]-naphthalen-1-yl-amine 

Relevant articles and documents

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

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.

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.