Category: 1003-32-3

Geary, Gemma C.; Nortcliffe, Andrew; Pearce, Christopher A.; Hamza, Daniel; Jones, Geraint; Moody, Christopher J. published the artcile< Densely functionalised spirocyclic oxetane-piperidine scaffolds for drug discovery>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is spirocyclic oxetane piperidine scaffold preparation rearrangement gold catalyst.

A spirocyclic, sp3-atom rich oxetane-containing scaffold was synthesized in just two steps via a gold catalyzed propargylic alc. rearrangement. The key gold cyclization can be undertaken on a 40 g scale allowing the preparation of 419 lead-like compounds based on the scaffold for the European Lead Factory.

Bioorganic & Medicinal Chemistry published new progress about Oxetanes Role: SPN (Synthetic Preparation), PREP (Preparation) (spirocyclic). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Recommanded Product: Thiazole-5-carboxyaldehyde.

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

Curreli, Francesca; Ahmed, Shahad; Benedict Victor, Sofia M.; Iusupov, Ildar R.; Belov, Dmitry S.; Markov, Pavel O.; Kurkin, Alexander V.; Altieri, Andrea; Debnath, Asim K. published the artcile< Preclinical optimization of gp120 entry-antagonists as anti-HIV-1 agents with improved cytotoxicity and ADME properties through rational design, synthesis, and antiviral evaluation>, Formula: C4H3NOS, the main research area is pyrrolecarboxamide aryl heteroaryl thiazolyl aminoalkyl preparation antiHIV pharmacokinetics cytotoxicity.

To optimize the structure of previously reported HIV-1 gp120 antagonist NBD-14189 which showed antiviral activity against HIV-1HXB2 (IC50 = 89 nM) but had high cytotoxicity and poor aqueous solubility, a series of novel azaarenyl analogs I [R1 = H, HOCH2, HOCH2CHOH, etc.; R2 = H, HOCH2, HOCH2CHOH; R3, R4, R5 = R6 = H, Me; R7 = 5-chloro-2-pyridinyl, 6-trifluoromethyl-3-pyridazinyl, 5-chloro-2-pyrimidinyl, etc.] have been synthesized and evaluated. One of the new analogs, the compound (S)-I [R1 = H; R2 = HOCH2; R3 = R4 = R5 = H; R6 = Me; R7 = 5-trifluoromethyl-2-pyridinyl; NBD-14270] showed a marked improvement in cytotoxicity, with a 3-fold and 58-fold improvements in SI values compared with that of NBD-14189 and NBD-11021, resp. Furthermore, the in-vitro ADME data clearly showed improvements in aqueous solubility and other properties compared with those for NBD-14189.

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

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

Wang, Rui; Xu, Hongyan; Zhang, Ying; Hu, Yuntao; Wei, Yingsu; Du, Xiao; Zhao, Huaiqing published the artcile< Ag-Cu copromoted direct C2-H bond thiolation of azoles with Bunte salts as sulfur sources>, Quality Control of 1003-32-3, the main research area is thiazole benzothiazole benzoxazole benzimidazole arylthio alkylthio preparation; azole Bunte salt silver copper catalyst thiolation.

A direct C2-H thiolation of azoles with Bunte salts was achieved under the combined action of copper and silver salts. This protocol could furnish various substituted 2-arylthio- or 2-alkylthio-substituted azoles in moderate to good yields. This method has a broad substrate scope and shows good functional group tolerance.

Organic & Biomolecular Chemistry published new progress about Benzimidazoles 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, Quality Control of 1003-32-3.

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

Galan, Elena; Andreu, Raquel; Garin, Javier; Mosteo, Laura; Orduna, Jesus; Villacampa, Belen; Diosdado, Beatriz E. published the artcile< Influence of thiazole regioisomerism on second-order nonlinear optical chromophores>, Safety of Thiazole-5-carboxyaldehyde, the main research area is effect thiazole regioisomerism second order nonlinear optical chromophore.

Two series of matched and mismatched donor-thiazole-acceptor chromophores have been synthesized to disclose the role that the orientation of the thiazole ring plays on their second-order nonlinear optical (NLO) properties. Whereas previous theor. studies predict that the matched systems show markedly higher NLO responses, our exptl. results do not parallel this trend, showing differences between regioisomers much lower than those predicted.

