Category: 198904-53-9

Bittel, Amy M.; Davis, Ashley M.; Wang, Lei; Nederlof, Michel A.; Escobedo, Jorge O.; Strongin, Robert M.; Gibbs, Summer L. published the artcile< Varied Length Stokes Shift BODIPY-Based Fluorophores for Multicolor Microscopy>, Safety of 4-(Thiazol-2-yl)benzaldehyde, the main research area is boron dipyrromethene aromatic aldehyde fluorophore stokes shift multicolor microscopy.

Multicolor microscopy tools necessary to localize and visualize the complexity of subcellular systems are limited by current fluorophore technol. While com. fluorophores cover spectral space from the UV to the near IR region and are optimized for conventional bandpass based fluorescence microscopy, they are not ideal for highly multiplexed fluorescence microscopy as they tend to have short Stokes shifts, restricting the number of fluorophores that can be detected in a single sample to four to five. Herein, we synthesized a library of 95 novel boron-dipyrromethene (BODIPY)-based fluorophores and screened their photophys., optical and spectral properties for their utility in multicolor microscopy. A subset of our BODIPY-based fluorophores yielded varied length Stokes shifts probes, which were used to create a five-color image using a single excitation with confocal laser scanning microscopy for the first time. Combining these novel fluorophores with conventional fluorophores could facilitate imaging in up to nine to ten colors using linear unmixing based microscopy approaches.

Scientific Reports published new progress about Biological imaging. 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Safety of 4-(Thiazol-2-yl)benzaldehyde.

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

Wu, Xiongyu; Oehrngren, Per; Ekegren, Jenny K.; Unge, Johan; Unge, Torsten; Wallberg, Hans; Samuelsson, Bertil; Hallberg, Anders; Larhed, Mats published the artcile< Two-Carbon-Elongated HIV-1 Protease Inhibitors with a Tertiary-Alcohol-Containing Transition-State Mimic>, Synthetic Route of 198904-53-9, the main research area is tertiary alc derivative preparation crystal structure HIV1 protease inhibitor.

A new generation of HIV-1 protease inhibitors encompassing a tertiary-alc.-based transition-state mimic has been developed. By elongation of the core structure of recently reported inhibitors with two carbon atoms and by varying the P1′ group of the compounds, efficient inhibitors were obtained with Ki down to 2.3 nM and EC50 down to 0.17 μM. Two inhibitor-enzyme x-ray structures are reported.

Journal of Medicinal Chemistry published new progress about AIDS (disease). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Synthetic Route of 198904-53-9.

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

Shergalis, Andrea; Xue, Ding; Gharbia, Fatma Z.; Driks, Hannah; Shrestha, Binita; Tanweer, Amina; Cromer, Kirin; Ljungman, Mats; Neamati, Nouri published the artcile< Characterization of Aminobenzylphenols as Protein Disulfide Isomerase Inhibitors in Glioblastoma Cell Lines>, Synthetic Route of 198904-53-9, the main research area is aminobenzylphenol structure screening preparation PDIA1 inhibitor glioblastoma.

Disulfide bond formation is a critical post-translational modification of newly synthesized polypeptides in the oxidizing environment of the endoplasmic reticulum and is mediated by protein disulfide isomerase (PDIA1). In this study, we report a series of α-aminobenzylphenol analogs as potent PDI inhibitors. The lead compound, AS15, is a covalent nanomolar inhibitor of PDI, and the combination of AS15 analogs with glutathione synthesis inhibitor buthionine sulfoximine (BSO) leads to synergistic cell growth inhibition. Using nascent RNA sequencing, we show that an AS15 analog triggers the unfolded protein response in glioblastoma cells. A BODIPY-labeled analog binds proteins including PDIA1, suggesting that the compounds are cell-permeable and reach the intended target. Taken together, these findings demonstrate an extensive biochem. characterization of a novel series of highly potent reactive small mols. that covalently bind to PDI.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Synthetic Route of 198904-53-9.

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

Wu, Xiongyu; Oehrngren, Per; Ekegren, Jenny K.; Unge, Johan; Unge, Torsten; Wallberg, Hans; Samuelsson, Bertil; Hallberg, Anders; Larhed, Mats published the artcile< Two-carbon-elongated HIV-1 protease inhibitors with a tertiary-alcohol-containing transition-state mimic. [Erratum to document cited in CA148:321837]>, Safety of 4-(Thiazol-2-yl)benzaldehyde, the main research area is erratum tertiary alc derivative crystal structure HIV1 protease inhibitor; tertiary alc derivative preparation HIV1 protease inhibitor erratum.

A printing problem relating to Scheme 3 on page 1055 resulted in the following errors; The corrected manuscript was reposted on March 14, 2008. On page 1054, left column, lines 29-30, 34-35, and 37-38, and in the right column, line 4, should indicated “”Scheme 3″” instead of “”Scheme UNDEFINED: PLEASE CHECK””. On page 1054, right column, line 5 ia the title to Scheme 3 appearing on page 1055; line 6-13 are the footnotes to Scheme 3. On page 1055, Table 1 should be in the right column while Scheme 3 should be in the left with the title “”Scheme 3. Synthesis of Inhibitors 12a-w and 13-15″” with its footnotes.

Journal of Medicinal Chemistry published new progress about AIDS (disease). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Safety of 4-(Thiazol-2-yl)benzaldehyde.

