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Usage

Uses

Used in Pharmaceutical Industry:
4-METHOXYBENZOYL ISOTHIOCYANATE is used as a reagent in organic synthesis for its potential to contribute to the development of new pharmaceutical compounds. Its reactivity and unique properties make it a valuable component in the creation of various medications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-METHOXYBENZOYL ISOTHIOCYANATE is utilized as a reagent in the synthesis of compounds that can help control or prevent the growth of unwanted microorganisms, thereby enhancing crop protection and yield.
Used in Cancer Research:
4-METHOXYBENZOYL ISOTHIOCYANATE is studied for its potential anti-cancer properties, serving as a compound of interest in research aimed at developing new therapeutic agents against cancer.
Used in Microbiology Research:
4-METHOXYBENZOYL ISOTHIOCYANATE is also used in microbiology research to investigate its ability to inhibit the growth of certain microorganisms, which could have applications in the development of antimicrobial agents.

InChI:InChI=1/C9H7NO2S/c1-12-8-4-2-7(3-5-8)9(11)10-6-13/h2-5H,1H3

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 592-87-0 lead(II) thiocyanate 
• 333-20-0 potassium thioacyanate 
• 540-72-7 sodium thiocyanide 
• 505-14-6 thiocyanogen 
• 1147550-11-5 ammonium thiocyanate 
• 1858-25-9 phosphoryl-isothiocyanate 
• 100-09-4 4-methoxybenzoic acid 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 121-98-2 methyl 4-methoxybenzoate 
• 345647-25-8 C₁₇H₂₈O₃Si 

Downstream Products

• 33901-36-9 5-(4-methoxy-phenyl)-1,2-dihydro-[1,2,4]triazole-3-thione 
• 14998-10-8 1-Aethoxycarbonyl-4-(4-methoxy-benzoyl)-thiosemicabazid 
• 59-49-4 2-Benzoxazolinone 
• 36145-58-1 4-Methoxybenzoylthioharnstoff 
• 128406-91-7 4-(4-Methoxy-phenyl)-9-oxa-1,3,4a-triaza-fluorene-2-thione 
• 131120-13-3 3-(1,3-benzothiazol-2-yl)-1-(4-methoxybenzoyl)thiourea 
• 131120-21-3 N-{[(6-chloro-1,3-benzothiazol-2-yl)amino]carbonothioyl}-4-methoxybenzamide 
• 59849-29-5 1-(4-methoxybenzoyl)-3-phenylthiourea 
• 223794-16-9 2-(2-hydroxy-ethyl)-5-(4-methoxy-phenyl)-1,2-dihydro-[1,2,4]triazole-3-thione 
• 57916-14-0 1,4-bis-(4-methoxy-benzoyl)-thiosemicarbazide 
• 3290-99-1 4-methoxybenzoic acid hydrazide 
• 848131-04-4 N-{N'-[(6-chloro-pyridin-3-yl)-acetyl]-hydrazinocarbothioyl}-4-methoxy-benzamide 

Relevant academic research and scientific papers

A facile synthesis of substituted N-benzoylthiourea

One pot reaction of benzoyl isothiocyanate and Tris(hydroxymethyl)aminomethane (Tris) at room temperature with polyethylene glycol-400 (PEG-400) as solid-liquid phase-transfer catalyst produced substituted N-benzoylthioureas with high yield. A reasonable pathway for their formation has been suggested.

Solvent-free synthesis of functionalised indenothiazoles using four-component reactions of ninhydrin

A one-pot synthesis of indenothiazole derivatives via four-component reactions of ninhydrin, acid chlorides, ammonium thiocyanate and primary amines at 70 °C is described. The method offers several advantages including high yields of products and an easy experimental work-up procedure.

Theoretical and experimental verification of molecular properties of novel benzamide derivatives using computational platforms and in vitro antibacterial activity

A series of N-(benzo[d]oxazol-2-ylcarbamothioyl)-2/4-substituted benzamides were synthesized by the reaction of 2-aminobenzoxazole with apposite benzoyl isothiocyanate. The structure of the newly synthesized compounds was confirmed by chemical tests, elemental (C, H, N, and S), and spectral (IR, 1H NMR, 13C NMR, and mass) analysis. All the synthesized compounds were evaluated experimentally for their antibacterial activity against Gram-positive and Gram-negative bacteria. The test results show moderate to potent antibacterial activity compared to the standard drug. The binding interactions of newly synthesized ligand and protein were correlated using a molecular docking study using a binding pocket of GlcN-6-P synthase. [Figure not available: see fulltext.].

Synthesis, kinetics and biological assay of some novel aryl bis-thioureas: A potential drug candidates for Alzheimer's disease

A new series of bis-thioureas (4a-4j) was synthesized and characterized through spectroscopic and elemental analysis. The synthesized compounds 4a-4j were subjected to acetylcholinesterase enzyme (AChE) inhibition activity and free radical scavenging activity. The results of AChE inhibition assay were found to be active in inhibiting the target enzyme with different IC50 values. Among all derivatives, the 4 g showed highly potent inhibition potential against AChE enzyme with IC50 value of 0.1761±0.00768 μM, which is several times better than the reference inhibitor neostigmine methylsulfate IC50 2.469±0.069 μM. The initial structure-activity relationship (SAR) of 4 g revealed dual hydrogen bonding ability (donor and acceptor). Moreover, the electronic environment around the aromatic ring also greatly influenced the enzyme inhibition of AChE. To further explore the newly synthesized AChE inhibitors, kinetic studies were carried out to determine the mode of inhibition and it was found to be competitive inhibition. Pharmacokinetic predictions (ADMET parameters) were also evaluated and compounds showed good lead-like potential with little hepatotoxic and no skin-sensitive effects. The molecular docking studies delineated the binding affinity of the ligands with target protein and showed docking scores in the range of -10.3 to -7.6 kcal/mol.