Tetrahedron published new progress about Bond length. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Safety of Thiazole-5-carboxyaldehyde.

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>, Recommanded Product: Thiazole-5-carboxyaldehyde, 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 Edition published new progress about Addition reaction catalysts, stereoselective (intermol.). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Recommanded Product: Thiazole-5-carboxyaldehyde.

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

Valente, Sergio; Mellini, Paolo; Spallotta, Francesco; Carafa, Vincenzo; Nebbioso, Angela; Polletta, Lucia; Carnevale, Ilaria; Saladini, Serena; Trisciuoglio, Daniela; Gabellini, Chiara; Tardugno, Maria; Zwergel, Clemens; Cencioni, Chiara; Atlante, Sandra; Moniot, Sebastien; Steegborn, Clemens; Budriesi, Roberta; Tafani, Marco; Del Bufalo, Donatella; Altucci, Lucia; Gaetano, Carlo; Mai, Antonello published the artcile< 1,4-Dihydropyridines Active on the SIRT1/AMPK Pathway Ameliorate Skin Repair and Mitochondrial Function and Exhibit Inhibition of Proliferation in Cancer Cells>, Computed Properties of 1003-32-3, the main research area is preparation dihydropyridine sirtuin AMPK antitumor neoplasm.

Modulators of sirtuins are considered promising therapeutic targets for the treatment of cancer, cardiovascular, metabolic, inflammatory, and neurodegenerative diseases. Here we prepared new 1,4-dihydropyridines (DHPs) bearing changes at the C2/C6, C3/C5, C4, or N1 position. Tested with the SIRTainty procedure, some of them displayed increased SIRT1 activation with respect to the prototype 3a, high NO release in HaCat cells, and ameliorated skin repair in a mouse model of wound healing. In C2C12 myoblasts, two of them improved mitochondrial d. and functions. All the effects were reverted by coadministration of compound C (9), an AMPK inhibitor, or of EX-527 (10), a SIRT1 inhibitor, highlighting the involvement of the SIRT1/AMPK pathway in the action of DHPs. Finally, tested in a panel of cancer cells, the water-soluble form of 3a, compound 8, displayed antiproliferative effects in the range of 8-35 μM and increased H4K16 deacetylation, suggesting a possible role for SIRT1 activators in cancer therapy.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 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

Tsuboi, Katsunori; Bachovchin, Daniel A.; Speers, Anna E.; Spicer, Timothy P.; Fernandez-Vega, Virneliz; Hodder, Peter; Rosen, Hugh; Cravatt, Benjamin F. published the artcile< Potent and Selective Inhibitors of Glutathione S-Transferase Omega 1 That Impair Cancer Drug Resistance>, SDS of cas: 1003-32-3, the main research area is glutathione S transferase omega inhibitor preparation cancer drug resistance; antitumor drug resistance modulator GST omega inhibitor preparation HTS.

Glutathione S-transferases (GSTs) are a superfamily of enzymes that conjugate glutathione to a wide variety of both exogenous and endogenous compounds for biotransformation and/or removal. Glutathione S-transferase omega 1 (GSTO1) is highly expressed in human cancer cells, where it has been suggested to play a role in detoxification of chemotherapeutic agents. Selective inhibitors of GSTO1 are, however, required to test the role that this enzyme plays in cancer and other (patho)physiol. processes. With this goal in mind, we performed a fluorescence polarization activity-based protein profiling (fluopol-ABPP) high-throughput screen (HTS) with GSTO1 and the Mol. Libraries Small Mol. Repository (MLSMR) 300K+ compound library. This screen identified a class of selective and irreversible α-chloroacetamide inhibitors of GSTO1, which were optimized to generate an agent KT53 that inactivates GSTO1 with excellent in vitro (IC50 = 21 nM) and in situ (IC50 = 35 nM) potency. Cancer cells treated with KT53 show heightened sensitivity to the cytotoxic effects of cisplatin, supporting a role for GSTO1 in chemotherapy resistance.

Journal of the American Chemical Society published new progress about Antitumor agent resistance. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, SDS of cas: 1003-32-3.

