Button, Richard G.’s team published research in Journal of the Chemical Society, Perkin Transactions 11: Physical Organic Chemistry in 1973 | CAS: 16441-28-4

Journal of the Chemical Society, Perkin Transactions 11: Physical Organic Chemistry published new progress about Decarboxylation. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Product Details of C11H9NO2S.

Button, Richard G. published the artcileDecarboxylation of heterocyclic acetic acids. II. Direct and indirect evidence for the zwitterionic mechanism, Product Details of C11H9NO2S, the main research area is pyridylacetate decarboxylation; heterocyclic acetate decarboxylation; tautomerism decarboxylation heterocycle; zwitterion decarboxylation heterocycle.

Microscopic and model pKa values were determined for 2- and 4-pyridylacetic acids in aqueous 2-propanol, and used to determine microscopic pKa values as a function of solvent composition Calculation of the mode fractions of zwitterionic and neutral forms allowed the decarboxylation rates to be reexpressed in terms of these species as kZ, and kN, resp. Correlation of kZ, but not kN, with solvent composition showed that decarboxylation is via the zwitterion. Similar calculations, with allowance for tautomerism, showed that 8 other heterocyclic acetic acids decarboxylate by the same mechanism. β-Keto acids may also decarboxylate via a zwitterion.

Journal of the Chemical Society, Perkin Transactions 11: Physical Organic Chemistry published new progress about Decarboxylation. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Product Details of C11H9NO2S.

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

Lvov, Andrey G.’s team published research in Organic & Biomolecular Chemistry in 2019 | CAS: 16441-28-4

Organic & Biomolecular Chemistry published new progress about Benzannulation. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Application In Synthesis of 16441-28-4.

Lvov, Andrey G. published the artcilePhotorearrangement of dihetarylethenes as a tool for the benzannulation of heterocycles, Application In Synthesis of 16441-28-4, the main research area is bromo heteroarylethanone heteroaryl acetic acid cyclocondensation reaction; diheteroaryl furanone preparation tandem benzannulation photorearrangement; heteroaryl fused benzofuranone preparation crystal structure.

A general strategy for the preparative benzannulation of aromatic heterocycles via photocyclization of 1,2-dihetarylethenes was proposed for the first time. The strategy included two steps namely, modular assembly of dihetarylethenes from widely available 3-hetarylacetic acids and 2-bromo-1-hetarylethanones and subsequent preparative photorearrangement (using a UV lamp at 365 nm as the light source). This approach was efficient for the annulation of a wide range of heterocycles and provided C-, N-, O- or S-substituents in the benzoheterocycles obtained. The photochem. step was a metal-, acid- and oxidant-free reaction, which required non-inert conditions and easily monitored by NMR spectroscopy. Applicability of the proposed strategy was tested in the synthesis of a wide range of substituted carbazoles and benzo[b]thiophenes as well as on a gram-scale benzannulation of 3-indoleacetic acid. This study disclosed how to overcome two notable obstacles to the successful photorearrangement of dihetarylethenes: undesired reactions associated with photogenerated singlet oxygen and the instability of desired products. The first problem was successfully solved by the addition of DABCO, while development of an in-situ alkylation protocol to trap unstable photoproducts allowed us to overcome the second issue.

Organic & Biomolecular Chemistry published new progress about Benzannulation. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Application In Synthesis of 16441-28-4.

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

De, Surya K.’s team published research in Bioorganic & Medicinal Chemistry in 2011-04-15 | CAS: 16441-28-4

Bioorganic & Medicinal Chemistry published new progress about Enzyme inhibitors. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Product Details of C11H9NO2S.

De, Surya K. published the artcileDesign, synthesis, and structure-activity relationship studies of thiophene-3-carboxamide derivatives as dual inhibitors of the c-Jun N-terminal kinase, Product Details of C11H9NO2S, the main research area is preparation structure thiophene carboxamide derivative dual inhibitor JNK kinase; thiophene carboxamide derivative dual ATP JIP inhibitor JNK kinase.

We report comprehensive structure-activity relationship studies on a novel series of c-Jun N-terminal kinase (JNK) inhibitors. Intriguingly, the compounds have a dual inhibitory activity by functioning as both ATP and JIP mimetics, possibly by binding to both the ATP binding site and to the docking site of the kinase. Several of such novel compounds display potent JNK inhibitory profiles both in vitro and in cell.

Bioorganic & Medicinal Chemistry published new progress about Enzyme inhibitors. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Product Details of C11H9NO2S.

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

Breckenridge, Robin J.’s team published research in Journal of Neurochemistry in 1981-10-31 | CAS: 16441-28-4

Journal of Neurochemistry published new progress about GABA receptors Role: BIOL (Biological Study). 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Recommanded Product: 2-(2-Phenylthiazol-4-yl)acetic acid.

Breckenridge, Robin J. published the artcileInhibition of [3H]GABA binding to postsynaptic receptors in human cerebellar synaptic membranes by carboxyl and amino derivatives of GABA, Recommanded Product: 2-(2-Phenylthiazol-4-yl)acetic acid, the main research area is GABA receptor structure activity.

Fifty synthetic analogs of GABA [56-12-2] were tested for their ability to interact with GABA receptors, using [3H]GABA binding to human cerebellar membranes as an in vitro model. The most active compounds were aliphatic and heterocyclic aminosulfonic acids. Compounds with highly substituted n atoms were only weakly active unless a long alkyl chain, which can interact with the postsynaptic membrane, was present. A pyramidal N atom is favored for binding of GABA analogs to human cerebellar membranes.