Synthesis and enzyme inhibitory kinetics of some novel 3-(substituted benzoyl)-2-thioxoimidazolidin-4-one derivatives as α-glucosidase/α-amylase inhibitors

The present work describes an efficient and convenient synthesis of a library of novel 3-(substituted benzoyl)-2-thioxoimidazolidin-4-ones (3a–j). The benzoyl isothiocyanates were treated with glycine in the presence of pyridine, the reactants got consumed giving a variety of thioxoimidazolidin-4-ones derivatives under mild reaction conditions. The structures of the compounds were determined by elemental analysis, FTIR, 1H, 13C NMR and mass spectral data. The title compounds were tested for their potential to inhibit the activity of enzymes α-glucosidase and α-amylase. It was found that most of the derivatives showed good enzyme inhibitory activity while compound 3j exhibited excellent activity with IC50 values 0.051 and 0.0082 mM for α-glucosidase and α-amylase, respectively. The presence of 3,5-di-NO2 functional groups at aromatic ring in compound 3j play important role in enzyme inhibitory activity. The enzyme inhibitory kinetic analysis of the most potent derivative 3j revealed that it is a mixed type inhibitor of α-glucosidase with Ki and Ki? values 0.0339 and 0.1562 mM, respectively. It was further investigated that compound 3j formed reversible enzyme inhibitor complex with α-glucosidase. The cytotoxicity of all the synthesized compounds was also evaluated and results showed that none of these compounds displayed toxicity against brine shrimps. Based upon results, it is suggested that compound 3j may act as a lead structure for the development of most potent α-glucosidase inhibitors.

Acylthiourea derivatives as colorimetric sensors for anions: Synthesis, characterization and spectral behaviors

Several acylthioureas have been synthesized to develop colorimetric sensors for detection of biologically important anions. UV-vis titration experiments indicated that the absorbance values have a good linear relationship with concentration of anions when

Synthesis of sulfadiazinyl acyl/aryl thiourea derivatives as calf intestinal alkaline phosphatase inhibitors, pharmacokinetic properties, lead optimization, Lineweaver-Burk plot evaluation and binding analysis

To seek the new medicinal potential of sulfadiazine drug, the free amino group of sulfadiazine was exploited to obtain acyl/aryl thioureas using simple and straightforward protocol. Acyl/aryl thioureas are well recognized bioactive pharmacophore containin

Study of new ferrocene incorporated N,N′-disubstituted thioureas as potential antitumour agents

In this paper, we report the synthesis, structural characterisation, cytotoxicity against human ovarian tumour models (A2780, A2780cisR, and A2780ZD0473R), nature of interaction with calf-thymus (CT)-DNA and pBR322 plasmid DNA of new ferrocene based N,N′-

Aroylthiourea derivatives of ciprofloxacin drug as DNA binder: Theoretical, spectroscopic and electrochemical studies along with cytotoxicity assessment

Aroylthiourea derivatives of ciprofloxacin drug — [1-cyclopropyl-6-fluoro-7-(4-((4-methoxybenzoyl)carbamothioyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid] ATU-1, [1-cyclopropyl-7-(4-((2,4-dibromobenzoyl)carbamothioyl)piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid] ATU-2, and [1-cyclopropyl-7-(4-((3,5-dinitrobenzoyl)carbamothioyl)piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid] ATU-3 were synthesized, characterized and investigated for DNA binding at stomach pH (4.7) and at 37 °C. All findings by using DFT, molecular docking, spectroscopic (UV-, fluorescence; FL-), cyclic voltammetric (CV) and viscometric techniques revealed that these compounds have the potency to bind with DNA via a mixed mode of interaction. The binding affinity of ATU-1 was evaluated comparatively greater with Kb × 104/M?1 (docking; 5.55, UV-; 7.93, FL-; 5.62, CV; 6.06), ΔG/kJmol?1(docking; ?27.07, UV-; ?29.07, FL-; ?28.18, CV; ?28.38) and n (FL-; 1.20, CV; 2.72). Stern-Volmer quenching constant (Ksv) further pointed towards comparatively greater binding affinity of ATU-1 for DNA, while bimolecular quenching constant (Kq) values showed the involvement of static quenching mechanism in the compound — DNA interaction. Comparatively lesser IC50 (7.1 μM) value obtained from biological work on Huh-7 cancer cell line further confirmed the greater anticancer potential of ATU-1 than that of ATU-2&3.

Supramolecular self-assembly of new thiourea derivatives directed by intermolecular hydrogen bonds and weak interactions: crystal structures and Hirshfeld surface analysis

Abstract: We synthesized and characterized a series of four closely related thiourea derivatives (1–4) obtained by reaction of 4-R-benzoyl chloride (R: H, Cl, CH3, and OCH3) with equimolar amount of potassium thiocyanate and dibenzyl