Author: tianli

Gwaltney, Stephen L.; O’Connor, Stephen J.; Nelson, Lissa T. J.; Sullivan, Gerard M.; Imade, Hovis; Wang, Weibo; Hasvold, Lisa; Li, Qun; Cohen, Jerome; Gu, Wen-Zhen; Tahir, Stephen K.; Bauch, Joy; Marsh, Kennan; Ng, Shi-Chung; Frost, David J.; Zhang, Haiying; Muchmore, Steve; Jakob, Clarissa G.; Stoll, Vincent; Hutchins, Charles; Rosenberg, Saul H.; Sham, Hing L. published the artcile< Aryl tetrahydropyridine inhibitors of farnesyltransferase: glycine, phenylalanine and histidine derivatives>, Quality Control of 1003-32-3, the main research area is glycine phenylalanine histidine derivative synthesis antitumor agent farnesyltransferase inhibitor; aryl tetrahydropyridine inhibitor farnesyltransferase antitumor structure activity; antitumor agent histidine methionine derivative crystal structure.

Inhibitors of farnesyltransferase are effective against a variety of tumors in mouse models of cancer. Clin. trials to evaluate these agents in humans are ongoing. In our effort to develop new farnesyltransferase inhibitors, we have discovered a series of aryl tetrahydropyridines that incorporate substituted glycine, phenylalanine and histidine residues. The design, synthesis, SAR and biol. properties of these compounds will be discussed.

Bioorganic & Medicinal Chemistry Letters published new progress about Amino acids Role: BSU (Biological Study, Unclassified), PAC (Pharmacological Activity), PKT (Pharmacokinetics), PRP (Properties), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Quality Control of 1003-32-3.

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

Zhu, Yu-Shen; Shi, Linlin; Fu, Lianrong; Chen, Xiran; Zhu, Xinju; Hao, Xin-Qi; Song, Mao-Ping published the artcile< Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles>, SDS of cas: 1160791-13-8, the main research area is primary aminobenzothiazole preparation green chem; benzothiazole selenocyanate potassium amination iodine catalyst.

A facile and sustainable approach for the amination of benzothiazoles I (X = H, N; R = H, 4-Cl, 5-OMe, 6-NO2, 7-C(O)OMe; R1 = H) with KSeCN using iodine as the catalyst in water has been disclosed under transition-metal free conditions. The reaction proceeded smoothly to afford various primary 2-amino benzothiazoles I (R1 = NH2) in up to 96% yield. A series of control experiments were performed, suggesting that a ring-opening mechanism was involved via a radical process. This protocol provides efficient synthesis of primary 2-aminobenzothiazole I (R1 = NH2).

Chinese Chemical Letters published new progress about Amination. 1160791-13-8 belongs to class thiazole, and the molecular formula is C6H4BrN3S, SDS of cas: 1160791-13-8.

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

Kang, Taeho; Erbay, Tugce G.; Xu, Kane L.; Gallego, Gary M.; Burtea, Alexander; Nair, Sajiv K.; Patman, Ryan L.; Zhou, Ru; Sutton, Scott C.; McAlpine, Indrawan J.; Liu, Peng; Engle, Keary M. published the artcile< Multifaceted Substrate-Ligand Interactions Promote the Copper-Catalyzed Hydroboration of Benzylidenecyclobutanes and Related Compounds>, Category: thiazole, the main research area is copper catalyzed hydroboration benzylidenecyclobutane diborane kinetics; chloro copper bisphosphinobenzene complex preparation crystal structure; mol structure chloro copper bisphosphinobenzene complex; 4-membered rings; Copper catalysis; benzylidenecyclobutanes; heterocycle; hydroborations; modified dppbz ligands; tertiary boronic esters.

A unified synthetic strategy to access tertiary four-membered carbo/heterocyclic boronic esters is reported. The use of a Cu(I) catalyst in combination with a modified 1,2-bis(diphenylphosphino)benzene (dppbz) ligand enables regioselective hydroboration of various trisubstituted benzylidenecyclobutanes and carbo/heterocyclic analogs. The reaction conditions are mild, and the method tolerates a wide range of medicinally relevant heteroarenes. The protocol can be conveniently conducted on a gram scale, and the tertiary boronic ester products undergo facile diversification into valuable targets. Reaction kinetics and computational studies indicate that the migratory insertion step is turnover-limiting and accelerated by electron-withdrawing groups on the dppbz ligand. Energy decomposition anal. calculations reveal that electron-deficient P-aryl groups on the dppbz ligand enhance the T-shaped π/π interactions with the substrate and stabilize the migratory insertion transition state.

ACS Catalysis published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation) (benzylcyclobutane heteroarenes). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Category: thiazole.

