Tag: M.W=150-200

Fu, Xiao-Pu; Xuan, Qing-Qing; Liu, Li; Wang, Dong; Chen, Yong-Jun; Li, Chao-Jun published the artcile< Dual C-H activations of electron-deficient heteroarenes: palladium-catalyzed oxidative cross coupling of thiazoles with azine N-oxides>, Quality Control of 20582-55-2, the main research area is palladium catalyst oxidative cross coupling thiazole azine oxide; thiazolylpyridine oxide preparation.

The palladium-catalyzed, copper-promoted cross-dehydrogenative-coupling (CDC) of electron-deficient thiazoles with azine N-oxides through dual C-H activations was developed. It was found that copper(II) pivalate was an efficient dual-function reagent for the oxidative cross-coupling reactions, playing the roles of both an oxidant and a C-H bond activation promoter. E.g., in presence of Pd(OAc)2 and copper(II) pivalate, oxidative coupling of pyridine N-oxide and 6-methylbenzothiazole gave 70% 2-thiazolylpyridine derivative (I). This methodol. provides a simple way to construct the 2-thiazolylpyridine moiety.

Tetrahedron published new progress about Isotope effect. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Quality Control of 20582-55-2.

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

Abdel-Lateef, Mahmoud F. A.; Stec, Maria; Eckstein, Zygmunt published the artcile< Systemic and chemotherapeutic fungicidal activity-chemical structure relation of some 4-methyl-5-thiazolecarboxylic acid derivatives. Laboratory screening tests>, Formula: C7H9NO2S, the main research area is methylthiazolecarboxylate derivative fungicide; structure fungicide activity thiazolecarboxylate derivative.

Of 137 synthetic 4-methyl-5-thiazolecarboxylates (I, X = H, halo, Me, SH, alkoxy, aryloxy, alkylthio, arylthio, aryloxyalkyl heterocyclic radical, etc. R = HO, alkoxy, substituted amine, etc) 108 were previously undescribed. I compounds were screened with Alternaia tenuis, Phytophthora infestans, Rhizoctonia, solani, Tilletia caries, and Venturia inaequalis for chem. structure-activity relations. The m.p., yield, and fungicidal activities of I compounds are tabulated, and their structure-activity relations are discussed.

Acta Phytopathologica Academiae Scientiarum Hungaricae published new progress about Fungicides. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Formula: C7H9NO2S.

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

Zhu, Peng-Wei; Yang, Yan-Tong; Li, Yang; Zhu, Jie; Wu, Lei published the artcile< Electrochemical Oxidative C-H Phosphonylation of thiazole derivatives in ambient conditions>, HPLC of Formula: 20582-55-2, the main research area is electrochem oxidative phosphonylation thiazole green chem; organophosphorus phosphine oxide preparation green electrochem.

We herein report a direct electrochem. dehydrogenative C-H phosphonylation of thiazoles derivatives with H2 evolution. Employing electricity as the green and sole oxidant, cheap metal as electrode, the anodic oxidation together with cathodic hydrogen evolution process provides a green and efficient strategy for C-H phosphonylation. A diverse range of phosphorus products were constructed under external metal and oxidant-free conditions at ambient temperature, featuring atom economy, simple operation and wide reaction scope.

Molecular Catalysis published new progress about Electricity. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, HPLC of Formula: 20582-55-2.

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

Jeong, Siyeon; Kim, Eunmin; Kim, Minkyu; Hwang, Ye Ji; Padhi, Birakishore; Choi, Jonghoon; Lee, Yunho; Joo, Jung Min published the artcile< Divergent Strategies for the π-Extension of Heteroaryl Halides Using Norbornadiene as an Acetylene Synthon>, Category: thiazole, the main research area is three component reaction norbornadiene norbornene diheteroarylation cycloannulation.

Pd-catalyzed multicomponent coupling reactions of five-membered heteroaryl halides and norbornadiene (NBD) were developed. Either direct addition of (benzo)azoles or 2:1 annulation was achieved depending on the propensity of the intermediate complex to undergo palladacycle formation, determined by the nature and substitution pattern of the heteroarene. The obtained exo- and cis-diheteroaryl norbornenes underwent epimerization and retro-Diels-Alder reactions to afford the corresponding trans-isomers and π-extended heteroaromatic systems, resp., demonstrating the versatility of NBD as an acetylene synthon.

Organic Letters published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Category: thiazole.

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

Haake, Paul; Bausher, Larry P. published the artcile< Thiazolium ions and related heteroaromatic systems. II. The acidity constants of thiazolium, oxazolium, and imidazolium ions>, Product Details of C7H9NO2S, the main research area is thiazolium acidity constant; oxazolium acidity constant; imidazolium acidity constant.

