Category: 1003-32-3

Ormond, Alexandra B.; Freeman, Harold S. published the artcile< Effects of substituents on the photophysical properties of symmetrical porphyrins>, Product Details of C4H3NOS, the main research area is singlet oxygen generation sym porphyrin photosensitizer; substituent effect photophys sym porphyrin derivative.

Porphyrin compounds having groups that mimic the phenolic moiety of m- and p-isomers of 5,10,15,20-tetrakis(hydroxyphenyl) porphyrin (THPP) have been synthesized along with 5,10,15,20-tetrakis(heteroaryl) porphyrins bearing 2-thienyl and 5-thiazolyl groups. Absorption and fluorescence spectroscopy, including fluorescence lifetime (τf) and quantum yield (Φf) measurements, were employed to characterize the singlet excited state of all compounds, using 5,10,15,20-tetraphenylporphyrin (H2TPP) as a standard (Φf = 0.12 in DMF). The generation of singlet oxygen by each porphyrin photosensitizer was measured as the singlet oxygen quantum yield (ΦΔ), using H2TPP as a standard (ΦΔ = 0.64 in DMF). Partition coefficients were determined using 2-octanol as the organic phase and PBS solution as the aqueous phase. Fluorescence quantum yields ranged from 0.01 to 0.18 for all compounds, with heteroaryl porphyrins having the lowest values. Singlet oxygen quantum yields ranged from 0.40 to 0.65, with heteroaryl porphyrins having the highest values, showing them to be better sensitizers than m- and p-THPP. Log P values were all >1 showing higher solubility in the 2-octanol layer.

Dyes and Pigments published new progress about Excited singlet state. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Product Details of C4H3NOS.

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

Sinenko, V. O.; Slivchuk, S. R.; Bal’on, Ya. G.; Brovarets, V. S. published the artcile< Synthesis of 2,5-di(hydroxyalkyl)-1,3-thiazoles>, Category: thiazole, the main research area is aldehyde reduction reaction; thiazole dialkyl dihydroxy preparation.

A general approach towards synthesis of 2,5-hydroxyalkyl-substituted 1,3-thiazole derivatives I (R = H, CH3, C6H5; R1 = H, CH3, C6H5) has been proposed. The method includes lithiation of 1,3-thiazole ring followed by the reaction of formed thiazole lithium derivatives with electrophiles.

Russian Journal of General Chemistry published new progress about Aldehydes 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, Category: thiazole.

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

Rashmi, S. V.; Sandhya, N. C.; Raghava, B.; Kumara, M. N.; Mantelingu, K.; Rangappa, K. S. published the artcile< Trifluoroethanol as a metal-free, homogeneous, and recyclable medium for the efficient one-pot synthesis of dihydropyrimidones>, SDS of cas: 1003-32-3, the main research area is dihydropyrimidone preparation; aldehyde ketoester urea multicomponent condensation trifluoroethanol catalyst.

Trifluoroethanol is an efficient and recyclable medium in promoting one-pot, three-component condensation reactions of β-ketoesters, aldehydes, and urea (or thiourea) to afford the corresponding dihydropyrimidones in good yields. This protocol does not require the use of an acid or base catalyst.

Synthetic Communications 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, SDS of cas: 1003-32-3.

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

Tao, Zhi-Fu; Wang, Le; Stewart, Kent D.; Chen, Zehan; Gu, Wendy; Bui, Mai-Ha; Merta, Philip; Zhang, Haiying; Kovar, Peter; Johnson, Eric; Park, Chang; Judge, Russell; Rosenberg, Saul; Sowin, Thomas; Lin, Nan-Horng published the artcile< Structure-based design, synthesis, and biological evaluation of potent and selective macrocyclic checkpoint kinase 1 inhibitors>, COA of Formula: C4H3NOS, the main research area is macrocyclic diarylurea preparation checkpoint kinase inhibitor.