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

Raut, D. G.; Sonawane, K. D.; Jadhav, S. Y.; Sonawane, V. D.; Jadhav, D. B.; Dhanavade, M. J.; Bhosale, R. B. published the artcile< Synthesis and potential antibacterial activities of 2-chloro-N-(4-phenylthiazol-2-yl)acetamide derivatives>, Category: thiazole, the main research area is phenylthiazolyl chloroacetamide preparation antibacterial.

A series of substituted 2-chloro-N-(4-phenylthiazol-2-yl)acetamide derivatives I [R = H, 4-OMe, 3-NO2, 2,4-Cl2, etc.] were synthesized via condensation between 4-(substituted phenyl)-2-aminothiazoles with chloroacetyl chloride. The synthesized compounds were evaluated for antibacterial activity at three concentrations (25 μg/mL, 50 μg/mL and 100 μg/mL) and results were expressed in terms of zone of inhibition in millimeters by agar well diffusion method using Ampicillin 1mg/mL as reference standard drug. Among the tested compounds, compounds I [R = H, 4-OMe, 2,4-Cl2] showed the potent antibacterial activity against Gram pos. bacteria Bacillus subtilis and Gram neg. bacteria Salmonella typhimurium.

Pharma Chemica published new progress about Acetamides Role: PAC (Pharmacological Activity), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses). 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Category: thiazole.

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

Zhao, Mengzhen; Xiang, Yao; Jiao, Xuping; Cao, Bo; Tang, Shoufeng; Zheng, Ziye; Zhang, Xiaoyu; Jiao, Tifeng; Yuan, Deling published the artcile< MoS2 co-catalysis promoted CaO2 Fenton-like process: Performance and mechanism>, Application of C3H5NS2, the main research area is rhodamine molybdenum sulfide catalyst calcium peroxide Fenton reaction.

Fenton reaction is widely applied to treat organic contaminant through hydroxyl radicals (HO·), which is formed from the catalytic reaction of hydrogen peroxide (H2O2) and Fe2+. Nevertheless, its well application for actual wastewater has been confined by the narrow range of pH, disproportionation of H2O2 and inefficiency of Fe2+/Fe3+ circulation. To overcome these shortcomings, an improved Fenton-like method applying calcium peroxide (CaO2) as the substitution of H2O2 and molybdenum disulfide (MoS2) as the co-catalyst was proposed. The results indicated the efficient rhodamine B (RhB) removal (98.6%) was achieved under the conditions of 1 mmol L-1 CaO2, 0.5 mmol L-1 Fe2+, 0.3 g L-1 MoS2, and initial pH 5.85 within 5 min, and this system could well degrade other dyes, antibiotic, and phenol. The MoS2 addition could promote the Fe2+/Fe3+ conversion and H2O2 disintegration. The radical masking tests and ESR demonstrated that the HO· was the main active substances during this process. The decomposition intermediates of RhB were identified through the mass spectra anal., and their ecotoxicities were assessed by the toxicity estimation software. Finally, this process also presented a favorable performance for the real wastewater treatment, which is a potential route to promote the development of Fenton method.

Separation and Purification Technology published new progress about Bioaccumulation. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Application of C3H5NS2.

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

Ren, Yiqian; Qiang, Yao; Zhu, Beibei; Tang, Wei; Duan, Xinrui; Li, Zhengping published the artcile< General strategy for bioluminescence sensing of peptidase activity in vivo based on tumor-targeting probiotic>, Recommanded Product: (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid, the main research area is human leucine aminopeptidase bioluminescence sensing tumor targeting probiotic mouse; dipeptidyl peptidase IV human bioluminescence sensing tumor targeting probiotic.

The abnormally expressed peptidases in human tissues are associated with many kinds of cancers. Monitoring of endogenous peptidase activity could allow us for pathophysiol. elucidation and early clin. diagnosis. Herein, we developed a general strategy for bioluminescence (BL) sensing of peptidase activity in vivo based on tumor-targeting probiotics. The probiotic that harbored a luciferase-encoding plasmid was used to target and colonize tumor and provide luciferase for BL imaging. The peptide-based probes Lc and GPc were applied to track leucine aminopeptidase (LAP) and dipeptidyl peptidase IV (DPPIV) activity, resp., by simply adding L-leucine and Gly-Pro dipeptides at the N-terminus of D-cysteine, which were specifically controlled by peptidase cleavage and released free D-cysteine to conduct a subsequent click condensation reaction with 2-cyano-6-hydroxybenzothiazole (HCBT) to produce firefly luciferin in situ, giving rise to a strong BL signal. Neither gene modification of cells of interest nor complicated synthesis was required in this BL system. Encouraged by these advantages, we successfully used our probes to monitor LAP and DPPIV activities in vitro and in vivo, resp. A good linearity between BL and peptidase was obtained in the concentration range of 2.5-40.0 mU/mL with a limit of detection (LOD) of 1.1 mU/mL (55 ng/mL) for LAP and 2.0-40.0 mU/mL with a LOD of 0.78 mU/mL (1.15 ng/mL) for DPPIV, resp. Addnl., approx. 5-fold (LAP) and 10-fold (DPPIV) differences in the BL signal before and after treatment with a specific inhibitor were also obtained for in vivo BL imaging. All these results reflected the potential application value of our probes in BL sensing of peptidase activity. We envision that our strategy may be a useful approach for monitoring a wide range of peptidases in tumors, especially in primary tumors.