The pKa’s of the protonated forms of several oxazoles, thiazoles, and imidazoles were determined Oxazoles are ∼106 less basic than imidazoles, and thiazoles are ∼104 less basic than imidazoles. The pK’s for azolium acids indicate that zwitterionic forms are favored for imidazole acids, but uncharged forms are favored for thiazole and oxazole acids.

Journal of Physical Chemistry published new progress about Ionization. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Product Details of C7H9NO2S.

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

Fang, Zhen; Liu, Yang; Zhang, Rong; Chen, Qiang; Wang, Tianqi; Yang, Wei; Fan, Yan; Yu, Chundong; Xiang, Rong; Yang, Shengyong published the artcile< Discovery of a potent and selective inhibitor of histone lysine demethylase KDM4D>, COA of Formula: C10H7NOS, the main research area is histone lysine demethylase KDM4D inhibitor arylpyrrolidinmethylphenol; 2-OG noncompetitive Inhibitor; Epigenetics; KDM4D; Structure-activity relationship.

Histone lysine demethylase 4D (KDM4D) plays an important role in the regulation of tumorigenesis, progression and drug resistance and has been considered a potential target for cancer treatment. However, there is still a lack of potent and selective KDM4D inhibitors. In this investigation, we report a new class of KDM4D inhibitors containing the 2-(aryl(pyrrolidine-1-yl)methyl)phenol scaffold, identified through AlphaLisa-based screening, structural optimization, and structure-activity relationship analyses. Among these inhibitors, 24s (I) was the most potent, with an IC50 value of 0.023 ± 0.004μM. This compound exhibited more than 1500-fold selectivity towards KDM4D vs. KDM4A as well as other JMJD subfamily members, indicating good selectivity for KDM4D. Kinetic anal. indicated that 24s did not occupy the 2-oxoglutarate binding pocket. In an in vitro assay, 24s significantly suppressed the proliferation and migration of colorectal cancer (CRC) cells. Overall, this study has identified a good tool compound to explore the biol. function of KDM4D and a good lead compound for drug discovery targeting KDM4D.

European Journal of Medicinal Chemistry published new progress about Antiproliferative agents. 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, COA of Formula: C10H7NOS.

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

Guggilapu, Sravanthi Devi; Guntuku, Lalita; Reddy, T. Srinivasa; Nagarsenkar, Atulya; Sigalapalli, Dilep Kumar; Naidu, V. G. M.; Bhargava, Suresh K.; Bathini, Nagendra Babu published the artcile< Synthesis of thiazole linked indolyl-3-glyoxylamide derivatives as tubulin polymerization inhibitors>, Safety of Ethyl 2-amino-5-methylthiazole-4-carboxylate, the main research area is thiazole indole glyoxylamide preparation tubulin polymerization inhibitor anticancer; Anticancer; Apoptosis; Indolyl-3-glyoxylamide; Thiazole; Tubulin polymerization inhibitor.

A series of thiazole linked indolyl-3-glyoxylamide derivatives were synthesized and evaluated for their in vitro cytotoxic activity against DU145 (prostate), PC-3 (prostate), A549 (lung) and HCT-15 (colon) cancer cell lines by employing the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Among all the synthesized compounds, compound 13d (I) displayed cytotoxicity of IC50 = 93 nM towards DU145 cancer cell line. The most active compound 13d was also tested on RWPE-1 cells and was found to be safe compared to the DU145 cells. The target compounds were also evaluated for their inhibition activity of tubulin polymerization Further, the treatment of compound 13d on DU145 cells led to the inhibition of cell migration ability. The detailed studies such as acridine orange/ethidium Bromide (AO/EB), DAPI, annexin V-FITC/propidium iodide staining assay suggested that the compound 13d induced apoptosis in DU145 cells. The influence of the cytotoxic compound 13d on the cell cycle distribution was assessed on the DU145 cell line, exhibiting a cell cycle arrest at the G2/M phase. Moreover, the treatment with compound 13d caused collapse of mitochondrial membrane potential and elevated intracellular ROS levels in DU145 cells. The results from mol. modeling studies revealed that these compounds bind at the colchicine binding site of the tubulin. Thus, this new mol. scaffold could be a new lead for the development of anticancer agents that target tubulin.

European Journal of Medicinal Chemistry published new progress about Amides, oxo Role: PAC (Pharmacological Activity), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses). 72054-60-5 belongs to class thiazole, and the molecular formula is C7H10N2O2S, Safety of Ethyl 2-amino-5-methylthiazole-4-carboxylate.

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

Doughty, Michael B.; Risinger, G. E.; Jungk, Steven J. published the artcile< Chemistry of the tricyclic form of thiamin with aldehydes in basic ethanol>, COA of Formula: C7H9NO2S, the main research area is thiamin aldehyde reaction; hydroxybenzylthiamin; pyrimidinylmethylfurothiazole; furothiazole pyrimidinylmethyl.

