7392-67-8

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-Chlorophenyl)-3-phenyl-2-thiourea is used as a reagent in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications.
Used in Pesticide Industry:
In the pesticide industry, 1-(4-Chlorophenyl)-3-phenyl-2-thiourea is utilized as a reagent in the synthesis of various pesticides, contributing to the creation of effective pest control agents.
Used in Organic Chemistry Research:
1-(4-Chlorophenyl)-3-phenyl-2-thiourea serves as a key compound in organic chemistry research, where it is used in the preparation of heterocyclic compounds and as a catalyst in organic reactions to enhance reaction efficiency and selectivity.
Used in Biological Research:
1-(4-Chlorophenyl)-3-phenyl-2-thiourea is used in biological research for studying its potential anti-tumor and anti-inflammatory properties, which may lead to the discovery of new therapeutic agents for various diseases.

InChI:InChI=1/C13H11ClN2S/c14-10-6-8-12(9-7-10)16-13(17)15-11-4-2-1-3-5-11/h1-9H,(H2,15,16,17)

Upstream product

• 106-47-8 4-chloro-aniline 
• 103-72-0 phenyl isothiocyanate 
• 2131-55-7 4-Chlorophenyl isothiocyanate 
• 62-53-3 aniline 
• 69909-96-2 1-{[(Z)-4-Chloro-phenylimino]-phenyl-methyl}-3-phenyl-thiourea 
• 20265-96-7 p-chloroaniline hydrochloride 
• 75-15-0 carbon disulfide 
• 2541-62-0 ((4-chlorophenyl)amino)phenoxymethane-1-thione 
• 1197040-29-1 phenyl isocyanate 
• 92147-65-4 tert-butyl phenylcarbamodithioate 
• 103-70-8 Formanilid 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 22814-92-2 4-(p-chlorophenyl)-3-thiosemicarbazide 
• 6276-78-4 N-(4-chlorophenyl)benzo[d]thiazol-2-amine 
• 1967-26-6 N-(4-chlorophenyl)-N'-phenylurea 
• 13636-36-7 1-(4-chlorophenyl)-3-phenylguanidine 
• 36969-53-6 3-(4-chloro-phenyl)-2-phenylimino-thiazolidin-4-one 
• 28250-80-8 2-(4-chloro-phenylimino)-5-methyl-3-phenyl-thiazolidin-4-one 
• 86128-88-3 N-(4-Chloro-phenyl)-N'-phenyl-N''-p-tolyl-guanidine 
• 101-01-9 N,N',N''-triphenylguanidine 
• 47459-90-5 1,2,3-tris(p-chlorophenyl)guanidine 
• 67297-93-2 N-(4-chloro-phenyl)-N',N''-diphenyl-guanidine 
• 2131-55-7 4-Chlorophenyl isothiocyanate 
• 1017535-56-6 1-acetyl-1-(p-chlorophenyl)-3-phenylurea 
• 1158081-24-3 C₁₄H₁₁ClN₄O 
• 1158081-11-8 C₁₄H₁₁ClN₄O 

Relevant academic research and scientific papers

Hydroamination and Hydrophosphination of Isocyanates/Isothiocyanates under Catalyst-Free Conditions

Symmetrical and unsymmetrical N,N’-disubstituted as well as trisubstituted ureas/thioureas by the hydroamination of isocyanates/isothiocyanates, and various phosphathioureas by the hydrophosphination of isothiocyanates have been synthesized in good to excellent yields under catalyst-free and mild conditions. This protocol is also applicable for the efficient synthesis of chiral ureas and thioureas and common herbicides, such as fenuron and monuron.

Nitroarenes as versatile building blocks for the synthesis of unsymmetrical urea derivatives and N-Arylmethyl-2-substituted benzimidazoles

In this contribution, a fast and simple method for the synthesis of unsymmetrical urea derivatives and N-arylmethyl-2-substituted benzimidazoles was developed starting from nitroarenes. The reaction of nitroarenes and phenyl isocyanate or phenyl isothiocyanate in tin (II) chloride dihydrate/choline chloride eutectic mixture afforded the expected urea and thiourea derivatives, while the reaction of different aldehydes with o-nitroaniline or 4-methoxy-2-nitroaniline shows a markedly high preference for the obtention of N-arylmethyl-2-substituted benzimidazoles over the 2-substituted analogues. This method offers a straightforward alternative to obtain the target compounds in good to excellent yields with short reaction times employing an operationally simple experimental set-up. Graphic abstract: [Figure not available: see fulltext.] A series of unsymmetrical urea and thiourea derivatives together with 1,2-disubstituted benzimidazoles are easily obtained in good yields starting from nitroarenes employing the eutectic mixture tin (II) chloride dihydrate/choline chloride as reductive reaction media.

Nickle Catalysis Enables Access to Thiazolidines from Thioureas via Oxidative Double Isocyanide Insertion Reactions

An efficient synthesis of thiazolidine-2,4,5-triimine derivatives was developed via Ni-catalyzed oxidative double isocyanide insertion to thioureas under air conditions, in which thioureas play three roles as a substrate, a ligand, and overcoming isocyanide polymerization. The reaction is featured by employing a low-cost and low loading Ni(acac)2 catalyst, without any additives, and high atom economy. This is the first example to directly apply a Ni(II) catalyst in oxidative double isocyanide insertion reactions.

