6326-14-3

Usage

Uses

Used in Organic Synthesis:
2,4-Dichlorophenylthiourea is used as a key intermediate for the synthesis of various organic compounds. Its reactivity and structural features allow it to be a building block in the creation of complex molecules, contributing to the development of new materials and chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,4-Dichlorophenylthiourea is utilized as a starting material for the development of new drugs. Its unique chemical properties enable it to be modified and incorporated into drug molecules, potentially leading to the discovery of novel therapeutic agents.
Used in Agrochemicals:
2,4-Dichlorophenylthiourea is employed as a vital component in the formulation of agrochemicals, such as pesticides and herbicides. Its chemical properties make it suitable for use in these applications, where it can help control pests and weeds, ultimately contributing to increased crop yields and improved agricultural productivity.
Used in Dyestuff Industry:
In the dyestuff industry, 2,4-Dichlorophenylthiourea is used as a raw material for the production of various dyes. Its chemical structure allows it to be a precursor to a range of colorants, which can be used in different applications, such as textiles, plastics, and printing inks.

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

Upstream product

• 6590-96-1 2, 4-dichlorophenyl isothiocyanate 
• 554-00-7 2,4-Dichloroaniline 
• 1147550-11-5 ammonium thiocyanate 
• 7440-44-0 pyrographite 
• 98-88-4 benzoyl chloride 
• 333-20-0 potassium thioacyanate 
• 71233-08-4 N-benzoyl-N’-(2,4-dichlorophenyl)thiourea 

Downstream Products

• 20943-28-6 5-(2,4-dichloro-anilino)-3H-thiazolo[4,5-d]thiazol-2-one 
• 105973-84-0 5-butyl-2-(2,4-dichloro-anilino)-thiazol-4-one 
• 133192-95-7 5-benzyl-2-(2,4-dichloro-anilino)-thiazol-4-one 
• 93945-28-9 5-(4-bromo-phenyl)-2-(2,4-dichloro-anilino)-thiazol-4-one 
• 94880-57-6 4-amino-3-(2,4-dichloro-phenyl)-5-phenyl-3H-thiazol-2-ylideneamine 
• 115541-07-6 2-(2,4-dichlorophenylamino)-4-(2'-pyrazinyl)thiazole 
• 79571-50-9 4-(5-Nitro-2-furyl)-2-(2,4-dichlorophenylamino)thiazole 
• 79571-68-9 4-(3,4-Dihydroxyphenyl)-2-(2,4-dichlorophenylamino)thiazole hydrochloride 
• 30895-28-4 C₇H₈Cl₂N₄*HI 
• 956473-16-8 C₁₈H₁₃Cl₃N₂O₂S 
• 729581-02-6 C₁₈H₁₄Cl₂N₂O₂S 
• 929562-32-3 2-(2,4-dichloro-phenylamino)-4-phenyl-thiazole-5-carboxylic acid ethyl ester 
• 728918-54-5 2-(2,4-dichlorophenylamino)thiazole-4-carboxylic acid 
• 90418-06-7 2-<2,4-Dichlor-phenylimino>-thiazolidon-(4) 

Relevant academic research and scientific papers

SMALL MOLECULE PROSTAGLADIN TRANSPORT INHIBITORS

The disclosure provides compounds of Formula 1, and the pharmaceutically acceptable salts thereof. The variables in Formula 1, e.g. X1-X5, A1, A2, and R1-R4 are described herein. Such compounds are useful as prostaglandin transport (PGT) inhibitors. The disclosure further includes pharmaceutical compositions comprising a compound of Formula 1 or salt thereof and methods of using compounds of Formula 1 and salts thereof to treat diseases and disorders mediated, at least in part, by prostaglandin levels or cyclooxygenase activity. Such diseases and disorders include painful and inflammatory conditions.

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.

