Category: 2010-06-2

Juhas, Martin; Bachtikova, Andrea; Nawrot, Daria Elzbieta; Hatokova, Paulina; Pallabothula, Vinod Sukanth Kumar; Diepoltova, Adela; Jandourek, Ondrej; Barta, Pavel; Konecna, Klara; Paterova, Pavla; Sestak, Vit; Zitko, Jan published an article in 2022, the title of the article was Improving Antimicrobial Activity and Physico-Chemical Properties by Isosteric Replacement of 2-Aminothiazole with 2-Aminooxazole.HPLC of Formula: 2010-06-2 And the article contains the following content:

Antimicrobial drug resistance is currently one of the most critical health issues. Pathogens resistant to last-resort antibiotics are increasing, and very few effective antibacterial agents have been introduced in recent years. The promising drug candidates are often discontinued in the primary stages of the drug discovery pipeline due to their unspecific reactivity (PAINS), toxicity, insufficient stability, or low water solubility In this work, we investigated a series of substituted N-oxazolyl- and N-thiazolylcarboxamides of various pyridinecarboxylic acids. Final compounds were tested against several microbial species. In general, oxazole-containing compounds showed high activity against mycobacteria, especially Mycobacterium tuberculosis (best MICH37Ra = 3.13 μg/mL), including the multidrug-resistant strains. Promising activities against various bacterial and fungal strains were also observed None of the compounds was significantly cytotoxic against the HepG2 cell line. Exptl. measurement of lipophilicity parameter log k′w and water solubility (log S) confirmed significantly (typically two orders in logarithmic scale) increased hydrophilicity/water solubility of oxazole derivatives in comparison with their thiazole isosteres. Mycobacterial β-ketoacyl-acyl carrier protein synthase III (FabH) was suggested as a probable target by mol. docking and mol. dynamics simulations. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).HPLC of Formula: 2010-06-2

The Article related to aminothiazole aminooxazole antimicrobial mol docking, aminooxazole, aminothiazole, antimycobacterial activity, docking, isostere, molecular docking, molecular dynamics, pyridine, water solubility and other aspects.HPLC of Formula: 2010-06-2

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

On October 1, 2019, Shaaban, Saad; Ashmawy, Abeer M.; Negm, Amr; Wessjohann, Ludger A. published an article.Reference of 4-Phenylthiazol-2-amine The title of the article was Synthesis and biochemical studies of novel organic selenides with increased selectivity for hepatocellular carcinoma and breast adenocarcinoma. And the article contained the following:

Nineteen organoselenides, e.g., 2-((4-aminophenyl)selanyl)-3-methylnaphthalene-1,4-dione were synthesized and tested for their intrinsic cytotoxicity in hepatocellular carcinoma (HepG2) and breast adenocarcinoma (MCF-7) cell lines and their corresponding selective cytotoxicity (SI) was estimated using normal lung fibroblast (WI-38) cells. Most of the organic selenides exhibited good anticancer activity, and this was more pronounced in HepG2 cells. Interestingly, the 2-((4-aminophenyl)selanyl)-3-methylnaphthalene-1,4-dione, Me 3-((2-amino-4-methylthiazol-5-yl)selanyl)propanoate, and 4-((4-selenocyanatophenyl)diazenyl)phenol organic selenides demonstrated promising SI (up to 76). Furthermore, 4-((2,2-diethoxyethyl)selanyl)aniline, 2-((4-aminophenyl)selanyl)-3-methylnaphthalene-1,4-dione, and azo-based 4-((4-selenocyanatophenyl)diazenyl)phenol and 2-amino-5-((4-selenocyanatophenyl)diazenyl)benzoic acid organic selenides were able to down-regulate the expression of Bcl-2 and up-regulate the expression levels of IL-2, IL-6 and CD40 in HepG2 cells compared to untreated cells. Moreover, most of the synthesized candidates manifested good free radical-scavenging and GPx-like activities comparable to vitamin C and ebselen. The obtained results suggested that some of the presented organoselenium candidates have promising anti-HepG2 and antioxidant activities. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Reference of 4-Phenylthiazol-2-amine

