1932-36-1

Usage

Uses

Used in Pharmaceutical Research:
1-(2-CHLOROPHENYL)-3-PHENYL-2-THIOUREA is used as a research compound for its potential applications in cancer research. It is known for its ability to inhibit the growth of various cancer cells, making it a promising candidate for the development of new cancer therapies.
Used in Organic Synthesis:
1-(2-CHLOROPHENYL)-3-PHENYL-2-THIOUREA is used as a reagent in organic synthesis, contributing to the development of new chemical compounds and materials.
Used in Cancer Research:
1-(2-CHLOROPHENYL)-3-PHENYL-2-THIOUREA is used as an anticancer agent, targeting the growth of various cancer cells. Its potential applications in cancer research include the development of new therapeutic strategies and the study of its mechanism of action in inhibiting cancer cell growth.
Used in Anti-inflammatory Applications:
1-(2-CHLOROPHENYL)-3-PHENYL-2-THIOUREA is used as an anti-inflammatory agent, leveraging its ability to reduce inflammation and alleviate symptoms associated with inflammatory conditions.
Used in Antibacterial Applications:
1-(2-CHLOROPHENYL)-3-PHENYL-2-THIOUREA is used as an antibacterial agent, exhibiting properties that can help combat bacterial infections and contribute to the development of new antimicrobial therapies.

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

Upstream product

• 103-72-0 phenyl isothiocyanate 
• 95-51-2 o-chloroaniline 
• 2740-81-0 2-chlorophenylisothiocyanate 
• 62-53-3 aniline 

Downstream Products

• 34316-22-8 3-(2-chloro-phenyl)-2-phenylimino-thiazolidin-4-one 
• 1843-21-6 N-phenyl-2-benzothiazolamine 
• 13509-41-6 methyl N-phenylthiocarbamate 
• 20399-40-0 o-chlorophenylthiocarbamic acid O-methyl ester 
• 76153-58-7 1-Phenyl-3-(o-chlorophenyl)-2-thiobarbituric acid 
• 2989-99-3 N-(2-chlorophenyl)-N'-phenylurea 
• 19244-11-2 N-phenyl-N'-(2-chlorophenyl)carbodiimide 
• 1308272-96-9 [1-(2-chlorophenyl)-1H-tetrazol-5-yl]phenylamine 
• 13636-28-7 1-(2-chlorophenyl)-3-phenylguanidine 
• 1262995-46-9 C₁₅H₁₃ClN₂O₂ 
• 1262995-41-4 C₁₅H₁₃ClN₂O₂ 
• 76153-41-8 3-(2-Chloro-phenyl)-6-hydroxy-5-(2-methoxy-phenylazo)-1-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 76153-48-5 3-(2-Chloro-phenyl)-6-hydroxy-5-(4-methoxy-phenylazo)-1-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 76153-14-5 3-(2-Chloro-phenyl)-5-(2-chloro-phenylazo)-6-hydroxy-1-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 

Relevant academic research and scientific papers

Thiourea derivatives, simple in structure but efficient enzyme inhibitors and mercury sensors

In this study six unsymmetrical thiourea derivatives, 1-isobutyl-3-cyclohexylthiourea (1), 1-tert-butyl-3-cyclohexylthiourea (2), 1-(3-chlorophenyl)-3-cyclohexylthiourea (3), 1-(1,1-dibutyl)-3-phenylthiourea (4), 1-(2-chlorophenyl)-3-phenylthiourea (5) an

2-Picolylamino(diphenylphosphinoselenoic)amide supported zinc complexes: Efficient catalyst for insertion of N–H bond into carbodiimides, isocyanates, and isothiocyanate

We report here the hydroamination of heterocumulenes such as carbodiimides, isocyanates, and isothiocyanates by zinc complexes supported by the ligand 2-picolylamino-(diphenylphosphinoselenoic)amide [{(Ph2P-(?Se)}2NCH2(C5H4N)] (1). A series of zinc complexes [κ2-{(Ph2P-(?Se)}2NCH2(C5H4N)ZnX2] [(X?Cl (2), Br (3a), I (4)] were prepared from ligand 1 and the corresponding zinc dihalide in a 1:1 molar ratio at 60°C in a chloroform solvent. The reaction of ligand 1 and ZnBr2 in methanol yielded another zinc complex [κ2-{(Ph2P-(?Se)}2NCH2(C5H4N)ZnBr2(CH3OH)] (3b). The molecular structures of compounds 3a, 3b, and 4 were established through single-crystal X-ray diffraction analyses. The solid-state structures of all the complexes revealed a κ2- chelation through pyridine nitrogen and selenium atoms of ligand 1 to the zinc ion. Complex 2 proved to be a competent pre-catalyst for the addition of the amine N–H bond to carbodiimides, isocyanates, and isothiocyanates. The reaction scope was expanded to reactions of aliphatic and aromatic amines with phenylisocyanate and phenylisothiocyanate in toluene solvents, which proceeded rapidly at room temperature with 5 mol% catalyst loading to yield (up to 99%) the corresponding derivatives of urea and thio-urea. However, a temperature of 90°C was needed for the hydroamination of N,N′ dicyclohexylcarbodiimide. We also report the most plausible mechanism of the hydroamination reaction.

