22265-78-7

Usage

Uses

Used in Pharmaceutical Research:
1-(4-ETHYLPHENYL)-2-THIOUREA is used as a building block for the preparation of heterocyclic compounds and medicinal agents, contributing to the development of new pharmaceuticals.
Used in Organic Synthesis:
1-(4-ETHYLPHENYL)-2-THIOUREA is used as a versatile component in the synthesis of various organic compounds.
Used in Antifungal and Antibacterial Applications:
1-(4-ETHYLPHENYL)-2-THIOUREA is used as an agent with potential antifungal and antibacterial properties, aiding in the creation of new pharmaceuticals for these purposes.
Used in Agricultural Applications:
1-(4-ETHYLPHENYL)-2-THIOUREA is used as a plant growth regulator and pesticide, showing promise in enhancing agricultural productivity and crop protection.

InChI:InChI=1/C9H12N2S/c1-2-7-3-5-8(6-4-7)11-9(10)12/h3-6H,2H2,1H3,(H3,10,11,12)

Upstream product

• 18856-63-8 (4-ethylphenyl)isothiocyanate 
• 117174-72-8 1-Benzoyl-3-(4-ethyl-phenyl)-thiourea 
• 589-16-2 4-aminoethylbenzene 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 154371-13-8 2-(4-Ethyl-phenylamino)-1-thia-3,9,10-triaza-anthracen-4-one 
• 119125-45-0 1-(4-Ethyl-phenyl)-2-methyl-isothiourea; hydriodide 
• 88352-37-8 N-(4-Ethylphenyl)-S-methyl isothiourea 
• 119125-45-0 1-(4-Ethyl-phenyl)-2-methyl-isothiourea; hydriodide 
• 159091-72-2 (4,5-dihydro-thiazol-2-yl)-(4-ethyl-phenyl)-amine 
• 1390616-72-4 5-(4-chlorobenzylidene)-2-(6-ethylbenzo[d]thiazol-2-ylimino)thiazolidin-4-one 
• 1390616-73-5 5-(4-nitrobenzylidene)-2-(6-ethylbenzo[d]thiazol-2-ylimino)thiazolidin-4-one 
• 1390616-74-6 5-(4-methoxybenzylidene)-2-(6-ethylbenzo[d]thiazol-2-ylimino)thiazolidin-4-one 
• 1417159-81-9 C₁₆H₁₄N₂O₂S 
• 1329122-52-2 2-(4-ethylphenyl)amino-4-(6-methylimidazo[2,1-b]thiazol-5-yl)-thiazole monohydrobromide 
• 21224-17-9 6-ethyl-3H-benzothiazole-2-thione 
• 88352-27-6 2-S-Methyl-1-(4-ethylphenyl)-5-(2-furfuryl)isodithiobiuret 
• 88352-14-1 2-S-Methyl-1-(4-ethylphenyl)-5-(2-pyridyl)isodithiobiuret 
• 119125-66-5 N-(4-Ethyl-phenyl)-morpholine-4-carboxamidine; hydriodide 

Relevant academic research and scientific papers

Design, synthesis, and antipoliferative activities of novel substituted imidazole-thione linked benzotriazole derivatives

A new series of benzotriazole moiety bearing substituted imidazol-2-thiones at N1 has been designed, synthesized and evaluated for in vitro anticancer activity against the different cancer cell lines MCF-7(breast cancer), HL-60 (Human promyelocytic leukemia), and HCT-116 (colon cancer). Most of the benzotriazole analogues exhibited promising antiproliferative activity against tested cancer cell lines. Among all the synthesized compounds, BI9 showed potent activity against the cancer cell lines such as MCF-7, HL-60 and HCT-116 with IC50 3.57, 0.40 and 2.63 μM, respectively. Compound BI9 was taken up for elaborate biological studies and the HL-60 cells in the cell cycle were arrested in G2/M phase. Compound BI9 showed remarkable inhibition of tubulin polymerization with the colchicine binding site of tubulin. In addition, compound BI9 promoted apoptosis by regulating the expression of pro-apoptotic protein BAX and anti-apoptotic proteins Bcl-2. These results provide guidance for further rational development of potent tubulin polymerization inhibitors for the treatment of cancer.