The Article related to organoselenide preparation anticancer antioxidant activity, antioxidant, azo coupling, breast adenocarcinoma, diselenides, hepatocellular carcinoma, michael-type reaction, selenides, selenocyanates and other aspects.Reference of 4-Phenylthiazol-2-amine

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

On August 31, 2021, Sankar, P. Siva; Babu, K. Narendra; Rekha, Tamatam; Padmaja, Adivireddy; Padmavathi, Venkatapuram published an article.Product Details of 2010-06-2 The title of the article was Molecular properties prediction, synthesis, and antimicrobial activity of bis(azolyl)sulfonamidoacetamides. And the article contained the following:

A library of bis(azolyl)sulfonamidoacetamides I [X = NH, O, S; Y = NH, O; Ar = Ph, 4-methylphenyl, 4-chlorophenyl] was prepared by the reaction of azolylsulfonylamines with azolylchloroacetamides in the presence of pyridine/4-(dimethylamino)pyridine under ultrasonication. The reaction proceeded well with DMAP, resulted in a higher yield of the products. The antimicrobial activity of the compounds I indicated that I [X = S; Y = NH; Ar = phenyl], I [X = S; Y = NH; Ar = 4-chlorophenyl], and I [X = NH; Y = NH; Ar = 4-chlorophenyl] exhibited a low minimal inhibitory concentration (MIC) against Bacillus subtilis, equal to the standard drug, chloramphenicol. Compounds I [X = S; Y = NH; Ar = 4-chlorophenyl] and I [X = NH; Y = NH; Ar = 4-chlorophenyl] also showed low MICs against Aspergillus niger, equal to the standard drug, ketoconazole. The mol. properties of the synthesized mols. I were studied to identify drug-likeness properties of the target compounds On the basis of mol. properties prediction, I [X = O; Y = O; Ar = phenyl], I [X = O; Y = O; Ar = 4-methylphenyl], I [X = O; Y = NH; Ar = 4-methylphenyl], I [X = O; Y = NH; Ar = 4-chlorophenyl], I [X = S; Y = O; Ar = Ph, 4-methylphenyl, 4-chlorophenyl], I [X = S; Y = NH; Ar = 4-methylphenyl], I [X = S; Y = NH; Ar = 4-chlorophenyl], and I [X = NH; Y = O; Ar = Ph, 4-methylphenyl, 4-chlorophenyl] can be treated as drug candidates. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Product Details of 2010-06-2

The Article related to bisazolyl sulfonamidoacetamide preparation antibacterial antifungal sar ultrasound, antibacterial activity, antifungal activity, bis(azolyl)sulfonamidoacetamides, molecular properties, ultrasonication and other aspects.Product Details of 2010-06-2

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

On December 15, 2021, Rizk, Mariam G.; Emara, Adel A. A.; Mahmoud, Nelly H. published an article.Name: 4-Phenylthiazol-2-amine The title of the article was Spectroscopic studies, DFT calculations, thermal analysis, anti-cancer evaluation of new metal complexes of 2-hydroxy-N-(4-phenylthiazol-2-yl)benzamide. And the article contained the following:

2-Hydroxy-N-(4-phenylthiazol-2-yl)benzamide was reacted with Cr(III), Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Ag(I) metal ions to synthesize the corresponding coordination compounds 2-Hydroxy-N-(4-phenylthiazol-2-yl)benzamide was rearranged to 2-hydroxy-N-(4-phenyl-1,3-thiazole-2-yl)carboxymidic acid (HL) due to the keto-enol tautomeric forms, where the enol form is more dominant. The structures of the HL ligand and the newly synthesized coordination compounds were characterized by elemental anal., IR, UV-Visible, 1H NMR, ESR and mass spectral data, in addition to TGA and magnetic and molar conductance measurements. The ligand behaves as a monobasic bidentate ON sites, where the bidentate binding of the ligand involving the phenolic oxygen and azomethine nitrogen. The binding modes of the coordination compounds were further confirmed using Gaussian 09 software. The complexes of Co(II), Cu(II), Zn(II), and Ag(I) were tested in vitro against human colon carcinoma cells (HCT-116). The IC50 values showed dramatic toxicity results for cobalt(II), copper(II) and zinc(II) complexes vs. human colon carcinoma (HCT-116) cell line, compared to African green monkey kidney (VERO) normal cell line. According to the results of the IC50 values obtained for Co(II), Cu(II), Zn(II), and Ag(I) 1.5, 1.0, 1.8 and 7.3μg/mL, resp., compared to the reference drug (2.49μg/mL), Co(II), Cu(II), Zn(II) compounds are considered strong antitumor agent while Ag(I) compound can be considered as a weak one. For both antifungal and antibacterial activities, HL and all its coordination compounds were evaluated. HL ligand has only high activity against B. subtilis and C. albicans while Co(II) and Zn(II) compounds have the highest activity against S. aureus, P. aeruginisa, B. subtilis and E. coli. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Name: 4-Phenylthiazol-2-amine

