Tag: M.W=100-150

Ling, Xing; Lu, Weiwei; Miao, Lin; Marcaurelle, Lisa A.; Wang, Xuan; Ding, Yun; Lu, Xiaojie published the artcile< Divergent On-DNA Transformations from DNA-Linked Piperidones>, Application In Synthesis of 1003-32-3, the main research area is DNA linked heterocycle preparation.

A group of highly efficient and divergent transformations for constructing multiple DNA-linked chemotypes based on piperidones e.g., I core is successfully developed. The first procedure for the synthesis of DNA-conjugated piperidines II (R = H, Bn, (4-cyanophenyl)methyl, (3,4,5-trifluorophenyl)methyl, etc.; R1 = 2,2-dimethoxyethyl, Bn, 3-cyclohexylpropanoyl, etc.) intermediate under basic conditions was reported. Subsequently, this substructure was subjected to addnl. reactions to generate several privileged scaffolds, including 4-aminopiperidines II, fused [1,2,4]triazolo[1,5-a]pyrimidines III (R2 = methanesulfonyl, (3-fluorophenyl)methyl, benzenesulfonamido), and a quinoline derivative e.g., IV. These transformations paved the way for constructing focused scaffold-based DNA-encoded libraries with druglike properties.

Journal of Organic Chemistrypublished new progress about Acids Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Application In Synthesis of 1003-32-3.

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

Hsieh, Sheng-Ying; Bode, Jeffrey W. published the artcile< Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents>, Application In Synthesis of 1003-32-3, the main research area is Lewis acid iridium thiomorpholine thiazepane photoredox catalyst.

The authors report that the inclusion of Lewis acids in photocatalytic reactions of organosilanes allows access to a distinct reaction pathway featuring an Ir(III)*/Ir(IV) couple instead of the previously employed Ir(III)*/Ir(II) pathway, enabling the transformation of aromatic and aliphatic aldehydes to thiomorpholines and thiazepanes. The role of the Lewis acid in accepting an electron-either directly or via coordination to an imine-can be extended to other classes of photocatalysts and transformations, including oxidative cyclizations. The combination of light induced reactions and Lewis acids therefore promises access to new pathways and transformations that are not viable using the photocatalysts alone.

ACS Central Sciencepublished new progress about Aliphatic aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Application In Synthesis of 1003-32-3.

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

Penalver, Lilian; Schmid, Philipp; Szamosvari, David; Schildknecht, Stefan; Globisch, Christoph; Sawade, Kevin; Peter, Christine; Boettcher, Thomas published the artcile< A ligand selection strategy identifies chemical probes targeting the proteases of SARS-CoV-2>, Synthetic Route of 324579-90-0, the main research area is ligand selection strategy probe targeting protease SARS CoV2; COVID19 SARS CoV2 protease 3CLpro PLpro labeling inhibitor; ABPP; chemical probes; enzyme inhibitors; labeling; proteases.

Activity-based probes are valuable tools for chem. biol. However, finding probes that specifically target the active site of an enzyme remains a challenging task. Herein, we present a ligand selection strategy that allows to rapidly tailor electrophilic probes to a target of choice and showcase its application for the two cysteine proteases of SARS-CoV-2 as proof of concept. The resulting probes were specific for the active site labeling of 3CLpro and PLpro with sufficient selectivity in a live cell model as well as in the background of a native human proteome. Exploiting the probes as tools for competitive profiling of a natural product library identified salvianolic acid derivatives as promising 3CLpro inhibitors. We anticipate that our ligand selection strategy will be useful to rapidly develop customized probes and discover inhibitors for a wide range of target proteins also beyond corona virus proteases.

Angewandte Chemie, International Editionpublished new progress about Alkynyl groups (in enzyme probe). 324579-90-0 belongs to class thiazole, and the molecular formula is C6H8N2S, Synthetic Route of 324579-90-0.

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

Delpire, Eric; Days, Emily; Lewis, L. Michelle; Mi, Dehui; Kim, Kwangho; Lindsley, Craig W.; Weaver, C. David published the artcile< Small-molecule screen identifies inhibitors of the neuronal K-Cl cotransporter KCC2>, Recommanded Product: 4-Cyclopropylthiazol-2-amine, the main research area is potassium chlorine cotransporter KCC2 inhibitor preparation drug screening.