Synergism of fused bicyclic 2-aminothiazolyl compounds with polymyxin B against: Klebsiella pneumoniae

A series of fused bicyclic 2-aminothiazolyl compounds were synthesized and evaluated for their synergistic effects with polymyxin B (PB) against Klebsiella pneumoniae (SIPI-KPN-1712). Some of the synthesized compounds exhibited synergistic activity. When 4 μg ml-1 compound B1 was combined with PB, it showed potent antibacterial activity, achieving 64-fold reduction of the MIC of PB. Furthermore, compound B1 showed prominent synergistic efficacy in both concentration gradient and time-kill curves in vitro. In addition, B1 combined with PB also exhibited synergistic and partial synergistic effect against E. coli (ATCC25922 and its clinical isolates), Acinetobacter baumannii (ATCC19606 and its clinical isolates), and Pseudomonas aeruginosa (Pae-1399).

Synthesis of substituted benzo[d]thiazol-2-ylcarbamates as potential anticonvulsants

A series of substituted benzo[d]thiazol-2-ylcarbamates 4a-g and 5a-g were synthesized and evaluated for anticonvulsant activity. The structures of the synthesized compounds were confirmed on the basis of their physical and spectral data. The compounds were evaluated for anticonvulsant activity using PTZ-induced convulsion and maximal electroshock models. The target compounds have shown significant activity in these models.

Analgesic and antiinflammatory activity of derivatives of 2-aminobenzothiazole

A series of 5-(4-substituted benzylidene-2-(substituted benzo[d]thiazol-2-ylimino)thiazolidin-4-one (5a-r) have been synthesized from 2-aminobenzothiazole as starting material. Condensation of thiazolidin-4-one with different substituted aromatic benzaldehyde occurred at reactive methylene group present at C-5 position of thiazolidin-4-one ring and resulted in the formation of compounds (5a-r). These were characterized using physical and spectral methods. The compounds (5a-r) were evaluated for analgesic and antiinflammatory activity using in vivo models.

HETEROCYCLIC COMPOUNDS AND USES AS ANTICANCER AGENTS

Novel compounds having a fused bicyclic heteroaromatic ring system substituted with a thiazole ring are disclosed. The compounds inhibit growth of a variety of types of cancer cells, and are thus useful for treating cancer. Efficacy of these compounds is demonstrated with a system for monitoring cell growth/migration, which shows they are potent inhibitors of growth and/or migration of cancer cells. In addition, compounds of the invention were shown to stop growth of tumors in vivo, and to reduce the size of tumors in vivo. Compositions comprising these compounds, and methods to use these compounds and compositions for treatment of cancers, are disclosed.

Structural requirement(s) of N-phenylthioureas and benzaldehyde thiosemicarbazones as inhibitors of melanogenesis in melanoma B 16 cells

In order to define the structural requirements of phenylthiourea (PTU), a series of thiourea and thiosemicarbazone analogs were prepared and evaluated as inhibitors of melanogenesis in melanoma B16 cells. The most potent analog was 2-(4-tert-butylbenzylidene)hydrazinecarbothioamide (1u) with an IC50 value of 2.7 μM in inhibition of melanogenesis. The structure for potent inhibitory activity of these derivatives are required with the direct connection of π-planar structure to thiourea without steric hinderance in PTU derivatives and the hydrophobic substituent at para position in case of semicarbazones.

Synthesis and QSAR studies in 2-(N-aryl-N-aroyl)amino-4,5-dihydrothiazole derivatives as potential antithrombotic agents

A series of 2-(N-aryl-N-aroyl)amino-4,5-dihydrothiazole derivatives have been synthesized via cyclocondensation of N-aryl thioureas with 2-bromoethylamine hydrobromide followed by the reaction of the product thus obtained with aroyl chlorides. Title compounds were evaluated for their antithrombotic activity in vivo in mice where one of these compound 29 provided 65% protection as compared to 77% protection offered by the standard Indomethacin. Quantitative Structure-Activity Relationship (QSAR) studies were performed on these compounds using physicochemical (hydrophobic, electronic, steric) parameter as independent and antithrombic activity as dependent parameter, where antithrombotic activity correlated best (r > 0.8) with electronic parameters (F, σ or μ) having high statistical significance > 99.9% (F2,22 > 15.0; F2,22α:0.001 = 11.0) suggesting that hydrophobic, steric and resonance factors are insignificant in this set of molecules for the activity.

Improved Procedures for the Preparation of Cycloalkyl-, Arylalkyl-, and Arylthioureas

An improved procedure for the preparation of arylthioureas consists of the reaction of benzoyl isothiocyanate with anilines in acetone and debenzoylation of the resultant N-aryl-N'-benzoylthioureas with 5percent aqueous sodium hydroxide.Bicycloalkylthioureas and N-(arylalkyl)thioureas (e.g. 9H-9-fluorenylthiourea) are directly prepared from the corresponding isothiocyanates and ammonia.