The Article related to transition metal hydroxythiazolylbenzamide complex preparation antitumor antimicrobial dft fluorescence, thermal decomposition kinetics transition metal hydroxythiazolylbenzamide complex antitumor human and other aspects.Name: 4-Phenylthiazol-2-amine

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

Xie, Zengyang; Chen, Ruijiao; Ma, Mingfang; Kong, Lingdong; Liu, Jun; Wang, Cunde published an article in 2019, the title of the article was Copper-catalyzed one-pot coupling reactions of aldehydes (ketones), tosylhydrazide and 2-amino(benzo)thiazoles: An efficient strategy for the synthesis of N-alkylated (benzo)thiazoles.Synthetic Route of 2010-06-2 And the article contains the following content:

An efficient and practical C-N bond formation methodol. for the synthesis of N-(alkyl)benzothiazoles I [R = H, 4-Me, 6-Br, etc.; R1 = n-Pr, Ph, 4-MeOC6H4, etc.] and N-(alkyl)thiazoles II [R2 = H, Me; R3 = Ph, 2-MeC6H4, 2-naphthyl, etc.; R2R3 = (CH2)5; R4 = H, 4-Me, 5-Me] was developed via Cu-catalyzed one-pot two-step cross-coupling of 2-aminobenzothiazoles/2-aminothiazoles and aldehydes/ketones with tosylhydrazide. This cross-coupling reaction proceeded smoothly and tolerated a broad range of functional groups. A variety of functionalized benzothiazoles/thiazoles were obtained in moderate to high yields. Notably, gram-scale synthesis of fanetizole (anti-inflammatory drug) was also realized through this protocol. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Synthetic Route of 2010-06-2

The Article related to alkyl thiazole preparation, aminothiazole carbonyl tosylhydrazide cross coupling copper catalyst, benzothiazole alkyl preparation, aldehyde aminobenzothiazole tosylhydrazide cross coupling copper catalyst and other aspects.Synthetic Route of 2010-06-2

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

On October 31, 2020, Ghotbi, Golaleh; Mahdavi, Mohammad; Najafi, Zahra; Moghadam, Farshad Homayouni; Hamzeh-Mivehroud, Maryam; Davaran, Soodabeh; Dastmalchi, Siavoush published an article.COA of Formula: C9H8N2S The title of the article was Design, synthesis, biological evaluation, and docking study of novel dual-acting thiazole-pyridiniums inhibiting acetylcholinesterase and β-amyloid aggregation for Alzheimer’s disease. And the article contained the following:

New compounds containing thiazole and pyridinium moieties were designed and synthesized. The potency of the synthesized compounds as selective inhibitors of acetylcholinesterase (AChE), and β-amyloid aggregation (Aβ) was evaluated. Compounds 7d and 7j showed the best AChE inhibitory activities at the submicromolar concentration range (IC50 values of 0.40 and 0.69μM, resp.). Most of the novel compounds showed moderate to low inhibition of butyrylcholinesterase (BChE), which is indicative of their selective inhibitory effects towards AChE. Kinetic studies using the most potent compounds 7d and 7j confirmed a mixed-type of AChE inhibition mechanism in accordance with the docking results, which shows their interactions with both catalytic active (CAS) and peripheral anionic (PAS) sites. The specific binding of 7a, 7j, and 7m to PAS domain of AChE was also confirmed exptl. In addition, 7d and 7j were able to show β-amyloid self-aggregation inhibitory effects (20.38 and 42.66% resp.) stronger than donepezil (14.70%) assayed at 10μM concentration Moreover, compounds 7j and 7m were shown to be effective neuroprotective agents in H2O2-induced oxidative stress on PC12 cells almost similar to those observed for donepezil. The ability of 7j to pass blood-brain barrier was demonstrated using the PAMPA method. The results presented in this work provide useful information about designing novel anti-Alzheimer agents. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).COA of Formula: C9H8N2S