Based on the crystallog. anal. of a urea-checkpoint kinase 1 (Chk1) complex and mol. modeling, a class of macrocyclic Chk1 inhibitors were designed and their biol. activities were evaluated. An efficient synthetic methodol. for macrocyclic ureas was developed with Grubbs metathesis macrocyclization as the key step. The structure-activity relationship studies demonstrated that the macrocyclization retains full Chk1 inhibition activity and that the 4-position of the Ph ring can tolerate a wide variety of substituents. These Chk1 inhibitors exhibited excellent selectivity over a panel of more than 70 kinases. Some compounds, e.g., I, were identified as ideal Chk1 inhibitors, which showed little or no single-agent activity but significantly potentiate the cytotoxicities of the DNA-damaging antitumor agents doxorubicin and camptothecin. These Chk1 inhibitors abrogate the doxorubicin-induced G2 and camptothecin-induced S checkpoint arrests, confirming that their potent biol. activities are mechanism-based through Chk1 inhibition.

Journal of Medicinal Chemistry 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, COA of Formula: C4H3NOS.

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>, Quality Control of 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 Catalysis published new progress about Acylation (alkyl-). 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

Medina, Jose M.; Kang, Taeho; Erbay, Tugce G.; Shao, Huiling; Gallego, Gary M.; Yang, Shouliang; Tran-Dube, Michelle; Richardson, Paul F.; Derosa, Joseph; Helsel, Ryan T.; Patman, Ryan L.; Wang, Fen; Ashcroft, Christopher P.; Braganza, John F.; McAlpine, Indrawan; Liu, Peng; Engle, Keary M. published the artcile< Cu-Catalyzed Hydroboration of Benzylidenecyclopropanes: Reaction Optimization, (Hetero)Aryl Scope, and Origins of Pathway Selectivity>, Application of C4H3NOS, the main research area is benzylidenecyclopropane preparation copper catalyzed hydroboration diborane; cyclopropylboronic ester preparation reactivity; potential energy surface copper catalyzed hydroboration benzylidenecyclopropane; Copper catalysis; benzylidenecyclopropanes; cyclopropylboronic esters; heterocycles; hydroborations; β-carbon elimination.

The Cu-catalyzed hydroboration of benzylidenecyclopropanes, conveniently accessed in one step from readily available benzaldehydes, is reported. Under otherwise identical reaction conditions, two distinct phosphine ligands grant access to different products by either suppressing or promoting the cyclopropane opening via β-C elimination. Computational studies provide insight into how the rigidity and steric environment of these different bis-phosphine ligands influence the relative activation energies of β-C elimination vs. protodecupration from the key benzylcopper intermediate. The method tolerates a wide variety of heterocycles prevalent in clin. and preclin. drug development, giving access to valuable synthetic intermediates. The versatility of the tertiary cyclopropylboronic ester products is demonstrated through several derivatization reactions.

ACS Catalysis published new progress about Alkenes Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation) (benzylidenecyclopropanes). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Application of C4H3NOS.

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

Ulven, Elisabeth Rexen; Quon, Tezz; Sergeev, Eugenia; Barki, Natasja; Brvar, Matjaz; Hudson, Brian D.; Dutta, Palash; Hansen, Anders Hoejgaard; Bielefeldt, Line Oe.; Tobin, Andrew B.; McKenzie, Christine J.; Milligan, Graeme; Ulven, Trond published the artcile< Structure-Activity Relationship Studies of Tetrahydroquinolone Free Fatty Acid Receptor 3 Modulators>, COA of Formula: C4H3NOS, the main research area is fatty acid receptor FFAR3 tetrahydroquinolone allosteric modulator.

Free fatty acid receptor 3 (FFA3, previously GPR41) is activated by short-chain fatty acids, mediates health effects of the gut microbiota, and is a therapeutic target for metabolic and inflammatory diseases. The shortage of well-characterized tool compounds has however impeded progress. Herein, we report structure-activity relationship of an allosteric modulator series and characterization of physicochem. and pharmacokinetic properties of selected compounds, including previous and new tools. Two representatives, 57 (TUG-1907) and 63 (TUG-2015), showed improved solubility and preserved potency. Of these, 57, with EC50 = 145 nM and a solubility of 33μM, showed high clearance in vivo but is a preferred tool in vitro. In contrast, 63, with EC50 = 162 nM and a solubility of 9μM, showed lower clearance and seems better suited for in vivo studies. Using 57, we demonstrate for the first time that FFA3 activation leads to calcium mobilization in murine dorsal root ganglia.