Design, synthesis and molecular docking studies of some thiazole clubbed heterocyclic compounds as possible anti-infective agents

The present work describes synthesis of a series of 5-((1-(4-(4-chlorophenyl)thiazol-2-yl)-3- aryl-1H-pyrazol-4-yl)methylene)-2-(arylimino)thiazolidin-4-one derivatives and their molecular docking and biological evaluation as possible antimalarial, anthelmintic and antimicrobial agents. The synthesis of compounds has been accomplished by adopting suitable synthetic methods. Structures of newly synthesized compounds were characterized and authenticated by spectral methods such as IR, 1H-NMR and mass spectra. Synthesized compounds were screened for their in vitro antimicrobial activity against selected bacterial strains and fungal strains viz. B. subtilis, S. aureus, E. coli, P. fluorescens, C. albicans, C. glabrata and antimalarial studies against P. falciparum. Titled compounds were also tested against Pheretima posthuma (earthworm) for their anthelmintic activity. Molecular docking was done to study the binding modes of the potent compounds against Escherichia coli (PDB ID: 1AB4) and Candida P450DM (PDB ID: 1EA1) enzymes. The results revealed that all the compounds exhibited moderate to significant antimicrobial activities. Antimalarial activity screening revealed that one compound 8i showed significant antimalarial activity with of IC50; 0.59 μg/mL as compared to standard drugs chloroquine (IC50= 0.020 μg/mL) and quinine (IC50; 0.268 μg/mL). The most active compound exhibited the mean paralysis time of 19.2 ± 0.9 min and mean death time of 31.7 ± 2.5 min. It can be concluded that some of the synthesized compounds have remarkable antiinfective, antimalarial and anthelmintic activity and are suitable candidates for further scientific exploration.

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).

Design, synthesis and investigation on the structure-activity relationships of N-substituted 2-aminothiazole derivatives as antitubercular agents

Tuberculosis (TB) is one of the deadliest infectious diseases of all times, and its recent resurgence is a supreme matter of concern. Co-infection with HIV and, in particular, the continuous isolation of new resistant strains, makes the discovery of novel anti-TB agents a strategic priority. The research of novel agents should be driven by the accessibility of the synthetic procedure and, in particular, by the lack of cross-resistance with the drugs already marketed. Moreover, in order to shorten the duration of the therapy, and therefore decrease the rate of resistance, these molecules should be active also against the nonreplicating persistent form (NRP-TB) of the infection. The availability of an in-house small library of compounds prompted us to investigate their anti-TB activity. Two compounds, embodying a 2-aminothiazole scaffold, were found to possess a certain inhibitory activity toward Mycobacterium tuberculosis H37Rv, and therefore a medicinal chemistry campaign was initiated in order to increase the activity of the hit compounds and, especially, construct a plausible body of structure-activity relationships. The potency of the hit compound was successfully improved, and, much more importantly, some of the molecules synthesized were found to be active toward the persistent phenotype, and, also, toward a panel of resistant strains. These findings encourage further investigations around this interesting antitubercular chemotype.

Continuous-flow processing of gaseous ammonia using a Teflon AF-2400 tube-in-tube reactor: Synthesis of thioureas and in-line titrations

A simple tube-in-tube reactor based on the gas-permeable membrane Teflon AF-2400 was used in the continuous flow reaction of gaseous ammonia with isothiocyanates and one isocyanate. A colourimetric in-line titration technique is also reported as a simple method to quantify the amount of ammonia taken up by the solvent in the system. Georg Thieme Verlag Stuttgart · New York.

Synthesis of some new 2,4-disubstituted thiazoles as possible antibacterial and anti-inflammatory agents

A series of arylthioureas (1), aromatic aldehyde thiosemicarbazones (2) and 5-aryl-2-furfuraldehyde thiosemicarbazones (3) were condensed with 2,4-dichloro-5-fluorophenacyl bromide to yield respective arylaminothiazoles, arylidene/5-aryl-2-furfurylidene hydrazinothiazoles (4). The newly synthesized compounds were characterized by IR, 1H-NMR and mass spectral studies. These compounds were also screened for their antibacterial and anti-inflammatory activities. Two of the newly synthesized compounds showed anti-inflammatory activity comparable with that of Ibuprofen.

Compounds, compositions and methods for controlling pests

A new method of controlling pests harmful to domestic animals and certain novel pesticidal compositions are described. Compounds for use in the method have the formula STR1 in which n is 0 to 5, R is halo, alkyl, trihaloalkyl, cyano alkoxy or alkoxycarbon