Month: October 2022

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

Roe, Caroline; Hobbs, Heather; Stockman, Robert A. published the artcile< Multicomponent synthesis of chiral sulfinimines>, Reference of 1003-32-3, the main research area is chiral sulfinimine enantioselective preparation; oxathiazolidine oxide Grignard reagent aldehyde multicomponent reaction.

Two oxathiozolidine-S-oxide templates have been developed and used in a four-component coupling protocol for the synthesis of a wide range of chiral sulfinimines in high enantiomeric excesses. The templates can be synthesized from cheap commodity chems. in three steps in high yields. Furthermore the template is easily recovered in high yields for recycling.

Chemistry – A European Journal published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Reference of 1003-32-3.

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

Cheng, Lin; Su, Lantian; Tian, Xiaowen; Xia, Fan; Zhao, Chang; Yan, Wei; Shao, Zhenhua published the artcile< A pipeline to investigate the structures and signaling pathways of sphingosine 1-phosphate receptors>, Quality Control of 115144-35-9, the main research area is sphingosine 1 phosphate receptor structure signaling pathway investigation.

Lysophospholipids (LPLs) are bioactive lipids that include sphingosine 1-phosphate (S1P), lysophosphatidic acid, etc. S1P, a metabolic product of sphingolipids in the cell membrane, is one of the best-characterized LPLs that regulates a variety of cellular physiol. responses via signaling pathways mediated by sphingosine 1-phosphate receptors (S1PRs). This implicated that the S1P-S1PRs signaling system is a remarkable potential therapeutic target for disorders, including multiple sclerosis (MS), autoimmune disorders, cancer, inflammation, and even COVID-19. S1PRs, a small subset of the class A G-protein coupled receptor (GPCR) family, are composed of five subtypes: S1PR1, S1PR2, S1PR3, S1PR4, and S1PR5. The lack of detailed structural information, however, impedes the drug discovery targeting S1PRs. Here, we applied the cryo-electron microscopy method to solve the structure of the S1P-S1PRs complex, and elucidated the mechanism of activation, selective drug recognition, and G-protein coupling by using cell-based functional assays. Other lysophospholipid receptors (LPLRs) and GPCRs can also be studied using this strategy.

Journal of Visualized Experiments published new progress about Autoimmune disease. 115144-35-9 belongs to class thiazole, and the molecular formula is C11H7KN2O3S2, Quality Control of 115144-35-9.

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

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