51039-84-0

Usage

Uses

Used in Medicinal Chemistry:
1-(2-Nitrophenyl)-2-thiourea is used as a pharmaceutical agent for its potential antibacterial and antifungal properties, making it a candidate for the development of new antimicrobial drugs to combat resistant strains.
Used in Coordination Chemistry:
In coordination chemistry, 1-(2-Nitrophenyl)-2-thiourea is used as a ligand for forming complexes with transition metal ions, which can be applied in catalysis processes to enhance the efficiency of various chemical reactions.
Used in Agriculture:
1-(2-Nitrophenyl)-2-thiourea is used as a chemical agent in agriculture, potentially serving as a component in the development of new pesticides or fungicides, given its antimicrobial properties.
These applications highlight the versatility of 1-(2-Nitrophenyl)-2-thiourea and underscore the ongoing research into its full potential across different industries.

InChI:InChI=1/C7H7N3O2S/c8-7(13)9-5-3-1-2-4-6(5)10(11)12/h1-4H,(H3,8,9,13)

Upstream product

• 2719-30-4 o-nitrophenylisothiocyanate 
• 88-74-4 2-nitro-aniline 
• 66934-10-9 N-[[(2-nitrophenyl)amino]thioxomethyl]-benzamide 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 6973-51-9 2-amino-4-nitrobenzothiazole 
• 5465-98-5 2-nitrophenylcyanamide 
• 20943-32-2 5-(2-nitro-anilino)-3H-thiazolo[4,5-d]thiazol-2-one 
• 82844-26-6 5,5-Bis-(2-hydroxy-phenyl)-3-(2-nitro-phenyl)-2-thioxo-imidazolidin-4-one 
• 708285-39-6 4-(4'-acetamido-phenyl)-2-(o-nitrophenylamino)-thiazole 
• 155994-16-4 1-[4-Chloro-6-(4-nitro-phenylamino)-[1,3,5]triazin-2-yl]-3-(2-nitro-phenyl)-thiourea 
• 132818-62-3 2-{4-(4-Nitro-phenylamino)-6-[3-(2-nitro-phenyl)-thioureido]-[1,3,5]triazin-2-yloxy}-benzamide 
• 116433-36-4 C₃₀H₂₆N₈O₈S₃ 
• 82844-39-1 5,5-Bis-(4-hydroxy-phenyl)-3-(2-nitro-phenyl)-2-thioxo-imidazolidin-4-one 

Relevant academic research and scientific papers

2-amino-4-nitrobenzothiazole

The crystal structure of the title compound, C7H5N3O2S, consists of centrosymmetric dimers, the principal intradimer interaction being two pairs of three-centre hydrogen bonds involving the amino group, the ring

Iron-mediated desulphurization approach: synthesis of cyanamides and their conversions

The iron-mediated efficient multi-component method has been demonstrated for the synthesis of substituted cyanamides from isothiocyanates under mild reaction conditions. Subsequent nucleophilic addition and desulfurization are involved in this proposed synthetic methodology. All the reactions are rapid, facile, and accomplished at room temperature. A variety of substrates readily underwent the optimized reaction conditions to provide their respective target products in good to excellent yields. Furthermore, we have confirmed that no other by-products could be identified during our experimental reaction process. Graphical abstract: Iron-mediated efficient multi-component method has been demonstrated for the synthesis of substituted cyanamides from isothiocyanates under mild reaction conditions. Subsequent nucleophilic addition and desulfurization are involved in this proposed synthetic methodology.[Figure not available: see fulltext.].

Synthesis and biological evaluation of 3-amino-1,2,4-triazole derivatives as potential anticancer compounds

Two series of compounds carrying 3-amino-1,2,4-triazole scaffold were synthesized and evaluated for their anticancer activity against a panel of cancer cell lines using XTT assay. The 1,2,4-triazole synthesis was revisited for the first series of pyridyl derivatives. The biological results revealed the efficiency of the 3-amino-1,2,4-triazole core that could not be replaced and a clear beneficial effect of a 3-bromophenylamino moiety in position 3 of the triazole for both series (compounds 2.6 and 4.6) on several cell lines tested. Moreover, our results point out an antiangiogenic activity of these compounds. Overall, the 5-aryl-3-phenylamino-1,2,4-triazole structure has promising dual anticancer activity.