Journal of Neurochemistry published new progress about GABA receptors Role: BIOL (Biological Study). 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Recommanded Product: 2-(2-Phenylthiazol-4-yl)acetic acid.

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

Robichaud, Joeel’s team published research in Journal of Medicinal Chemistry in 2003-08-14 | CAS: 16441-28-4

Journal of Medicinal Chemistry published new progress about Bone resorption inhibitors. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Name: 2-(2-Phenylthiazol-4-yl)acetic acid.

Robichaud, Joeel published the artcileA Novel Class of Nonpeptidic Biaryl Inhibitors of Human Cathepsin K, Name: 2-(2-Phenylthiazol-4-yl)acetic acid, the main research area is nonpeptidic biaryl compound preparation cathepsin K inhibitor.

A novel series of nonpeptidic biaryl compounds was identified as potent and reversible inhibitors of cathepsin K. The P2-P3 amide bond of a known amino acetonitrile dipeptide was replaced with a Ph ring, thereby giving rise to this biaryl series that retained potency vs. cathepsin K and showed an improved selectivity profile against other cathepsins. Structural modification within this series resulted in the identification of compound (R)-2, a potent human cathepsin K inhibitor (IC50 = 3 nM) that is selective vs. cathepsins B (IC50 = 3950 nM), L (IC50 = 3725 nM), and S (IC50 = 2010 nM). In an in vitro assay involving rabbit osteoclasts and bovine bone, compound (R)-2 inhibited bone resorption with an IC50 of 95 nM. It was shown that, unlike some peptidic nitrile inhibitors of cysteine proteases, the nitrile moiety of (R)-2 is not converted to the corresponding amide 3 by cathepsin K. This indicates that this class of nonpeptidic nitrile inhibitors is unlikely to be hydrolyzed by cysteine proteases. Furthermore, the inhibition of cathepsin K by compound (R)-2 was shown to be fully reversible and not observably time-dependent. To demonstrate the efficacy of compound (R)-2 in vivo, it was administered to ovariectomized (OVX) rhesus monkeys at 20 mg/kg, p.o. once daily for 8 days, and a urinary marker of bone turnover, N-telopeptide of type I collagen (uNTx), was measured. During the eight-day dosing period, the mean reduction by compound (R)-2 in uNTx was 80%. This demonstrates that inhibition of cathepsin K leads to an inhibition of this bone resorption marker in OVX rhesus monkeys and strongly suggests that inhibition of cathepsin K is a viable therapeutic approach for the treatment of osteoporosis.

Journal of Medicinal Chemistry published new progress about Bone resorption inhibitors. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Name: 2-(2-Phenylthiazol-4-yl)acetic acid.

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

Lvov, Andrey G.’s team published research in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 2018-10-05 | CAS: 16441-28-4

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Density functional theory. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Category: thiazole.

Lvov, Andrey G. published the artcileSpectral properties and structure of unsymmetrical diarylethenes based on thiazole ring with hydrogen at the reactive carbon, Category: thiazole, the main research area is thiazole diarylethene preparation fluorescence DFT; Conformation; Diarylethene; Fluorescence; Photocyclization; Photoreaction; Reaction intermediate; Thermal stability.

Six new photoactive unsym. diarylethenes bearing thiazole ring with hydrogen at the reactive carbon atom were synthesized. Their structures were studied by DFT calculations and x-ray crystallog. All compounds undergo irreversible photochem. transformations under irradiation with UV light, proceeding through the photocyclization stage. Only some normal (thiophene, imidazole and pyrazole derivatives) and inverse type (oxazole derivative) diarylethenes form colored photoinduced isomers under UV. In polar acetonitrile these intermediates show relatively fast irreversible thermal reaction, while in nonpolar toluene slow cycloreversion to initial diarylethenes is the predominant process of these species.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Density functional theory. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Category: thiazole.

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

Sharma, Swagat’s team published research in Bioorganic & Medicinal Chemistry Letters in 2019-03-15 | CAS: 16441-28-4

Bioorganic & Medicinal Chemistry Letters published new progress about Drug discovery. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Product Details of C11H9NO2S.

Sharma, Swagat published the artcileDiscovery, synthesis and characterization of a series of (1-alkyl-3-methyl-1H-pyrazol-5-yl)-2-(5-aryl-2H-tetrazol-2-yl)acetamides as novel GIRK1/2 potassium channel activators, Product Details of C11H9NO2S, the main research area is pyrazolyl arylazolyl acetamide preparation GIRK channel activator SAR; Activator; G protein-regulated inwardly-rectifying potassium channel; GIRK; Tetrazole.

The study described the discovery and characterization of a series of 5-aryl-2H-tetrazol-3-yl acetamides as G protein-gated inwardly-rectifying potassium (GIRK) channels activators. Working from an initial hit discovered during a high-throughput screening campaign, a tetrazole scaffold was identified that shifts away from the previously reported urea-based scaffolds while remaining effective GIRK1/2 channel activators. In addition, the compounds were evaluated in Tier 1 DMPK assays and identified a (3-methyl-1H-pyrazol-1-yl)tetrahydrothiophene-1,1-dioxide head group that imparts interesting and unexpected microsomal stability compared to previously-reported pyrazole head groups.

Bioorganic & Medicinal Chemistry Letters published new progress about Drug discovery. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Product Details of C11H9NO2S.

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