Tag: 210.68

Synthesis and biological screening of diethyl [N-(thiazol-2-yl)carbamoyl]methylphosphonates was written by Olawode, Emmanuel O.;Tandlich, Roman;Prinsloo, Earl;Isaacs, Michelle;Hoppe, Heinrich;Seldon, Ronnett;Warner, Digby F.;Steenkamp, Vanessa;Kaye, Perry T.. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2018.Reference of 2103-99-3 This article mentions the following:

A three-step synthesis, involving condensation of bromomethyl aryl ketones with urea to afford 2- aminothiazoles, their chloroacetylation and subsequent solvent-free Arbuzov phosphonation has afforded a series of novel di-Et [N-(thiazol-2-yl)carbamoyl]methylphosphonates 3a–3f in good overall yields; the 4- carboxythiazole analog 3g was obtained by selective hydrolysis of the corresponding Et ester 3f. The phosphonate esters exhibited significant anti-cancer activity (nM – low 渭M IC50 values) against SH-SY5Y cells and, in one case, 7.6渭M MIC90 anti-TB activity against the virulent M. tuberculosis H37Rv strain; the chloroacetamido precursors all exhibited some antimalarial (PfLDH) activity, three with IC50 values in the range 1.0 – 8.9渭螠. In the experiment, the researchers used many compounds, for example, 4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3Reference of 2103-99-3).

4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1).Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Reference of 2103-99-3

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Halogen-substituted thiazole derivatives as corrosion inhibitors for mild steel in 0.5 M sulfuric acid at high temperature was written by Gong, Weinan;Xu, Bin;Yin, Xiaoshuang;Liu, Ying;Chen, Yun;Yang, Wenzhong. And the article was included in Journal of the Taiwan Institute of Chemical Engineers in 2019.Reference of 2103-99-3 This article mentions the following:

The inhibitory effects of three halogen-substituted thiazole derivatives named 2-amino-4-(4-fluorophenyl)-thiazole (FPT), 2-amino-4-(4-chlorophenyl)-thiazole (CPT) and 2-amino-(4-bromophenyl)-thiazole (BPT) on mild steel corrosion were investigated in 0.5 M H₂SO₄ from 30掳C to 60掳C. Electrochem. measurements demonstrated that these thiazoles can effectively inhibit the corrosion of mild steel in 0.5 M H₂SO₄ solution at 30掳C. With the increase of temperature, the inhibition efficiency (畏) of FPT at 60掳C reduced to 22.62% while those of CPT and BPT under the same temperature were nearly unchanged, which were as high as 95.16% and 95.45%, resp. The adsorptions of three thiazoles on the surface of mild steel were all found to adhere to Langmuir adsorption isotherm at 30掳C while only CPT and BPT obeyed at 60掳C. Quantum calculations results indicated that CPT and BPT had the better adsorption ability on mild steel than FPT. Mol. dynamic stimulations were taken out to investigate the adsorption configurations of three thiazoles on the surface of Fe (0 0 1) at 30掳C and 60掳C, and the results implied that the binding energy of protonated BPT and CPT were nearly unchanged at studied temperatures while that of protonated FPT apparently became lower at 60掳C. In the experiment, the researchers used many compounds, for example, 4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3Reference of 2103-99-3).

4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Reference of 2103-99-3

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Putative histidine kinase inhibitors with antibacterial effect against multi-drug resistant clinical isolates identified by in vitro and in silico screens was written by Velikova, Nadya;Fulle, Simone;Manso, Ana Sousa;Mechkarska, Milena;Finn, Paul;Conlon, J. Michael;Oggioni, Marco Rinaldo;Wells, Jerry M.;Marina, Alberto. And the article was included in Scientific Reports in 2016.Formula: C9H7ClN2S This article mentions the following:

Novel antibacterials are urgently needed to address the growing problem of bacterial resistance to conventional antibiotics. Two-component systems (TCS) are widely used by bacteria to regulate gene expression in response to various environmental stimuli and physiol. stress and have been previously proposed as promising antibacterial targets. TCS consist of a sensor histidine kinase (HK) and an effector response regulator. The HK component contains a highly conserved ATP-binding site that is considered to be a promising target for broad-spectrum antibacterial drugs. Here, we describe the identification of putative HK autophosphorylation inhibitors following two independent exptl. approaches: in vitro fragment-based screen via differential scanning fluorometry and in silico structure-based screening, each followed up by the exploration of analog compounds as identified by ligand-based similarity searches. Nine of the tested compounds showed antibacterial effect against multi-drug resistant clin. isolates of bacterial pathogens and include three novel scaffolds, which have not been explored so far in other antibacterial compounds Overall, putative HK autophosphorylation inhibitors were found that together provide a promising starting point for further optimization as antibacterials. In the experiment, the researchers used many compounds, for example, 4-(2-Chlorophenyl)thiazol-2-amine (cas: 21344-90-1Formula: C9H7ClN2S).

