Heterocyclic Building Blocks-Thiazole

Prasanna, Gutta Lakshmi; Bharat, Y.; Sreenivasulu, Reddymasu; Rao, Mandava Venkata Basaveswara published an article in 2018, the title of the article was Synthesis and antibacterial activity of benzothiazole analogues.Quality Control of 2-(4-Aminophenyl)-6-methylbenzothiazole And the article contains the following content:

A series of novel benzothiazole fused derivatives I [R = Me, Cl, Br, I; R1 = Me, OMe] was designed, synthesized and screened for their antibacterial activity against Escherichia coli (MTCC 40) (Gram-neg.) and Staphylococcus aureus (MTCC 96)(Gram-pos.) bacteria. Among them, derivative I [R = Cl; R1 = Me] showed highest antibacterial activity against Gram-pos. and Gram-neg. bacteria. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).Quality Control of 2-(4-Aminophenyl)-6-methylbenzothiazole

The Article related to benzothiazole preparation antibacterial, benzothiazolyl benzenamine preparation diketone potassium bisulfate catalyst paal knorr, thiobenzanilide preparation, benzanilide preparation, nitrobenzoyl chloride aniline reactant benzanilide preparation and other aspects.Quality Control of 2-(4-Aminophenyl)-6-methylbenzothiazole

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

On March 1, 2022, Zhan, Huan; Cui, Heping; Yu, Junhe; Hayat, Khizar; Wu, Xian; Zhang, Xiaoming; Ho, Chi-Tang published an article.Formula: C5H5NOS The title of the article was Characteristic flavor formation of thermally processed N-(1-deoxy-α-D-ribulos-1-yl)-glycine: Decisive role of additional amino acids and promotional effect of glyoxal. And the article contained the following:

The role of amino acids and α-dicarbonyls in the flavor formation of Amadori rearrangement product (ARP) during thermal processing was investigated. Comparisons of the volatile compounds and their concentrations when N-(1-deoxy-α-D-ribulos-1-yl)-glycine reacted with different amino acids or glyoxal (GO) at 100°C were executed. Addnl. amino acids, such as glycine (Gly), in ARP models contributed to the diversity of furanoids by the chain elongation of the derived formaldehyde. Whereas the monoanion of addnl. glutamic acid acted as nucleophile, favored 2-ethyl-3,5-dimethylpyrazine and 2,5-dimethylpyrazine formation; the nonionized amino group of addnl. lysine were involved in α-dicarbonyls formation, causing pyrazine and methylpyrazine accumulation in the ARP model. Moreover, the high dosage and pH stabilization of addnl. GO probably promoted the ARP degradation and deoxyosones retro-aldol cleavage, resulting in methylpyrazine rather than furanoids formation. The present work provided the guidance for the controlled flavor formation of ARP in industrial application. The experimental process involved the reaction of 2-Acetylthiazole(cas: 24295-03-2).Formula: C5H5NOS

The Article related to amadori rearrangement product thermal processing flavor formation, amadori rearrangement product, flavor, furanoids, pyrazines, strecker degradation, d-ribose, l-cysteine, l-glutamic acid, l-glycine, l-histidine, l-lysine, l-methionine, α-dicarbonyls and other aspects.Formula: C5H5NOS

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

On May 1, 2017, Xu, Jiayi; Lin, Songnian; Myers, Robert W.; Trujillo, Maria E.; Pachanski, Michele J.; Malkani, Sunita; Chen, Hsuan-shen; Chen, Zhesheng; Campbell, Brian; Eiermann, George J.; Elowe, Nadine; Farrer, Brian T.; Feng, Wen; Fu, Qinghong; Kats-Kagan, Roman; Kavana, Michael; McMasters, Daniel R.; Mitra, Kaushik; Tong, Xinchun; Xu, Libo; Zhang, Fengqi; Zhang, Rui; Addona, George H.; Berger, Joel P.; Zhang, Bei; Parmee, Emma R. published an article.Recommanded Product: 859522-19-3 The title of the article was Discovery of orally active hepatoselective glucokinase activators for treatment of Type II Diabetes Mellitus. And the article contained the following:

Systemically acting glucokinase activators (GKA) have been demonstrated in clin. trials to effectively lower blood glucose in patients with type II diabetes. However, mechanism-based hypoglycemia is a major adverse effect that limits the therapeutic potential of these agents. The authors hypothesized that the predominant mechanism leading to hypoglycemia is GKA-induced excessive insulin secretion from pancreatic β-cells at (sub-)euglycemic levels. The authors further hypothesized that restricting GK activation to hepatocytes would maintain glucose-lowering efficacy while significantly reducing hypoglycemic risk. Here the authors report the discovery of a novel series of carboxylic acid substituted GKAs based on pyridine-2-carboxamide. These GKAs exhibit preferential distribution to the liver vs. the pancreas in mice. SAR studies led to the identification of a potent and orally active hepatoselective GKA, compound I. GKA I demonstrated robust glucose lowering efficacy in high fat diet-fed mice at doses ≥10 mpk, with ≥70-fold liver:pancreas distribution, minimal effects on plasma insulin levels, and significantly reduced risk of hypoglycemia. The experimental process involved the reaction of Ethyl 2-((2-aminothiazol-5-yl)thio)acetate(cas: 859522-19-3).Recommanded Product: 859522-19-3

The Article related to glucokinase activator antidiabetic diabetes, diabetes, glucokinase, glucokinase activator (gka), glucose homeostasis, glucose metabolism, hepatoselective, hepatospecific, hexokinase iv, liver preferring, pyridine-2-carboxamide, type ii diabetes mellitus and other aspects.Recommanded Product: 859522-19-3

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

On October 3, 2013, Saito, Noriko; Egi, Jun; Nagai, Hiroshi; Ueno, Megumi; Shintani, Yusuke; Inaba, Yusuke; Adachi, Michiaki; Hirai, Yuichi; Kawazu, Takeshi; Yasutake, Koichi; Takahashi, Daiki published a patent.Recommanded Product: 19989-66-3 The title of the patent was Preparation of triazinone compounds as T-type calcium channel inhibitors. And the patent contained the following:

The title compounds [I; R1 = H, halo, each (un)substituted C1-6 alkyl, C1-6 alkoxy, C1-6 alkylthio, mono- or di(C1-6 alkyl)amino, or C3-11 cycloalkyl; L1, L2 = a single bond, (un)substituted NH or C1-6 alkylene, O, S(O), SO2; B = each (un)substituted C3-11 cycloalkylene, C3-11 cycloalkenylene, 3-11 membered heterocyclylene, C6-14 arylene, 5-10 membered heteroarylene, C1-6 alkylene, C2-6 alkenylene, or C2-6 alkynylene; A = each (un)substituted C1-6 alkyl, C2-6 alkenyl, C3-11 cycloalkyl, C3-11 cycloalkenyl, 3-11 membered heterocyclyl, C6-14 aryl, or 5-10 membered heteroaryl; L3 = (un)substituted C1-6 alkylene optionally having one of the methylene groups replaced by C(O) or C(S); D = each (un)substituted C3-11 cycloalkyl, C3-11 cycloalkenyl, 3-11 membered heterocyclyl, C6-14 aryl, or 5-10 membered heteroaryl], tautomers or pharmaceutically acceptable salts of the compounds, or solvates of the compounds, the tautomers or the pharmaceutically acceptable salts are prepared These compounds have an inhibitory activity on a T-type voltage-dependent calcium channel and are useful for the prevention, treatment, and/or improvement of diseases for which the T-type calcium channel-inhibitory activity are effective, in particular pain, more specifically neuropathic pain. Thus, amination of 1,3,5-trichlorotriazine with 1-(4-fluorophenyl)piperazine dihydrochloride in the presence of Na2CO3 in THF at room temperature for 3 days quant. gave 2,4-dichloro-6-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazine which underwent hydrolysis with aqueous NaOH solution at room temperature for 2 days and 2 h to give 79% 6-chloro-4-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazin-2(1H)-one (II; X = Cl). Hydrogenation of II (X = Cl) in the presence of Pd(OH)2/activated charcoal in aqueous acetic acid solution under hydrogen atm. at room temperature for 3 days gave 99% 4-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazin-2(1H)-one II (X = H) which underwent benzylation by 4-chlorobenzyl bromide in the presence of K2CO3 in N,N-dimethylformamide at 70° for 5 h to give 53% 1-(4-Chlorobenzyl)-4-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazin-2(1H)-one (III). III and (R)-4-[4-(4-fluorophenyl)-5-hydroxy-5,6-dihydropyridin-1(2H)-yl]-1-[[5-(trifluoromethyl)thiophen-2-yl]methyl]-1,3,5-triazin-2(1H)-one (IV) showed IC50 of 0.17 and 0.00046 μM, resp., for inhibiting the cellular calcium influx in KSE293 cells expressing human type T calcium channel (Cav3.2). The experimental process involved the reaction of Benzo[d]thiazol-6-ylmethanol(cas: 19989-66-3).Recommanded Product: 19989-66-3