KCC2, a neuronal-specific K-Cl co-transporter, plays a major role in maintaining intracellular Cl- concentration in neurons below its electrochem. equilibrium potential, thus favoring robust GABA hyperpolarizing or inhibitory responses. The pharmacol. of the K-Cl co-transporter is dominated by loop diuretics such as furosemide and bumetanide, mols. used in clin. medicine because they inhibit the loop of Henle Na-K-2Cl co-transporter with much higher affinity. To identify mols. that affect KCC2 activity, the authors developed a fluorescence-based assay suitable for high-throughput screening (HTS) and used the assay to screen a library of 234,000 small mols. They identified a large number of mols. that either decrease or increase the activity of the co-transporter. Here, they report the characterization of a small number of inhibitors, some of which inhibit KCC2 activity in the submicromolar range without substantially affecting NKCC1 activity. Using medicinal chem., they synthesized a number of variants, tested their effect on KCC2 function, and provide an anal. of structure/activity relationships. They also used one of the compounds to demonstrate competitive inhibition in regard to external [K+] vs. non-competitive inhibition in respect to external [Cl-].

Proceedings of the National Academy of Sciences of the United States of Americapublished new progress about Carrier-mediated biological transport. 324579-90-0 belongs to class thiazole, and the molecular formula is C6H8N2S, Recommanded Product: 4-Cyclopropylthiazol-2-amine.

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

Zhu, Ziqi; Xiao, Jieshuai; Li, Mingjie; Shi, Zhuangzhi published the artcile< Nickel-Catalyzed Intermolecular Asymmetric Addition of Aryl Iodides across Aldehydes>, COA of Formula: C4H3NOS, the main research area is diarylmethanol preparation enantioselective; aryl iodide asym addition aldehyde nickel catalyst; Asymmetric Addition; Chiral Alcohols; Enantioselectivity; Nickel Catalysis.

Enantioenriched alcs. comprise much of the framework of organic mols. Here, the authors first report that chiral nickel complexes can catalyze the intermol. enantioselective addition of aryl iodides across aldehydes to provide diverse optically active secondary alcs. using zinc metal as the reducing agent. This method shows a broad substrate scope under mild reaction conditions and precludes the traditional strategy through the pre-generation of organometallic reagents. Mechanistic studies indicate that an in situ formed arylnickel, instead of an arylzinc, adds efficiently to the aldehydes, forming a new C-C bond and a chiral nickel alkoxide that may be turned over by zinc powder.

Angewandte Chemie, International Editionpublished new progress about Addition reaction catalysts, stereoselective (intermol.). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, COA of Formula: C4H3NOS.

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

Melzer, Benedikt C.; Plodek, Alois; Bracher, Franz published the artcile< Functionalization of 4-bromobenzo[c][2,7]naphthyridine via regioselective direct ring metalation. A novel approach to analogs of pyridoacridine alkaloids>, Computed Properties of 1003-32-3, the main research area is pyridoacridine alkaloid analog preparation regioselective; bromobenzo naphthyridine electrophile ring metalation cyclization; alkaloids; cyclization; metalation; naphthyridine; pyridoacridine.

Readily available 4-bromobenzo[c][2,7]naphthyridine undergoes regioselective direct ring metalation at C-5 with TMPMgCl·LiCl at -40°. Quenching with various electrophiles gives a broad range of 5-substituted products, which are building blocks for the synthesis of heterocyclic natural products and analogs thereof. In combination with a Parham-type cyclization a novel approach to pyrido[4,3,2-mn]acridones has been worked out.

Beilstein Journal of Organic Chemistrypublished new progress about Alkaloids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Computed Properties of 1003-32-3.

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

Yin, Zhiping; Zhang, Zhuan; Soule, Jean-Francois; Dixneuf, Pierre H.; Wu, Xiao-Feng published the artcile< Iron-catalyzed carbonylative alkyl-acylation of heteroarenes>, HPLC of Formula: 1003-32-3, the main research area is alkyl heteroaryl ketone preparation chemoselective; heteroarene carbon monoxide carbonylative alkyl acylation iron triflate.

Herein, an efficient carbonylative protocol for the introduction of an alkyl-acyl group into heteroarenes from cyclobutanone oximes is presented. In the presence of Fe(OTf)2 catalyst, proceeds via intermol. alkyl-acylation of different heteroarenes. A broad range of alkyl heteroaryl ketones are synthesized with excellent functional group tolerance with good chemoselectivity.

Journal of Catalysispublished new progress about Acylation (alkyl-). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, HPLC of Formula: 1003-32-3.

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

Lerner, Claude G.; Hajduk, Philip J.; Wagner, Rolf; Wagenaar, Frank L.; Woodall, Charlotte; Gu, Yu-Gui; Searle, Xenia B.; Florjancic, Alan S.; Zhang, Tianyuan; Clark, Richard F.; Cooper, Curt S.; Mack, Jamey C.; Yu, Liping; Cai, Mengli; Betz, Steven F.; Chovan, Linda E.; McCall, J. Owen; Black-Schaefer, Candace L.; Kakavas, Stephan J.; Schurdak, Mark E.; Comess, Kenneth M.; Walter, Karl A.; Edalji, Rohinton; Dorwin, Sarah A.; Smith, Richard A.; Hebert, Eric J.; Harlan, John E.; Metzger, Randy E.; Merta, Philip J.; Baranowski, John L.; Coen, Michael L.; Thornewell, Susan J.; Shivakumar, Annapur G.; Saiki, Anne Y.; Soni, Niru; Bui, Mai; Balli, Darlene J.; Sanders, William J.; Nilius, Angela M.; Holzman, Thomas F.; Fesik, Stephen W.; Beutel, Bruce A. published the artcile< From bacterial genomes to novel antibacterial agents: discovery, characterization, and antibacterial activity of compounds that bind to HI0065 (YjeE) from Haemophilus influenzae>, Synthetic Route of 1003-32-3, the main research area is antibacterial biphenyl preparation structure activity HI0065 ATP binding protein; drug discovery target antibacterial NMR screen.