4-(2-Chlorophenyl)thiazol-2-amine (cas: 21344-90-1) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Formula: C9H7ClN2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis and biological evaluation of (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamides as pyruvate dehydrogenase kinase 1 (PDK1) inhibitors to reduce the growth of cancer cells was written by Zhang, Shao-Lin;Zhang, Wen;Yang, Zheng;Hu, Xiaohui;Tam, Kin Yip. And the article was included in European Journal of Pharmaceutical Sciences in 2017.Application of 2103-99-3 This article mentions the following:

Most cancer cells exhibit a high rate of glycolysis and reduced capacity in mitochondrial oxidative phosphorylation. The expression of pyruvate dehydrogenase kinases (PDKs) was found to be increased in many cancer cells. Inhibition of PDKs increases the oxidative phosphorylation of glucose, which may disrupt the balance between the demand and supply of oxygen in cancer cell, thus leading to cell death. Several reports suggested that compounds containing (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide group could inhibit PDKs in pyruvate dehydrogenase primary enzymic assay. However, none of them were capable of reducing the growth of cancer cells. Herein, we report the synthesis and biol. evaluation of some novel PDK1 inhibitors containing the (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide warhead. Excitingly, these novel PDK1 inhibitors exhibited good potency to reduce the growth of cancer cells. We have demonstrated that these compounds could phys. associate with PDK1 and activate pyruvate dehydrogenase in low micromolar levels. In the experiment, the researchers used many compounds, for example, 4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3Application of 2103-99-3).

4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Application of 2103-99-3

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis and biological evaluation of (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamides as pyruvate dehydrogenase kinase 1 (PDK1) inhibitors to reduce the growth of cancer cells was written by Zhang, Shao-Lin;Zhang, Wen;Yang, Zheng;Hu, Xiaohui;Tam, Kin Yip. And the article was included in European Journal of Pharmaceutical Sciences in 2017.Application of 2103-99-3 This article mentions the following:

Most cancer cells exhibit a high rate of glycolysis and reduced capacity in mitochondrial oxidative phosphorylation. The expression of pyruvate dehydrogenase kinases (PDKs) was found to be increased in many cancer cells. Inhibition of PDKs increases the oxidative phosphorylation of glucose, which may disrupt the balance between the demand and supply of oxygen in cancer cell, thus leading to cell death. Several reports suggested that compounds containing (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide group could inhibit PDKs in pyruvate dehydrogenase primary enzymic assay. However, none of them were capable of reducing the growth of cancer cells. Herein, we report the synthesis and biol. evaluation of some novel PDK1 inhibitors containing the (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide warhead. Excitingly, these novel PDK1 inhibitors exhibited good potency to reduce the growth of cancer cells. We have demonstrated that these compounds could phys. associate with PDK1 and activate pyruvate dehydrogenase in low micromolar levels. In the experiment, the researchers used many compounds, for example, 4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3Application of 2103-99-3).

4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Application of 2103-99-3

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Halides Held by Bifurcated Chalcogen-Hydrogen Bonds. Effect of μ_(S,N-H)Cl Contacts on Dimerization of Cl(carbene)Pd^II Species was written by Mikherdov, Alexander S.;Novikov, Alexander S.;Kinzhalov, Mikhail A.;Boyarskiy, Vadim P.;Starova, Galina L.;Ivanov, Alexander Yu.;Kukushkin, Vadim Yu.. And the article was included in Inorganic Chemistry in 2018.Synthetic Route of C9H7ClN2S This article mentions the following:

Addition of 2-thiazolamines with palladium bis-isonitrile complex cis-[PdCl₂(CNCy)₂] (1) produces acyclic diaminocarbene complexes I (R¹ = Ph, 4-MeC₆H₄, 4-FC₆H₄, 4-ClC₆H₄, 3,4-F₂C₆H₃; R² = H), dimerized by hydrogen bonds. The reaction of 1 with thiazol-2-amines leads to the C,N-chelated diaminocarbene-like complexes [PdCl{C(N(H)4,5-R₂-thiazol-2-yl)NHCy}(CNCy)] in the case of 4,5-R₂-thiazol-2-amines or gives the diaminocarbene species I for the reaction with 4-aryl-substituted thiazol-2-amines. Inspection of the single-crystal X-ray diffraction data for I suggests that the structures of all these species exhibit previously unrecognized bifurcated chalcogen-hydrogen bonding μ_(S,N-H)Cl and also Pd^II···Pd^II metallophilic interactions. These noncovalent interactions collectively connect two sym. located mols. resulting in their solid-state dimerization. The existence of the μ_(S,N-H)Cl system and its strength (6-9 kcal/mol) were addnl. verified/estimated by a Hirshfeld surface anal. and DFT calculations combined with a topol. anal. of the electron d. distribution within the formalism of Bader’s theory (AIM method) and NBO anal. The observed noncovalent interactions are jointly responsible for the dimerization of I not only in the solid phase but also in CHCl₃ solutions, as predicted theor. by DFT calculations and confirmed exptl. by FTIR, HRESI-MS, ¹H NMR, and diffusion coefficient NMR measurements. Available CCDC data were processed under the new moiety angle, and the observed μ_(S,E-H)Cl systems were classified accordingly to E (E = N, O, C) type atoms. In the experiment, the researchers used many compounds, for example, 4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3Synthetic Route of C9H7ClN2S).

4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Synthetic Route of C9H7ClN2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica