Heterocyclic Building Blocks-Thiazole

On January 1, 2019, Chen, Lingfeng; Chen, Hongjin; Chen, Pengqin; Zhang, Wenxin; Wu, Chao; Sun, Chuchu; Luo, Wu; Zheng, Lulu; Liu, Zhiguo; Liang, Guang published an article.HPLC of Formula: 2010-06-2 The title of the article was Development of 2-amino-4-phenylthiazole analogues to disrupt myeloid differentiation factor 88 and prevent inflammatory responses in acute lung injury. And the article contained the following:

The synthesis of 47 new analogs by modifying different sites on this lead compound and assessed their anti-inflammatory activities in lipopolysaccharide-induced mouse primary peritoneal macrophages (MPMs) was described. The most promising compound I was found to effectively interact with MyD88 protein and prevented formation of the MyD88 homodimeric complex. Furthermore, compound I showed in-vivo anti-inflammatory activity in LPS-caused model of acute lung injury. This work provided new candidates as MyD88 inhibitors to combat inflammation diseases. 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 piperazinyl phenylthiazolylpropanamide preparation myd88 protein homodimerization inhibitor antiinflammatory, 2-amino-4-phenylthiazole, acute lung injury, anti-inflammation, macrophages, myd88 and other aspects.HPLC of Formula: 2010-06-2

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

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 February 29, 2016, Lee, Nathanael J.; Song, Jung Min; Cho, Hyun-Ji; Sung, You Me; Lee, Taehee; Chung, Andrew; Hong, Sung-Ha; Cifelli, Jessica L.; Rubinshtein, Mark; Habib, Lila K.; Capule, Christina C.; Turner, R. Scott; Pak, Daniel T. S.; Yang, Jerry; Hoe, Hyang-Sook published an article.Product Details of 92-36-4 The title of the article was Hexa (ethylene glycol) derivative of benzothiazole aniline promotes dendritic spine formation through the RasGRF1-Ras dependent pathway. And the article contained the following:

The authors’ recent study demonstrated that an amyloid-β binding mol., BTA-EG4, increases dendritic spine number via Ras-mediated signaling. To potentially optimize the potency of the BTA compounds, the authors synthesized and evaluated an amyloid-β binding analog of BTA-EG4 with increased solubility in aqueous solution, BTA-EG6. The authors initially examined the effects of BTA-EG6 on dendritic spine formation and found that BTA-EG6-treated primary hippocampal neurons had significantly increased dendritic spine number compared to control treatment. In addition, BTA-EG6 significantly increased the surface level of AMPA receptors. Upon investigation into the mol. mechanism by which BTA-EG6 promotes dendritic spine formation, the authors found that BTA-EG6 may exert its effects on spinogenesis via RasGRF1-ERK signaling, with potential involvement of other spinogenesis-related proteins such as Cdc42 and CDK5. Taken together, the authors’ data suggest that BTA-EG6 boosts spine and synapse number, which may have a beneficial effect of enhancing neuronal and synaptic function in the normal healthy brain. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).Product Details of 92-36-4

The Article related to bta eg6 preparation dendritic spine rasgrf1 erk signaling, hexaethylene glycol benzothiazole aniline derivative preparation dendritic spine, bta-eg6, dendritic spine, rap signaling, ras signaling and other aspects.Product Details of 92-36-4

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 February 28, 2014, Song, Jung Min; DiBattista, Amanda Marie; Sung, You Me; Ahn, Joo Myung; Turner, R. Scott; Yang, Jerry; Pak, Daniel T. S.; Lee, Hey-Kyoung; Hoe, Hyang-Sook published an article.HPLC of Formula: 92-36-4 The title of the article was A tetra(ethylene glycol) derivative of benzothiazole aniline ameliorates dendritic spine density and cognitive function in a mouse model of Alzheimer’s disease. And the article contained the following:

We recently reported that the tetra(ethylene glycol) derivative of benzothiazole aniline, BTA-EG4, acts as an amyloid-binding small mol. that promotes dendritic spine d. and cognitive function in wild-type mice. This raised the possibility that BTA-EG4 may benefit the functional decline seen in Alzheimer’s disease (AD). In the present study, we directly tested whether BTA-EG4 improves dendritic spine d. and cognitive function in a well-established mouse model of AD carrying mutations in APP, PS1 and tau (APPswe;PS1M146V;tauP301L, 3xTg AD mice). We found that daily injections of BTA-EG4 for 2 wk improved dendritic spine d. and cognitive function of 3xTg AD mice in an age-dependent manner. Specifically, BTA-EG4 promoted both dendritic spine d. and morphol. alterations in cortical layers II/III and in the hippocampus at 6-10 mo of age compared to vehicle-injected mice. However, at 13-16 mo of age, only cortical spine d. was improved without changes in spine morphol. The changes in dendritic spine d. correlated with Ras activity, such that 6-10 mo old BTA-EG4 injected 3xTg AD mice had increased Ras activity in the cortex and hippocampus, while 13-16 mo old mice only trended toward an increase in Ras activity in the cortex. Finally, BTA-EG4 injected 3xTg AD mice at 6-10 mo of age showed improved learning and memory; however, only minimal improvement was observed at 13-16 mo of age. This behavioral improvement corresponds to a decrease in soluble Aβ 40 levels. Taken together, these findings suggest that BTA-EG4 may be beneficial in ameliorating the synaptic loss seen in early AD. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).HPLC of Formula: 92-36-4

The Article related to tetraethylene glycol derivative bta dendritic spine alzheimers disease neuroprotectant, cognition cortex, 3xtg ad mice, ad, alzheimer’s disease, aβ, bta-eg(4), dendritic spine, ras signaling, amyloid-β and other aspects.HPLC of Formula: 92-36-4