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

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

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

Pels, Kevin; Dickson, Paige; An, Hongchan; Kodadek, Thomas published the artcile< DNA-Compatible Solid-Phase Combinatorial Synthesis of β-Cyanoacrylamides and Related Electrophiles>, Application of C10H7NOS, the main research area is DNA solid phase combinatorial beta cyanoacrylamide electrophile; DNA; DNA-encoded library; Knoevenagel condensation; combinatorial chemistry; covalent; cyanoacrylamide; one bead one compound library; reversible.

The Knoevenagel condensation can be exploited in combinatorial synthesis on the solid phase. Condensation products from such reactions were structurally characterized, and their Michael reactivity with thiol and phosphine nucleophiles is described. Cyanoacrylamides were previously reported to react reversibly with thiols, and notably, dilution into low pH buffer can trap covalent adducts, which are isolable via chromatog. Finally, the authors synthesized both traditional and DNA-encoded one-bead, one-compound libraries containing cyanoacrylamides as a source of cysteine-reactive reversibly covalent protein ligands.

ACS Combinatorial Science published new progress about Combinatorial library (DNA-encoded). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Application of C10H7NOS.

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

Velagapudi, Uday Kiran; Langelier, Marie-France; Delgado-Martin, Cristina; Diolaiti, Morgan E.; Bakker, Sietske; Ashworth, Alan; Patel, Bhargav A.; Shao, Xuwei; Pascal, John M.; Talele, Tanaji T. published the artcile< Design and Synthesis of Poly(ADP-ribose) Polymerase Inhibitors: Impact of Adenosine Pocket-Binding Motif Appendage to the 3-Oxo-2,3-dihydrobenzofuran-7-carboxamide on Potency and Selectivity>, Name: 4-(Thiazol-2-yl)benzaldehyde, the main research area is PARP inhibitor anticancer drug crystal structure adenosine breast cancer.

Poly(ADP-ribose) polymerase (PARP) inhibitors are a class of anticancer drugs that block the catalytic activity of PARP proteins. Optimization of our lead compound 1 ((Z)-2-benzylidene-3-oxo-2,3-dihydrobenzofuran-7-carboxamide; PARP-1 IC50 = 434 nM) led to a tetrazolyl analog (51, IC50 = 35 nM) with improved inhibition. Isosteric replacement of the tetrazole ring with a carboxyl group (60, IC50 = 68 nM) gave a promising new lead, which was subsequently optimized to obtain analogs with potent PARP-1 IC50 values (4-197 nM). PARP enzyme profiling revealed that the majority of compounds are selective toward PARP-2 with IC50 values comparable to clin. inhibitors. X-ray crystal structures of the key inhibitors bound to PARP-1 illustrated the mode of interaction with analog appendages extending toward the PARP-1 adenosine-binding pocket. Compound 81, an isoform-selective PARP-1/-2 (IC50 = 30 nM/2 nM) inhibitor, demonstrated selective cytotoxic effect toward breast cancer gene 1 (BRCA1)-deficient cells compared to isogenic BRCA1-proficient cells.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Name: 4-(Thiazol-2-yl)benzaldehyde.

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

Bold, Guido; Faessler, Alexander; Capraro, Hans-Georg; Cozens, Robert; Klimkait, Thomas; Lazdins, Janis; Mestan, Juergen; Poncioni, Bernard; Roesel, Johannes; Stover, David; Tintelnot-Blomley, Marina; Acemoglu, Figan; Beck, Werner; Boss, Eugen; Eschbach, Martin; Huerlimann, Thomas; Masso, Elvira; Roussel, Serge; Ucci-Stoll, Katharina; Wyss, Dominique; Lang, Marc published the artcile< New Aza-Dipeptide Analogs as Potent and Orally Absorbed HIV-1 Protease Inhibitors: Candidates for Clinical Development>, Formula: C10H7NOS, the main research area is human immunodeficiency virus protease inhibitor azapeptide; azadipeptide analog preparation HIV protease inhibitor; azapeptide analog preparation antiviral.

On the basis of previously described X-ray studies of an enzyme/aza-dipeptide complex, aza-dipeptide analogs, e.g. I (R1 = Ph, pyrid-2-yl, thiazol-2-yl, thiazol-5-yl, diethylamino, 2-methyl-2H-tetrazol-5-yl, 2-tert-butyl-2H-tetrazole-5-yl; R2, R3 = iso-Pr, sec-Bu, tert-Bu; R4 = MeO, EtO) carrying N-(bis-aryl-methyl) substituents on the (hydroxyethyl)hydrazine moiety have been designed and synthesized as HIV-1 protease inhibitors. By using either equally or orthogonally protected dipeptide isosteres, sym. and asym. acylated aza-dipeptides can be synthesized. This approach led to the discovery of very potent inhibitors with antiviral activities (ED50) in the subnanomolar range. Acylation of the (hydroxyethyl)hydrazine dipeptide isostere with N-(methoxycarbonyl)-L-tert-leucine increased the oral bioavailability significantly when compared to the corresponding L-valine or L-isoleucine derivatives The bis(L-tert-leucine) derivatives I (R1 = Ph (CGP 75355), pyrid-2-yl (CGP 73547), thiazol-2-yl (CGP 75136), 2-methyl-2H-tetrazol-5-yl (CGP 75176); R2 = R3 = tert-butyl; R4 = OMe) combine excellent antiviral activity with high blood concentration after oral administration. Furthermore, they show no cross-resistance with saquinavir-resistant strains and maintain activity against indinavir-resistant ones. Consequently they qualify for further profiling as potential clin. candidates.

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

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