6590-91-6

Usage

Uses

Used in Pesticide Industry:
2,6-Dichlorophenylthiourea is used as a pesticide for its ability to control various pests that affect crops. Its application helps protect agricultural yields by mitigating the damage caused by insects and other pests.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2,6-dichlorophenylthiourea is utilized for its inhibitory effect on thyroid peroxidase, which can be relevant in the treatment of certain thyroid-related conditions. Its mechanism of action makes it a potential candidate for therapeutic applications in endocrinology.
Used in Rubber Production:
2,6-Dichlorophenylthiourea is employed in the manufacturing process of rubber, where it contributes to the vulcanization process, enhancing the rubber's properties and performance.
Used as a Reagent in Organic Synthesis:
In the field of organic chemistry, 2,6-dichlorophenylthiourea serves as a reagent in various synthesis procedures. Its unique structure allows it to participate in a range of chemical reactions, facilitating the production of different organic compounds.

InChI:InChI=1/C7H6Cl2N2S/c8-4-2-1-3-5(9)6(4)11-7(10)12/h1-3H,(H3,10,11,12)

Upstream product

• 540-72-7 sodium thiocyanide 
• 608-31-1 2,6-Dichloroaniline 
• 23822-56-2 ethyl 3-(2,6-dichlorophenyl)thioureidocarboxylate 
• 33663-43-3 2,6-dichloroaniline hydrochloride 
• 6590-95-0 2,6-dichlorophenylisothiocyanate 
• 41542-10-3 N-(2,6-dichlorophenyl)-N'-benzoyl thiourea 

Downstream Products

• 40524-27-4 3-(2,6-dichloro-phenyl)-4-methyl-thiazolidin-2-ylideneamine 
• 26169-94-8 3-(2,6-dichloro-phenyl)-[1,3]thiazinan-2-ylideneamine 
• 123414-45-9 (3aR,6aR)-3-(2,6-Dichloro-phenyl)-5,5-dioxo-hexahydro-5λ⁶-thieno[3,4-d]thiazol-2-ylideneamine; hydrobromide 
• 936946-51-9 ethyl 2-((2,6-dichlorophenyl)amino)thiazole-4-carboxylate 
• 82636-21-3 1-(2,6-Dichloro-phenyl)-2-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carboxylic acid ethyl ester 
• 774544-50-2 N-(2,6-dichlorophenyl)thiazol-2-amine 
• 1269487-62-8 C₉H₁₀Cl₂N₂S*HI 
• 1269603-83-9 C₁₉H₂₀Cl₂N₄O₂ 
• 1269487-80-0 C₁₉H₂₀Cl₂N₄O₂*ClH 
• 936638-01-6 2-(2,6 dichloro-phenylimino)-thiazolidin-4-one 

Relevant academic research and scientific papers

Disrupting the Conserved Salt Bridge in the Trimerization of Influenza A Nucleoprotein

Antiviral drug resistance in influenza infections has been a major threat to public health. To develop a broad-spectrum inhibitor of influenza to combat the problem of drug resistance, we previously identified the highly conserved E339?R416 salt bridge of the nucleoprotein trimer as a target and compound 1 as an inhibitor disrupting the salt bridge with an EC50 = 2.7 μM against influenza A (A/WSN/1933). We have further modified this compound via a structure-based approach and performed antiviral activity screening to identify compounds 29 and 30 with EC50 values of 110 and 120 nM, respectively, and without measurable host cell cytotoxicity. Compared to the clinically used neuraminidase inhibitors, these two compounds showed better activity profiles against drug-resistant influenza A strains, as well as influenza B, and improved survival of influenza-infected mice.

Synthesis, single crystal X-ray, Hirshfeld surface analysis and characterization of novel 4-(2,4-dichlorophenyl)-N-(2,6-dichlorophenyl)-1,3-thiazol-2-amine

In the present study, the spectroscopic characterization of a novel thiazole scaffold was studied. The formation of title compound 4-(2,4-dichlorophenyl)-N-(2,6-dichlorophenyl)-1,3-thiazol-2-amine(6) was evidenced through the changes in FTIR, 1H NMR, LCMS Data. The X-ray diffraction studies revealed that compound (6) crystallized in monoclinic crystal system with P21/c Space group with Z = 4. The percentage of intermolecular contacts contributing to the Hirshfeld surface in thiazole crystal was resolved by Hirshfeld surface analyses with 2D fingerprint plots.

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 thiophene-2-carboxamidines containing 2-aminothiazoles and their biological evaluation as urokinase inhibitors

The serine protease urokinase (uPa) has been implicated in the progression of both breast and prostate cancer. Utilizing structure based design, the synthesis of a series of substituted 4-[2-amino-1,3-thiazolyl]-thiophene-2-carboxamidines is described. Further optimization of this series by substitution of the terminal amine yielded urokinase inhibitors with excellent activities.

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.

Synthesis & Pharmacological Evaluation of Ethyl 3-Substituted-phenyl-2-methylmercapto/ phenyl/ methyl-4(3H)-pyrimidone-5-carboxylates

A number of ethyl 3-substituted-phenyl-2-methylmercapto/ phenyl/ methyl-4(3H)-pyrimidone-5-carboxylates (V) have been prepared by the reaction of amidines (III) with diethyl ethoxymethylenemalonate.In order to confirm the structure (V), ethyl 3-(2'-methylphenyl)-2-methylmercapto-4(3H)pyrimidone-5-carboxylate (103) has been transformed into the earlier synthesised 3-(2'-methylphenyl)-2-methylmercapto-4(3H)-pyrimidone (115) by decarboxylation of 3-(2'-methylphenyl)-2-methylmercapto-4(3H)-pyrimidone-5-carboxylic acid (114), obtained by the alkaline hydrolysis of 103.Someof these compounds have shown antiinflammatory, diuretic and antipassive cutaneous anaphylaxis activities.

Thiourea derivatives

Antihypertensively active thiourea derivatives of the formulas STR1 wherein R, R1, R2, R3 and X are as hereinafter described, as well as a method of using a compound of the formula STR2 wherein R1 ', R2 ', R3 and X are as previously described, or a compound of formula II as an anti-hypertensive agent, is described.