Cobalt-promoted one-pot reaction of isothiocyanates toward the synthesis of aryl/alkylcyanamides and substituted tetrazoles

[Figure not available: see fulltext.] The synthesis of cyanamides and tetrazoles from isothiocyanates through tandem reaction using cobalt catalyst has been demonstrated. In the case of tetrazole preparation, the reaction involved addition/desulfurization/nucleophilic addition/electrocyclization, whereas aromatic cyanamides were constructed from isothiocyanates through addition/desulfurization. Cheap cobalt sulfate was used for the synthesis of various cyanamides and tetrazoles. In addition, cobalt catalyst was found to be desulfurization reagent that has not been previously reported. The final products have been obtained from starting precursors in good to high yield.

5-(4-hydroxyl-3-methoxyl benzylidene)-2-(2-nitryl phenylimino) thiazolidone and application

The invention discloses a compound 5-(4-hydroxyl-3-methoxyl benzylidene)-2-(2-nitryl phenylimino) thiazolidone, HMNT for short, and an application thereof in an aromatic hydrocarbon receptor stimulant, wherein the chemical structure is as shown in a formula (I). Experiments verify that the compound disclosed by the invention effectively causes up-regulation of genetic expression and protein expression of a metabolic enzyme CYP1A1 of a related allogenic material of a downstream target gene of an aromatic hydrocarbon receptor in a mouse hepatoma carcinoma cell at the concentration of 10 mu M and prompts that the compound is the aromatic hydrocarbon receptor stimulant, is expected to become a potential drug by taking the aromatic hydrocarbon receptor as a tumor treating target, and is wide in clinical application prospect.

Synthesis and antitumor evaluation of 5-(benzo[: D] [1,3]dioxol-5-ylmethyl)-4-(tert -butyl)- N -arylthiazol-2-amines

A series of novel N-aryl-5-(benzo[d][1,3]dioxol-5-ylmethyl)-4-(tert-butyl)thiazol-2-amines (C1-C31) were synthesized and evaluated for their antitumor activities against HeLa, A549 and MCF-7 cell lines. Some tested compounds showed potent growth inhibition properties with IC50 values generally below 5 μM against the three human cancer cells lines. Compound C27 showed potent activities against HeLa and A549 cell lines with IC50 values of 2.07 ± 0.88 μM and 3.52 ± 0.49 μM, respectively. Compound C7 (IC50 = 2.06 ± 0.09 μM) was the most active compound against A549 cell line, while compound C16 (IC50 = 2.55 ± 0.34 μM) showed the best inhibitory activity against the MCF-7 cell line. The preliminary mechanism of the inhibitory effect was investigated via further experiments, such as morphological analysis by dual AO/EB staining and Hoechst 33342 staining, and cell apoptosis and cycle assessment by FACS analysis. The results illustrated that compound C27 could induce apoptosis and cause both S-phase and G2/M-phase arrests in HeLa cell line. Therefore, compound C27 could be developed as a potential antitumor agent.

Synthesis and Cytotoxicity in Vitro of N-Aryl-4-(Tert-butyl)-5-(1H-1,2,4-triazol-1-yl)thiazol-2-amine

A series of novel N-aryl-4-(tert-butyl)-5-(1H-1,2,4-triazol-1-yl)thiazol-2-amines were synthesized in a green way. H2O2-NaBr Brominating circulatory system was used in the synthesis of the key intermediate in a mild condition. All of the target compounds were confirmed by1H NMR and elemental analysis and tested for their cytotoxicity against two different human cancer cell lines. The cytotoxicity assay revealed that some of the title compounds showed moderate to strong cytotoxic activities. Compound 2i was the most potent compound with the IC50 values of 9 μMagainst Hela cells and 15 μMagainst Bel-7402 cells, respectively.

THIAZOLE DERIVATIVES AND USE THEREOF

The present invention is related to thiazole derivatives of Formula (I) in particular for the treatment and/or prophylaxis of autoimmune disorders and/or inflammatory diseases, cardiovascular diseases, neurodegenerative diseases, bacterial or viral infections, kidney diseases, platelet aggregation, cancer, transplantation, graft rejection or lung injuries.