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

On October 5, 2000, Bizzarro, Fred Thomas; Corbett, Wendy Lea; Focella, Antonino; Grippo, Joseph Francis; Haynes, Nancy-ellen; Holland, George William; Kester, Robert Francis; Mahaney, Paige E.; Sarabu, Ramakanth published a patent.HPLC of Formula: 64987-16-2 The title of the patent was Preparation of arylcycloalkylpropionamides as glucokinase activators.. And the patent contained the following:

Title compounds [I; R1, R2 = H, halo, amino, hydroxyamino, NO2, cyano, sulfonamido, perfluoroalkyl, alkylthio, alkylsulfonyl, alkylsulfinyl, etc.; R3 = alkyl, cycloalkyl; R4 = CONHR40, (substituted) 5-6 membered heteroaryl; R40 = H, alkyl, alkenyl, hydroxyalkyl, haloalkyl, etc.], were prepared for treatment of type II diabetes. Thus, 3-cyclopentyl-2-(3,4-dichlorophenyl)propionic acid (preparation given), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, and 2-aminothiazole in CH2Cl2 was treated with Et3N followed by 14 h stirring to give 3-cyclopentyl-2-(3,4-dichlorophenyl)-N-thiazol-2-ylpropionamide. I activated glucokinase in vitro with SC1.5≤30 μM. The experimental process involved the reaction of Methyl 2-(2-aminothiazol-4-yl)acetate(cas: 64987-16-2).HPLC of Formula: 64987-16-2

The Article related to arylcycloalkylpropionamide preparation glucokinase activator, cyclopentylphenylthiazolylpropionamide preparation glucokinase activator, diabetes type ii treatment arylcycloalkylpropionamide preparation and other aspects.HPLC of Formula: 64987-16-2

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

Jagadeesh, Rajenahally V.; Junge, Henrik; Beller, Matthias published an article in 2014, the title of the article was Green synthesis of nitriles using non-noble metal oxides-based nanocatalysts.Application In Synthesis of Benzo[d]thiazol-6-ylmethanol And the article contains the following content:

An environmentally benign chemoselective synthesis of structurally diverse aryl, heterocyclic, allylic and aliphatic nitriles from easily available alcs. applying aqueous ammonia and mol. oxygen was described. Key to success for this synthesis was the use of nitrogen-doped graphene-layered non-noble metal oxides as stable and durable nanocatalysts. As an example a renewable synthesis of adiponitrile, an industrially important bulk chem. was reported. The experimental process involved the reaction of Benzo[d]thiazol-6-ylmethanol(cas: 19989-66-3).Application In Synthesis of Benzo[d]thiazol-6-ylmethanol

The Article related to aryl heterocyclic allylic aliphatic nitrile chemoselective green preparation, alc ammonia oxygen ammoxidation metal oxide nanocatalyst, metal oxide nitrogen doped graphene layer nanocatalyst preparation and other aspects.Application In Synthesis of Benzo[d]thiazol-6-ylmethanol

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

On April 1, 2021, Krause, Maren; von der Stueck, Rene; Bruenink, Dana; Buss, Stefan; Doltsinis, Nikos L.; Strassert, Cristian A.; Klein, Axel published an article.Category: thiazole The title of the article was Platinum and palladium complexes of tridentate -CN̂N̂ (phen-ide)-pyridine-thiazol ligands – A case study involving spectroelectrochemistry, photoluminescence spectroscopy and TD-DFT calculations. And the article contained the following:

Four Pd(II) and Pt(II) complexes [M(CN̂N̂)Cl] (HCN̂N̂ = 2-(6-phenylpyridin-2-yl)thiazoles) were synthesized, analyzed and characterized using 1H NMR and MS in solution, as well as single crystal XRD in the solid. Cyclic voltammetry of the square planar complexes showed reversible or partially reversible reductions and irreversible oxidations DFT calculations allowed assigning them to essentially metal-centered oxidations and ligand-centered reductions Absorption spectra of the complexes show intense absorption bands into π-π* states in the UV to visible spectral range and long-wavelength bands which were assigned to transitions into mixed metal-to-ligand charge transfer (MLCT)/π-π* states, based on TD-DFT calculations Comparison of Pt and Pd derivatives showed that the energy of the (MLCT)/π-π* bands are increased for Pd over Pt. This was also observed for the phosphorescence at 77 K and is attributed to the higher oxidation potential for Pd and supported by spectroelectrochem. measurements. The photoluminescence quantum yield (ΦL) drops drastically from Pt to Pd at room temperature, where only the two Pt(II) complexes are luminescent showing a broad unstructured phosphorescence from a 3MLCT state. At 77 K, the phosphorescence is blue-shifted and shows a clear vibrational progression, which is related to an enhanced ligand-centered character due to the lack of solvent stabilization in the frozen matrix that otherwise increases the MLCT contribution. The Pd(II) complexes are not emissive at 298 K, but luminesce at 77 K. This is due to metal-centered dissociative d-d* states that facilitate radiationless deactivation, which cannot be thermally populated at low temperatures Thus, similar ΦL are observed in frozen glassy matrixes for both metals. TD-DFT calculations provided insight into the excited states and showed that the substitution pattern does not affect the emission, due to the lack of participation of the Ph unit in the orbitals that are relevant for the description of the emissive state. The experimental process involved the reaction of 2-Acetylthiazole(cas: 24295-03-2).Category: thiazole

The Article related to phenylpyridinylthiazole cyclometalated platinum palladium complex preparation crystal mol structure, photoluminescence electrochem redox mol structure tridentate phenidepyridinethiazol platinum palladium and other aspects.Category: thiazole

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