A facile method for the preparation of carbodiimides from thioureas and (Boc)2O

A concise method for the preparation of carbodiimides from thioureas using di-tert-butyl dicarbonate [(Boc)2O] as the dehydrosulfurizative reagent has been developed. Using DMAP as the catalyst, a variety of symmetric and asymmetric 1,3-diaryl thioureas were converted into the corresponding carbodiimides efficiently in a short time.

Inhibition of adipogenesis by thiourea derivatives

Background: Obesity is one of the major health problems with inherent risk of type 2 diabetes, hypertension, CVDs, etc. Adipogenesis is a major contributor in the process of obesity. Inhibition of adipocytes differentiation is one of the key approaches to treat obesity. Objective: To discover the new inhibitors of adipogenesis as the treatment for obesity. Method: We describe here, the synthesis, and anti-adipogenic activity of thiourea derivatives 1-14. These derivatives were synthesized by the reactions of phenyl and pentafluorophenyl isothiocyanate with different aromatic amines. Pure compounds 1-14 were evaluated for their in vitro antiadipogenesis activity employing 3T3-L1 cells lines. Results: Compounds 1-3, 5-9, and 11-14 significantly inhibited the pre-adipocyte differentiation into adipocytes, which was measured by staining the cells, and through morphological examination. Compound 10 (1-(4"-Chlorophenyl)-3-(pentafluorophenyl)-thiourea) showed a potent inhibition of adipocyte differentiation with IC50 = 740.00 ± 2.36 nM, which was more potent than the standards, epigallocatechin gallate (IC50 = 16.73 ± 1.34 μM), and curcumin (IC50 = 18.62 ± 0.74 μM). All other compounds showed a moderate to weak anti-adipogenesis activity. Compounds 1- 14 were also evaluated for their cytotoxicity. Compounds 3, 10, and 14 showed some toxicity to the cancer cell lines, while compounds 2, 3, 10, 12, and 14 showed a moderate to weak cytotoxicity against the normal cell lines. Conclusion: All the compounds reported in this paper are known, except compound 11. They have been identified as new inhibitors of Adipogenesis. Adipogenesis is the process of adipocytes differentiation from pre-adipocytes. This extensively studied model of cell diff differentiation. Further synthetic modifications, and optimization of anti-adipogenic activity may lead to the development of anti-obesity agents.

An isocyanide based multi-component reaction under catalyst- and solvent-free conditions for the synthesis of unsymmetrical thioureas

A new and efficient method for the synthesis of thiourea derivatives by a sequential one-pot, three-component reaction between aromatic isocyanides, amines, and 1,2-di-tert-butyldisulfane (DTBS) was developed and 27 different examples were synthesized in good to excellent yields. DTBS was identified as an effective sulfur surrogate without the use of both catalysts and solvents. This protocol does not employ any transition metal catalyst or special experimental setup.

Synthesis and biological evaluation of 2-arylimino-3-pyridin-thiazolineone derivatives as antibacterial agents

With an intention to find more potent antibacterial agents, four halogen disubstituted thiazolineone derivatives (2a-d), five halogen monosubstituted thiazolineone derivatives (2e-i), and eleven 2-arylimino-3-pyridin-thiazolineone derivatives (2j-t) were

Synthesis of some 3,5-disubstituted phenyl-5,6-dihydrofuro[2,3-d]thiazol-2(3H)-ylidene) imines as potential pesticides

A new series of novel 3,5-disubstituted phenyl-5,6-dihydrofuro[2,3-d]thiazol-2(3H)-ylidene) imines have been synthesized from a common intermediate, in good yield. These compounds have been screened for their herbicidal activities against èchinochloa oryzicola, Echinochloa crus-galli, Oryza sativa, Glycine max and antifungal activities against Aspergillus Niger and Pyricularia oryzae whereas for antimicrobial activities, they have been screened against Salmonella typhi, Escherichia coli, Klebsiella pneumoniae, Bacillus subtilis and Bacillus pumilus.

Convenient synthesis of unsymmetrical N,N′-disubstituted thioureas in water

A simple and convenient two-step method has been developed and used to synthesise 25 (4 of which are novel) unsymmetrical N,N′-disubstituted thioureas in water. Alkylamines or variously substituted arylamines reacted smoothly with phenyl chlorothionoformate at room temperature to form thiocarbamates, which were then reacted with another alkyl- or arylamine in water at reflux to afford the unsymmetrical N,N′-disubstituted thioureas in good to excellent yields. Mild conditions, simple work-up, high yields as well as using water as solvent are the major advantages of the method.

Synthesis and biological evaluation of halogenated 2-arylimino-3- arythiazolidine-4-ones containing benzoic acid fragments as antibacterial agents

A series of halogenated 2-arylimino-3-ary-thiazolidine-4-ones containing (5-furan-2-yl)-benzoic acid or (5-thiophene-2-yl)-benzoic acid fragments was synthesized, and evaluated in vitro for their antibacterial activity, antibiofilm activity, erythrocyte h