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.

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.

An "on-water" exploration of CuO nanoparticle catalysed synthesis of 2-aminobenzothiazoles

An "on-water" one-pot process has been engineered for the preparation of 2-aminobenzothiazole from ortho-halo (-F, -Cl, -Br and -I) substituted unsymmetrical thioureas. For ortho -I and -Br substrates the reactions afford 2-aminobenzothiazoles under metal free condition promoted by base. However, the relatively inert ortho -Cl and -F substrates undergo intramolecular arylthiolation only in the presence of CuO nanoparticles yielding 2-aminobenzothiazoles. This methodology provides easy access to aminobenzothiazoles utilising even the ortho -Cl and -F substrates. The catalyst is recyclable several times without loss of substantial activity. Other remarkable features include the wide range of functional group tolerance, absence of chromatographic purification (for ortho -I and -Br substrates) and providing moderate to excellent yield of the products under mild conditions, thus rendering the methodology as a highly eco-friendly alternative to the existing methods.

Preparation of 2-azido-1-substituted-1 H-benzo[d]imidazoles using a copper-promoted three-component reaction and their further conversion into 2-amino and 2-triazolyl derivatives

Multicomponent reaction: 2-Azido-1-substituted-1H-benzo[d]imidazoles were prepared using a copper-catalyzed three-component reaction involving 2-bromoaniline derivatives, isothiocyanates, and sodium azide. The reaction conditions were mild and the scope w

Tandem regioselective synthesis of tetrazoles and related heterocycles using iodine

A one-pot, tandem process has been developed for the synthesis of a library of tetrazoles from aryl isothiocyanates. Condensation of aryl isothiocyanates with ammonia, and aryl amines (R-NH2) provided mono, 1,3-disubstituted symmetrical and unsymmetrical thioureas, which on desulfurization with molecular iodine (I2) led to formation of the corresponding heterocumulene (cyanamides or carbodiimides). The in situ generated heterocumulene on subsequent treatment with sodium azide at room temperature gave corresponding tetrazoles. The product regioselectivity for unsymmetrical 1,3-disubstituted thioureas was found to be correlated with the basicities (pKa's) of the parent amines attached to the thiourea. Aryl-sec-alkyl unsymmetrical thioureas gave thioamido guanidino products rather than the 5-aminotetrazoles produced by HgCl2 mediation of the reaction. Bis-thioureas derived from aryl isothiocyanates and hydrazine gave thiadiazoles exclusively.

Microwave induced improved synthesis of monoaryl thiocarbamides, 1,3-diarylthiocarbamides, 1,3-diarylcarbamides and monoaryl-2,4-dithiobiurets

The 1-arylthiocarbamides (3), 1, 3-diarylthiocarbamides (6), 1,3-diarylcarbamides (7) and 1-aryl-2,4-dithiobiurets (11) have been synthesized by the microwave induced heating of respective reactants for about 30-60 s in solvent free condition. Reaction yields are higher with reduced time, period and without the use of any solvent.

Synthesis, phytotoxic, cytotoxic, acetylcholinesterase and butrylcholinesterase activities of N,N-diaryl unsymmetrically substituted thioureas

Fourteen N,N-diaryl unsymmetrically substituted thioureas were synthesised and their cytotoxic (in vitro), phytotoxic (in vitro), acetylcholinesterase and butrylcholinesterase activities were determined. Thiourea 16 exhibited high, and 1 and 3 showed significant phytotoxic activity. Thioureas 1, 3, 4, 6 and 10 showed significant activity and 2, 6 and 7 indicated moderate cytotoxic activities. Compound 12 exhibited butrylcholinesterase activity higher than a standard reference.