As part of a fully integrated and comprehensive strategy to discover novel antibacterial agents, NMR- and mass spectrometry-based affinity selection screens were performed to identify compounds that bind to protein targets uniquely found in bacteria and encoded by genes essential for microbial viability. A biphenyl acid lead series emerged from an NMR-based screen with the Haemophilus influenzae protein HI0065, a member of a family of probable ATP-binding proteins found exclusively in eubacteria. The structure-activity relationships developed around the NMR-derived biphenyl acid lead were consistent with on-target antibacterial activity as the Staphylococcus aureus antibacterial activity of the series correlated extremely well with binding affinity to HI0065, while the correlation of binding affinity with B-cell cytotoxicity was relatively poor. Although further studies are needed to conclusively establish the mode of action of the biphenyl series, these compounds represent novel leads that can serve as the basis for the development of novel antibacterial agents that appear to work via an unprecedented mechanism of action. Overall, these results support the genomics-driven hypothesis that targeting bacterial essential gene products that are not present in eukaryotic cells can identify novel antibacterial agents.

Chemical Biology & Drug Designpublished new progress about Antibacterial agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Synthetic Route of 1003-32-3.

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

Moszczynski-Petkowski, Rafal; Majer, Jakub; Borkowska, Malgorzata; Bojarski, Lukasz; Janowska, Sylwia; Matloka, Mikolaj; Stefaniak, Filip; Smuga, Damian; Bazydlo, Katarzyna; Dubiel, Krzysztof; Wieczorek, Maciej published the artcile< Synthesis and characterization of novel classes of PDE10A inhibitors - 1H-1,3-benzodiazoles and imidazo[1,2-a]pyrimidines>, COA of Formula: C4H3NOS, the main research area is triazolopyridine pyrazolopyridine benzodiazole imidazopyrimidine preparation PDE10A enzyme inhibitor; 1H-1,3-benzodiazoles; Imidazo[1,2-a]pyrimidines; PDE10A.

New compounds containing [1,2,4]triazolo[1,5-a]pyridine I (R = 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl, 4,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl, 4-methylquinazolin-2-yl; R1 = Ph, pyrimidin-2-yl), pyrazolo[1,5-a]pyridine II (R = 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl, 4,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl; R1 = phenyl), 1H-1,3-benzodiazole III (R1 = 2-methoxyphenyl, pyridin-2-yl, 1,3-oxazol-4-yl, etc.; R2 = H, Me) and imidazo[1,2-a]pyrimidine IV backbones were designed and synthesized for PDE10A interaction. Among these compounds, 1H-1,3-benzodiazoles and imidazo[1,2-a]pyrimidines III and IV showed the highest affinity for PDE10A enzyme as well as good metabolic stability. Both classes of compounds were identified as selective and potent PDE10A enzyme inhibitors.

European Journal of Medicinal Chemistrypublished new progress about Benzimidazoles Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, COA of Formula: C4H3NOS.

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

Ryu, Se Hwan; Ra, Jongmin; Ko, Haye Min published the artcile< Efficient Synthesis of Sulfenamides through Mitsunobu-type Coupling Reaction of Thiols with Amines using Dibenzyl Azodicarboxylate>, Application In Synthesis of 96-53-7, the main research area is sulfenamide preparation; thiol amine Mitsunobu coupling; disulfides preparation.

S-H activation reaction of thiols employing dibenzyl azodicarboxylate (DBAD) had been developed for the preparation of sulfenamides I [R = H; R1 = Et, Bn, cyclopropyl, cyclopentyl, cyclohexyl; RR1 = (CH2)4, (CH2)6, (CH2)2O(CH2)2, etc.; X = O, S]. The dehydrogenation of thiols and amines under these reaction conditions involved the formation of dibenzyl hydrazine-1,2-dicarboxylate, which led to the S-N bond formation reaction. The reaction proceeded efficiently with release of dibenzyl hydrazine-1,2-dicarboxylate and afforded various sulfenamides I in good to excellent yields.

Asian Journal of Organic Chemistrypublished new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Application In Synthesis of 96-53-7.

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