The Article related to thiazole pyridinium derivative preparation ache amyloid aggregation inhibitor alzheimer’s, acetylcholinesterase, alzheimer’s disease, docking study, neuroprotection, thiazole-pyridinium, β-amyloid self-aggregation and other aspects.COA of Formula: C9H8N2S

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

On October 15, 2020, Mourad, Ahmed A. E.; Mourad, Mai A. E. published an article.Category: thiazole The title of the article was Enhancing insulin sensitivity by dual PPARγ partial agonist, β-catenin inhibitor: Design, synthesis of new α-phthalimido-o-toluoyl-2-aminothiazole hybrids. And the article contained the following:

We aimed at synthesizing novel partial PPARγ agonists with β-catenin inhibitory activity which was enhanced insulin sensitivity and avoid the side effects of full PPARγ agonists. We synthesized novel series of α-phthlimido-o-toluoyl-2-aminothiazoles I [R1=R2=R3=R4 = H; R2 = H, Me, MeO, Cl, etc.] hybrids for evaluating their antidiabetic activity and discovering its mechanistic pathway. We assessed effect of the new hybrids I on PPARγ activation using a luciferase reporter assay system. Moreover, intracellular triglyceride levels, gene levels of c/EBPα, PPARγ and PPARγ targets including GLUT4, adiponectin, aP2 were measured in 3T3-L1 cells. Uptake of 2-DOG together with PPARγ and β-catenin protein levels were evaluated in 3T3-L1cells. In addition, mol. docking studies with PPARγ LBD, physicochem. properties and structure activity relationship of the novel hybrids I were also studied. Three of the synthesized hybrids I showed partial PPARγ agonistic activity and distinct PPARγ binding pattern. These compounds I modulated PPARγ gene expression and PPARγ target genes; and increased glucose uptake in 3T3-L1 and slightly induced adipogenesis compared to rosiglitazone. Moreover, these compounds I reduced β-catenin protein level which reflected in increased both PPARγ gene and protein levels that leads to improved insulin sensitivity and increased GLUT4 and adiponectin gene expression. This synthesized compounds act as novel partial PPARγ agonists and β-catenin inhibitors that have potent insulin sensitizing activity and mitigate the lipogenic side effects of TZDs. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Category: thiazole

The Article related to dioxoisoindolinylmethyl phenylthiazolyl benzamide preparation peroxisome proliferator activated receptor agonist, 2-aminothiazole, partial pparγ agonist, thiazolidinediones, wnt/β-catenin inhibitor, α-phthlimido-o-toluoyl and other aspects.Category: thiazole

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

On September 30, 2021, El-Dash, Yara; Elzayat, Emad; Abdou, Amr M.; Hassan, Rasha A. published an article.Recommanded Product: 2010-06-2 The title of the article was Novel thienopyrimidine-aminothiazole hybrids: Design, synthesis, antimicrobial screening, anticancer activity, effects on cell cycle profile, caspase-3 mediated apoptosis and VEGFR-2 inhibition. And the article contained the following:

A series of novel hybrid compounds of hexahydrobenzo[4,5]thieno[2,3-d]pyrimidine with aminothiazole scaffolds I (R = H, Br, O2N; R1 = H, Cl, Br; R2 = H, Me) were synthesized. The synthesized compounds were evaluated for their cytotoxic activity against the NCI-60 human tumor cell line panel. Compounds I (R = H; R1 = Cl; R2 = H) (II), I (R = Br; R1 = ; R2 = H) (III) and I (R = R1 = R2 = H) exhibited significant antiproliferative activities at 10-5 M dose. II exhibited excellent cytotoxic activity against CNS cancer cell lines including SNB-75 and SF-295 as well as renal cancer cell line CAKI-1 when compared with sorafenib as standard anticancer drug. In addition, III showed almost comparable anticancer activity to sorafenib against SNB-75 cell line and displayed moderate activity against SF-295 and CAKI-1 cell lines in comparison to sorafenib. II inhibited the vascular endothelial growth factor receptor 2 (VEGFR-2) with IC50 of 62.48 ± 3.7 nM and decreased both total VEGFR-2 and phosphorylated VEGFR-2 in treated SNB-75 cells suggesting its ability to down regulate cell proliferation, growth, and survival.. The flow cytometric anal. showed that II displayed its cytotoxic activity through the reduction of the cellular proliferation and induction of cell cycle arrest at the G2/M phase. II clearly boosted the level of the apoptotic caspase-3. All the synthesized compounds were also screened for their antibacterial and antifungal activity against four pathogenic strains of both Gram-pos. and Gram-neg. as well as Candida albicans. III exhibited antifungal activity against Candida albicans compared to nystatin as the standard antifungal compound The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Recommanded Product: 2010-06-2

The Article related to arylthiazolyl benzothienylpyrimidinylthioacetamide preparation antitumor activity vegfr2 inhibition, structure arylthiazolyl benzothienylpyrimidinylthioacetamide antitumor activity vegfr2 inhibition, lack antibacterial activity arylthiazolyl benzothienylpyrimidinylthioacetamide and other aspects.Recommanded Product: 2010-06-2

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

On July 1, 2019, Olawode, Emmanuel O.; Tandlich, Roman; Prinsloo, Earl; Isaacs, Michelle; Hoppe, Heinrich; Seldon, Ronnett; Warner, Digby F.; Steenkamp, Vanessa; Kaye, Perry T. published an article.Computed Properties of 2010-06-2 The title of the article was Synthesis and biological evaluation of 2-chloro-3-[(thiazol-2-yl)amino]-1,4-naphthoquinones. And the article contained the following:

A series of novel, substituted 2-chloro-3-[(thiazol-2-yl)amino]-1,4-naphthoquinones have been prepared and shown to exhibit promising concentration-dependent activity against human SH-SY5Y cells, Plasmodium falciparum, Mycobacterium tuberculosis and P. aeruginosa. Substituent effects on observed bioactivity have been explored; the para-fluorophenyl derivative I exhibited activity across the range of the bioassays employed, indicating the potential of the 2-chloro-3-[(4-arylthiazol-2-yl)amino]-1,4-naphthoquinone scaffold in the development of novel, broad spectrum therapeutics. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Computed Properties of 2010-06-2

The Article related to chlorothiazolylaminonaphthoquinone preparation antimalaria antibacterial antituberculosis anticancer, 2-chloro-3-[(thiazol-2-yl)amino]-1,4-naphthoquinones, anti-bacterial, anti-malarial, anti-tuberculosis, cytotoxicity, hela cells and other aspects.Computed Properties of 2010-06-2

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

Kadam, Shuddhodan N.; Ambhore, Ajay N.; Kamble, Rahul D.; Wakhradkar, Mahesh G.; Gavhane, Priya D.; Gaikwad, Milind V.; Gunturu, Krishna Chaitanya; Dawane, Bhaskar S. published an article in 2021, the title of the article was Metal-free efficient thiolation of C(sp2) functionalization via in situ-generated NHTS for the synthesis of novel sulfenylated 2-aminothiazole and imidazothiazole.Synthetic Route of 2010-06-2 And the article contains the following content:

A direct metal-free approach for the synthesis of novel sulfenylated 2-aminothiazole and imidazothiazole derivatives at room temperature was reported via an in situ-generated electrophilic thiolating agent. The present protocol provided mild and selective access for the insertion of C-S bond functionalization with good yield. The mechanistic path was justified via d. functional theory (DFT) calculations, which explored the role of the solvent in the reaction mechanism. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Synthetic Route of 2010-06-2

The Article related to phenyl aminothiazole heterocyclic thiol chemoselective thiolation dft, thio phenyl thiazolamine preparation, heterocyclic thiol phenyl imidazolthiazole chemoselective thiolation dft, hydroxyethyl thio phenyl methylimidazothiazole preparation and other aspects.Synthetic Route of 2010-06-2

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