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

Zhao, Xin; Li, Runfeng; Zhou, Yang; Xiao, Mengjie; Ma, Chunlong; Yang, Zhongjin; Zeng, Shaogao; Du, Qiuling; Yang, Chunguang; Jiang, Haiming; Hu, Yanmei; Wang, Kefeng; Mok, Chris Ka Pun; Sun, Ping; Dong, Jianghong; Cui, Wei; Wang, Jun; Tu, Yaoquan; Yang, Zifeng; Hu, Wenhui published the artcile< Discovery of Highly Potent Pinanamine-Based Inhibitors against Amantadine- and Oseltamivir-Resistant Influenza A Viruses>, HPLC of Formula: 1003-32-3, the main research area is preparation antiviral pinanamine derivative resistant influenza A virus.

Influenza pandemic is a constant major threat to public health caused by influenza A viruses (IAVs). IAVs are subcategorized by the surface proteins hemagglutinin (HA) and neuraminidase (NA), in which they are both essential targets for drug discovery. While it is of great concern that NA inhibitor oseltamivir resistant strains are frequently identified from human or avian influenza virus, structural and functional characterization of influenza HA has raised hopes for new antiviral therapies. In this study, we explored a structure-activity relationship (SAR) of pinanamine-based antivirals and discovered a potent inhibitor M090 against amantadine-resistant viruses, including the 2009 H1N1 pandemic strains, and oseltamivir-resistant viruses. Mechanism of action studies, particularly hemolysis inhibition, indicated that M090 targets influenza HA and it occupied a highly conserved pocket of the HA2 domain and inhibited virus-mediated membrane fusion by “”locking”” the bending state of HA2 during the conformational rearrangement process. This work provides new binding sites within the HA protein and indicates that this pocket may be a promising target for broad-spectrum anti-influenza A drug design and development.

Journal of Medicinal Chemistry published new progress about Antiviral agent resistance. 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

Li, Jian-Yuan; Miklossy, Gabriella; Modukuri, Ram K.; Bohren, Kurt M.; Yu, Zhifeng; Palaniappan, Murugesan; Faver, John C.; Riehle, Kevin; Matzuk, Martin M.; Simmons, Nicholas published the artcile< Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is palladium catalyzed hydroxycarbonylation heteroaryl halide DNA encoded library synthesis.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate Chemistry published new progress about Carbonylation. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Recommanded Product: Thiazole-5-carboxyaldehyde.

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

Alaklab, Abdullah; Surendra Kumar, Radhakrishnan; Ahamed, Anis; Arif, Ibrahim A.; Manilal, Aseer; Idhayadhulla, Akbar published the artcile< Synthesis of novel three compound imidazole derivatives via Cu(II) catalysis and their larvicidal and antimicrobial activities>, Safety of Thiazole-5-carboxyaldehyde, the main research area is imidazole Mannich base preparation antifungal larvicidal antibacterial.

One-pot three-component reactions of 1-[[2-(furan-2-ylmethylene)hydrazinyl](phenyl)methyl]-1H-imidazole and other imidazole derivatives were synthesized by Mannich base method in the presence of Cu(II) catalysis. Cu(Phen)Cl2 catalysis was performed well compared with other Cu(II) catalysis. Synthesized compounds were confirmed by IR, 1H NMR, 13C NMR, mass spectra, and elemental anal. Synthesized compounds were evaluated by antimicrobial and larvicidal activities. 4-[[2-(Furan-2-ylmethylene)hydrazinyl](1H-imidazol-1-yl)methyl]-N,N-dimethylaniline was highly active (MIC: 0.5 μg/cm3) against Staphylococcus aureus compared with standard ciprofloxacin in antibacterial screening. 1-[(4-Chlorophenyl)[2-(furan-2-ylmethylene)hydrazinyl]methyl]-1H-imidazole was highly active (MIC: 0.25 μg/cm3) against Candida albicans compared with standard clotrimazole (MIC: 0.5 μg/cm3) in antifungal screening. Larvicidal activity was assessed to the urban mosquito, Culex quinquefasciatus, using a standard bioassay protocol. 1-[1-[2-(Furan-2-ylmethylene)hydrazinyl]-4,8-dimethylnona-3,7-dienyl]-1H-imidazole showed high toxicity levels of larvicidal activity based their half maximal LD (LD50) values. Therefore, some compounds are lead mols. for the growth of new classes of antimicrobial and larvicidal agents.

Monatshefte fuer Chemie published new progress about Antibacterial agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Safety of Thiazole-5-carboxyaldehyde.

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