Upon the addition of PhCHO to basic thiamin solution gives an intermediate accumulates which gives rise to 2-(1-hydroxyphenylmethyl)thiamin-HCl upon acidification of the reaction mixture and high yields of both 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-benzoyl-3a-methylperhydrofuro[2,3-d]thiazole and benzoin when the reaction mixture is stirred for 5 h. Given that thiamin is unstable under these conditions such that it is converted completely to its tricyclic species, the 2-(1-hydroxyalkyl)thiamin salts, which have an increased base lability due to the addition of a C-2/N-3 torsional interaction to the base-labile thiazolium ring, would also not be expected to accumulate in appreciable concentrations under identical conditions. Based on product isolation and the synthesis of 2-benzoyl-3,4-dimethyl-5-ethoxycarbonyl-[2H]-thiazoline in the reaction of 3,4-dimethyl-5-ethyoxycarbonylthiazolium iodide with PhCHO in basic MeOH, the intermediate which accumulates during the reaction of the tricyclic form of thiam with PhCHO is a 2-benzoylthiazoline in equilibrium with a low concentration of its enol isomer. Reasons for the increased catalytic power of thiamin under these conditions, as well as the relevance of this chem. to the active site chem. of thiamin pyrophosphate, are discussed.

Bioorganic Chemistry published new progress about 20582-55-2. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, COA of Formula: C7H9NO2S.

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

Cheng, Hongmei; Zang, Cuicui; Bian, Fengxia; Jiang, Yanke; Yang, Lin; Dong, Fan; Jiang, Heyan published the artcile< Boosting free radical type photocatalysis over Pd/Fe-MOFs by coordination structure engineering>, Related Products of 198904-53-9, the main research area is photocatalysis photocatalytic arylation decarboxylation cross coupling; palladium iron metal organic framework.

The development of novel heterogeneous photocatalytic systems, along with a deep understanding of the relationship between the catalytic center chem. environment and the catalytic performance, is of great significance. Herein, the surface microenvironment of Pd nanoparticles was modulated with engineered Fe-MOF coordination structures (octahedron MIL-100(Fe), concave octahedron MIL-101(Fe) and irregular lumpy MIL-53(Fe)). Two heterogeneous free radical photocatalytic organic transformations have been developed over Pd nanoparticle loaded Fe-MOFs (Pd/Fe-MOFs). The photocatalytic C-H arylation of thiazole and decarboxylation cross-coupling with cinnamic acid were investigated. Thiazole C-H arylation with halobenzenes was brought about through C-halogen bond activation with the photogenerated electron-rich Pd NPs, the aryl radical generation and the follow-up radical addition The cinnamic acid decarboxylation cross-coupling was also achieved by means of C-halogen bond activation with photogenerated electron-rich Pd NPs. The base regulated the product stereoselectivity by affecting the balance between cinnamic acid and carboxylate anions, as well as the balance between aryl radicals and the coordination complex intermediates. The improvement of the heterogeneous photocatalytic performance for thiazole C-H arylation and cinnamic acid decarboxylation cross-coupling should be ascribed to the difference in the electron transfer efficiency to Pd NPs over various engineered Fe-O cluster coordination structures. This work highlights the importance of exploiting structure engineering for heterogeneous photocatalytic systems.

Catalysis Science & Technology published new progress about Arylation (photocatalytic, C-H). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Related Products of 198904-53-9.

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

De Rosa, Maria; Unge, Johan; Motwani, Hitesh V.; Rosenquist, Aasa; Vrang, Lotta; Wallberg, Hans; Larhed, Mats published the artcile< Synthesis of P1'-Functionalized Macrocyclic Transition-State Mimicking HIV-1 Protease Inhibitors Encompassing a Tertiary Alcohol>, Category: thiazole, the main research area is tertiary alc linear macrocyclic peptidomimetic preparation HIV1 protease inhibitor.

Seven novel tertiary alc.-containing linear HIV-1 protease inhibitors (PIs), decorated at the para position of the benzyl group in the P1′ side with (hetero)aromatic moieties, were synthesized and biol. evaluated. To study the inhibition and antiviral activity effect of P1-P3 macrocyclization, 14- and 15-membered macrocyclic PIs were prepared by ring-closing metathesis of the corresponding linear PIs. The macrocycles were more active than the linear precursors and compound 10f, with a 2-thiazolyl group in the P1′ position, was the most potent PI of this new series (Ki = 2.2 nM, EC50 0.2 μM). Co-crystallized complexes of both linear and macrocyclic PIs with the HIV-1 protease enzyme were prepared and analyzed.

Journal of Medicinal Chemistry published new progress about Anti-HIV agents. 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Category: thiazole.

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