Journal of Medicinal Chemistry published new progress about Allosteric modulators. 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

Zhang, Min; Fan, Shiyong; Zhou, Xinbo; Xie, Fei; Li, Song; Zhong, Wu published the artcile< Design, synthesis and biological evaluation of 2-hydrazinyladenosine derivatives as A2A adenosine receptor ligands>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is hydrazinyladenosine human adenosine receptor G protein; mol docking adenosine receptor ligand hydrazinyladenosine synthesis nucleoside; A(2A) agonist; Fragment-based drug design; G protein-coupled receptors.

To obtain potential A2A adenosine receptor agonists, a series of 2-hydrazinyladenosine derivatives were synthesized and assayed for adenosine receptors activity using radioligand binding activity assays. The binding activity of the subtypes was examined, and the structure-activity relationship of this class of compounds at the A2A receptor was investigated. A fragment-based computer-aided design method was used to modify the 2-position side chain structures with different structural fragments, and the newly generated mols. were docked to the A2A receptor to assess scoring and screening activity. To synthesize compounds with better scoring activity, the newly synthesized compounds were tested for in vitro receptor binding activity. 2-Hydrazinyladenosine derivatives of 32 new structural types were designed and synthesized, with the most potent adenosine derivative I exhibiting a Ki value of 1.8 nM for A2AAR and significant selectivity for the A2A receptor compared to the A1 receptor. In addition to, other compounds also exhibited potent A2A receptor selectivity, with Ki values for the A2A receptor of 6.4, 20, 67 and 6.3 nM, resp. We also found that compound II has a high A1 receptor selectivity, with a Ki value for the A1 receptor of 4.5 nM. Further functional assays also demonstrated that these compounds have potent A2A receptor agonist activity. The study shows the applicability of an in silico fragment-based mol. design for rational lead optimization in A2AAR.

European Journal of Medicinal Chemistry published new progress about Adenosine A1 receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 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

Pan, Liangkun; Zheng, Qiang; Chen, Yu; Yang, Rui; Yang, Yanyan; Li, Zhongjun; Meng, Xiangbao published the artcile< Design, synthesis and biological evaluation of novel naphthoquinone derivatives as IDO1 inhibitors>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is naphthoquinone derivative preparation indoleamine dioxygenase inhibitor anticancer activity SAR; Cancer immunotherapy; Indoleamine 2,3-dioxygenase 1; Naphthoquinone derivatives; Tryptophan 2,3-dioxygenase.

Indoleamine 2,3-dioxygenase 1 mediated kynurenine pathway of tryptophan degradation is identified as an appealing and novel target in immunotherapy for the treatment of cancer. In this study, a novel series of naphthoquinone derivatives were synthesized, characterized and evaluated for their inhibitory activities against IDO1, and their structure-activity relationship was investigated. Among them, five compounds, e.g., I,displayed potent IDO1 inhibitory activities with IC50 values ranging between 18 and 61 nM, which are more potent than INCB024360 undergoing clin. trial III evaluation. In addition, three compounds, e.g. II, decreased the kynurenine levels in rat plasma by 30%-50%. Compounds exhibiting excellent IDO1 inhibitory activities were also evaluated for their inhibitory activities against tryptophan 2,3-dioxygenase (TDO). Of which, compound II (IDO1 IC50 = 120 nM) showed promising TDO inhibition (IC50 72 nM) and was identified as an IDO1/TDO dual inhibitor.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 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

Durant, Graham J.; Ganellin, C. Robin; Parsons, Michael E. published the artcile< Chemical differentiation of histamine H1- and H2-receptor agonists>, Category: thiazole, the main research area is histamine analog receptor agonist.

Histamine [51-45-6] H1- and H2-receptor agonist activities of 10 histamine derivatives and analogs were determined and related to chem. structure and tautomeric form. Nontautomeric 2-(2-aminoethyl)thiazole-2HCl (I-2HCl) [56933-57-4] and 2-(2-aminoethyl)pyridine-2HCl (II-2HCl) [3343-39-3] are highly selective H1-receptor agonists (H1:H2 ∼90:1 and 30:1, resp.), while 4-methylhistamine-2HCl [36376-47-3] is a selective H2-receptor agonist.

Journal of Medicinal Chemistry published new progress about Receptors Role: BIOL (Biological Study). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Category: thiazole.

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