The Article related to triazinone preparation t type calcium channel inhibitor, benzylphenylpiperazinyltriazinone phenylpyridinylthiophenylmethyltriazinone preparation t type calcium channel inhibitor, pain neuropathic pain treatment prevention improvement triazinone preparation and other aspects.Recommanded Product: 19989-66-3

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

On July 11, 2013, Meltzer-Mats, Ella; Babai-Shani, Gali; Pasternak, Lily; Uritsky, Neta; Getter, Tamar; Viskind, Olga; Eckel, Jurgen; Cerasi, Erol; Senderowitz, Hanoch; Sasson, Shlomo; Gruzman, Arie published an article.Related Products of 92-36-4 The title of the article was Synthesis and Mechanism of Hypoglycemic Activity of Benzothiazole Derivatives. And the article contained the following:

AMP activated protein kinase (AMPK) has emerged as a major potential target for novel antidiabetic drugs. We studied the structure of 2-chloro-5-((Z)-((E)-5-((5-(4,5-dimethyl-2-nitrophenyl)furan-2-yl)methylene)-4-oxothiazolidin-2-ylidene)amino)benzoic acid (PT-1), which attenuates the autoinhibition of the enzyme AMPK, for the design and synthesis of different benzothiazoles with potential antidiabetic activity. We synthesized several structurally related benzothiazole derivatives that increased the rate of glucose uptake in L6 myotubes in an AMPK-dependent manner. One compound, 2-(benzo[d]thiazol-2-ylmethylthio)-6-ethoxybenzo[d]thiazole , augmented the rate of glucose uptake up to 2.5-fold compared with vehicle-treated cells and up to 1.1-fold compared to PT-1. Concomitantly, it elevated the abundance of GLUT4 in the plasma membrane of the myotubes and activated AMPK. S.c. administration of 2-(benzo[d]thiazol-2-ylmethylthio)-6-ethoxybenzo[d]thiazole to hyperglycemic Kuo Kondo rats carrying the Ay-yellow obese gene (KKAy) mice lowered blood glucose levels toward the normoglycemic range. In accord with its activity, compound 2-(benzo[d]thiazol-2-ylmethylthio)-6-ethoxybenzo[d]thiazole showed a high fit value to a pharmacophore model derived from the PT-1. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).Related Products of 92-36-4

The Article related to denzothiazole derivative preparation hypoglycemic mechanism ampk antidiabetic target diabetes, plasma glut4 myotube ampk antidiabetic denzothiazole derivative preparation diabetes, mol modeling pharmacophore model food intake denzothiazole derivative preparation and other aspects.Related Products of 92-36-4

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

Kakati, Praachi; Singh, Preeti; Yadav, Priyanka; Awasthi, Satish Kumar published an article in 2021, the title of the article was Aiding the versatility of simple ammonium ionic liquids by the synthesis of bioactive 1,2,3,4-tetrahydropyrimidine, 2-aminothiazole and quinazolinone derivatives.Recommanded Product: 2010-06-2 And the article contains the following content:

Simple ammonium ionic liquids [ILs] are efficient, green, environmentally friendly catalysts in promoting the Biginelli condensation reaction, Hantzsch reaction and Niementowski reaction to afford 1,2,3,4-tetrahydropyrimidine, 2-aminothiazole and quinazolinone derivatives resp. by eliminating the need for harmful volatile organic solvents. These [ILs] are air and water stable, easy to prepare and cost-effective. The effects of the anions and cations present in [IL] on reactions were investigated. The results clearly indicated that the Biginelli condensation reaction, Hantzsch reaction and Niementowski reaction were heavily influenced by the acidity of [IL], and among various ammonium ionic liquids, [Et3NH][HSO4] showed the best catalytic activity. Furthermore, [IL] could be easily separated and reused with a slight loss of its activity. This technique provided a good alternative way for the industrial synthesis of 1,2,3,4-tetrahydropyrimidinones, 2-aminothiazoles and quinazolinones. The present processes are eco-friendly methods for the synthesis of these derivatives authenticated by several green parameters, namely, E-factor, process mass intensity, reaction mass efficiency, atom economy, and carbon efficiency. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Recommanded Product: 2010-06-2

The Article related to tetrahydropyrimidine aminothiazole quinazolinone preparation green chem ionic liquid, thiourea urea ethyl acetoacetate benzaldehyde biginelli condensation, acetophenone thiourea hantzsch reaction, isatoic anhydride aniline triethylorthoformate niementowski reaction and other aspects.Recommanded Product: 2010-06-2

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

On April 30, 2020, Han, Dong; Zhang, Chun-Hui; Fauconnier, Marie-Laure; Mi, Si published an article.Related Products of 24295-03-2 The title of the article was Characterization and differentiation of boiled pork from Tibetan, Sanmenxia and Duroc × (Landrac × Yorkshire) pigs by volatiles profiling and chemometrics analysis. And the article contained the following:

To characterize and differentiate boiled pork from three different pig breeds (Tibetan, Sanmenxia and Duroc × (Landrace × Yorkshire)), the volatile compounds in each were analyzed by gas chromatog.-olfactometry-mass spectrometry (GC-MS/O) and electronic nose (E-nose) combined with chemometrics anal. In total, 61 volatile compounds were identified, among which 25 compounds were selected as odor-active compounds in boiled pork. Moreover, seven odor-active compounds (hexanal, nonanal, 1-octen-3-ol, di-Me disulfide, heptanal, 2-pentylfuran and 2-ethylfuran) were the main contributors to the integral flavor of boiled pork due to their higher odor activity values (OAVs) ranging from 17.3 to 524.2. The odor-active compounds were examined by principal component anal. (PCA), agglomerative hierarchical clustering (AHC) and partial least squares-discriminant anal. (PLS-DA). The results showed that boiled pork from the three pig breeds could be clearly distinguished, and twelve odor-active compounds, including (E,E)-2,4-decadienal, Et hexanoate, di-Me disulfide, hexanal, 2-acetylthiazole, (E)-2-nonenal, 1-octen-3-ol, (E,E)-2,4-nonadienal, heptanal, (E)-2-octen-1-ol, styrene and (E)-2-octenal, were determined as potential flavor markers for discrimination. This study indicated that GC-MS/O and E-nose with chemometrics anal. are feasible methods to characterize and discriminate boiled pork from three pig breeds. The experimental process involved the reaction of 2-Acetylthiazole(cas: 24295-03-2).Related Products of 24295-03-2

The Article related to boiled pork volatiles profiling chemometrics analysis, (e,e)-2,4-decadienal, 1-octen-3-ol, 2-acetylthiazole, 2-ethylfuran, 2-pentylfuran, dimethyl disulphide, e-nose, gc–ms/o, heptanal, hexanal, nonanal, odour-active compounds, pork breeds, potential flavour markers and other aspects.Related Products of 24295-03-2

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

Butta, Ragavendra; Ummadi, Nagarjuna; Adivireddy, Padmaja; Venkatapuram, Padmavathi published an article in 2019, the title of the article was Synthesis and antimicrobial activity of pyrimidinylsulfamoyl azolylbenzamides.SDS of cas: 2010-06-2 And the article contains the following content:

A variety of sulfonamide linked azolyl pyrimidines I [R = H, Cl, Br, Me, NO2; X = O, S, NH] were prepared and studied for their antimicrobial activity. The chloro and nitro substituted thiazolyl pyrimidines I [R = Cl, NO2; X = S] displayed potential antibacterial activity against Bacillus subtilis. The chloro, bromo and nitro substituted imidazolyl pyrimidines I [R = Cl, Br, NO2; X = NH] showed potential antifungal activity against A. niger. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).SDS of cas: 2010-06-2

The Article related to diaryl pyrimidinylsulfamoyl aryloxazolyl benzamide preparation antibacterial antifungal, preparation diaryl pyrimidinylsulfamoyl arylthiazolyl benzamide antibacterial antifungal, antibacterial antifungal diaryl pyrimidinylsulfamoyl arylimidazolyl benzamide preparation and other aspects.SDS of cas: 2010-06-2

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

Tomoshige, Shusuke; Nomura, Sayaka; Ohgane, Kenji; Hashimoto, Yuichi; Ishikawa, Minoru published an article in 2017, the title of the article was Discovery of Small Molecules that Induce the Degradation of Huntingtin.Computed Properties of 92-36-4 And the article contains the following content:

Huntington’s disease (HD) is an autosomal dominant neurodegenerative disorder caused by the aggregation of mutant huntingtin (mHtt), and removal of toxic mHtt is expected to be an effective therapeutic approach. The authors designed two small hybrid mols. by linking a ligand for ubiquitin ligase (cellular inhibitor of apoptosis protein 1; cIAP1) with probes for mHtt aggregates, anticipating that these compounds would recruit cIAP1 to mHtt and induce selective degradation by the ubiquitin-proteasome system. The synthesized compounds reduced mHtt levels in HD patient fibroblasts and appear to be promising candidates for the development of a treatment for HD. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).Computed Properties of 92-36-4

The Article related to huntington disease treatment huntingtin protein ciap1 hybrid mol preparation, bestatin hybrid preparation ciap1 mhtt interaction inhibitor huntington disease, huntington’s disease, drug design, medicinal chemistry, protein degradation, small-molecule protein degraders and other aspects.Computed Properties of 92-36-4

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