Analytical Chemistry (Washington, DC, United States) published new progress about Animal tissue (human). 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Recommanded Product: (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid.

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

Wahyudi, Hendra; Tantisantisom, Worawan; Liu, Xuechao; Ramsey, Deborah M.; Singh, Erinprit K.; McAlpine, Shelli R. published the artcile< Synthesis, structure-activity analysis, and biological evaluation of sanguinamide B analogues>, Quality Control of 96929-05-4, the main research area is sanguinamide B analog synthesis antibacterial structure activity twitching motility; natural product antibiotic sanguinamide conformation conformer; peptide coupling Hantzsch cyclocondensation macrocyclization.

We report the first synthesis of sanguinamide B analogs. Substituting N-methylated (N-Me) amino acids, glycine (Gly), and L- or D-phenylalanine (Phe) into the backbone of sanguinamide B showed that only L- and D-Phe residues controlled the macrocycle conformation. The N-methylated and glycine analogs all had multiple conformations, whereas the L- and D-Phe derivatives only had a single conformation. Testing of all conformer analogs showed that inclusion of an L- or D-Phe was a superior design element than incorporating the N-Me moiety that is often utilized to control macrocyclic conformation. Finally, we show that there is an ideal Phe residue (in this case L-Phe) for generating compounds that have the greatest inhibitory effect on bacterial motility. Our data support the hypothesis that the macrocyclic conformation is dictated by the benzyl moiety requiring a ‘pseudoequatorial’ position, and all other energy considerations are secondary.

Journal of Organic Chemistry published new progress about Antibacterial agents. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Quality Control of 96929-05-4.

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

Lam, P. Y. S.; Deudon, S.; Hauptman, E.; Clark, C. G. published the artcile< α-Nitrogen-activating effect in the room temperature copper-promoted N-arylation of heteroaryl carboxamides with phenylsiloxane or 4-tolylboronic acid>, Product Details of C5H6N2OS, the main research area is nitrogen heteroaromatic carboxamide phenylsiloxane arylation; tolylboronate nitrogen heteroaromatic carboxamide arylation; cross coupling nitrogen heteroaromatic carboxamide phenylsiloxane.

α-N-containing heteroaryl carboxamides undergo Cu-promoted N-phenylation with hypervalent PhSi(OMe)3 at room temperature, in the absence of base and in air. Arylboronic acid can substitute for PhSi(OMe)3 as the organometalloid. The α-heteroatom chelating effect is in the decreasing order of N > O, S. This discovery opens up the possibility of using other α-N functional groups to direct the N-arylation of peptides and simple amides under conditions as mild as that of amide bond formation.

Tetrahedron Letters published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (heteroaromatic). 31825-95-3 belongs to class thiazole, and the molecular formula is C5H6N2OS, Product Details of C5H6N2OS.

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

Kim, Ho Shin; Hammill, Jared T.; Scott, Daniel C.; Chen, Yizhe; Rice, Amy L.; Pistel, William; Singh, Bhuvanesh; Schulman, Brenda A.; Guy, R. Kiplin published the artcile< Improvement of Oral Bioavailability of Pyrazolo-Pyridone Inhibitors of the Interaction of DCN1/2 and UBE2M>, Formula: C4H3NOS, the main research area is carcinoma DCN1 UBE2M interaction inhibitors NEDD8 pharmacokinetic oral bioavailability.

The cullin-RING ubiquitin ligases (CRLs) are ubiquitin E3 enzymes that play a key role in controlling proteasomal degradation and are activated by neddylation. We previously reported inhibitors that target CRL activation by disrupting the interaction of defective in cullin neddylation 1 (DCN1), a CRL neddylation co-E3, and UBE2M, a neddylation E2. Our first-generation inhibitors possessed poor oral bioavailability and fairly rapid clearance that hindered the study of acute inhibition of DCN-controlled CRL activity in vivo. Herein, we report studies to improve the pharmacokinetic performance of the pyrazolo-pyridone inhibitors. The current best inhibitor, 40 (I), inhibits the interaction of DCN1 and UBE2M, blocks NEDD8 transfer in biochem. assays, thermally stabilizes cellular DCN1, and inhibits anchorage-independent growth in a DCN1 amplified squamous cell carcinoma cell line. Addnl., we demonstrate that a single oral 50 mg/kg dose sustains plasma exposures above the biochem. IC90 for 24 h in mice.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Formula: C4H3NOS.

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