Month: December 2022

Kumar, Rohitesh published the artcileDesign and Synthesis of a Screening Library Using the Natural Product Scaffold 3-Chloro-4-hydroxyphenylacetic Acid, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid, the publication is Journal of Natural Products (2015), 78(4), 914-918, database is CAplus and MEDLINE.

The fungal metabolite 3-chloro-4-hydroxyphenylacetic acid (I) was utilized in the generation of a unique drug-like screening library using parallel solution-phase synthesis. A 20-membered amide library, II (R = CH₂CH₂CHMe₂, morpholinoethyl, CH₂CH₂NMe₂, etc.), III (R¹, R² = H, F, R³ = H, Br, Cl, F), and IV, was generated by first converting I to Me (3-chloro-4-hydroxyphenyl)acetate, then reacting this scaffold with a diverse series of primary amines via a solvent-free aminolysis procedure. The structures of the synthetic analogs II, III, and IV were elucidated by spectroscopic data anal. The structures of compounds III (R¹ = F, R² = R³ = H), IV (R¹ = R² = H, R³ = F), and the hydrate of II (R = CH₂CH₂NMe₂) were confirmed by single X-ray crystallog. anal. All compounds were evaluated for cytotoxicity against a human prostate cancer cell line (LNCaP) and for antiparasitic activity toward Trypanosoma brucei brucei and Plasmodium falciparum and showed no significant activity at 10 μM. The library was also tested for effects on the lipid content of LNCaP and PC-3 prostate cancer cells, and it was demonstrated that the fluorobenzyl analogs IV (R¹ = R² = H, R³ = F; R¹ = R³ = H, R² = F; R¹ = F, R² = R³ = H) significantly reduced cellular phospholipid and neutral lipid levels.

Journal of Natural Products published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Onopchenko, Anatoli published the artcileTetraalkylsilanes via hydrosilylation of 1-alkenes, Recommanded Product: Dichloro(methyl)(octyl)silane, the publication is Journal of Chemical and Engineering Data (1988), 33(1), 64-6, database is CAplus.

Tetraalkylsilanes with 1 short and 3 long alkyl groups were prepared via a 2-step hydrosilylation procedure, which appears more suited for com. production than the Grignard or alkyllithium routes used previously. The viscosities of 2-component blends were treated by the ASTM D-341 procedure. The thermal stabilities of some silahydrocarbons and model paraffins, measured by the loss of their 40° viscosity, were determined at 371°.

Journal of Chemical and Engineering Data published new progress about 14799-93-0. 14799-93-0 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(methyl)(octyl)silane, and the molecular formula is C9H20Cl2Si, Recommanded Product: Dichloro(methyl)(octyl)silane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Jellen, Emily E. published the artcileProbing the stability and structure of metalloporphyrin complexes with basic peptides by mass spectrometry, Quality Control of 6249-56-5, the publication is European Journal of Mass Spectrometry (2005), 11(1), 65-72, database is CAplus and MEDLINE.

The stability and structure of noncovalent complexes of various peptides containing basic amino acid residues (Arg, Lys) with metalloporphyrins were studied in a quadrupole ion trap mass spectrometer. The complexes of heme and three other metalloporphyrins with a variety of basic peptides and model systems were formed via electrospray ionization (ESI) and their stability was probed by energy-variable collision-induced dissociation (CID). A linear dependence for basic peptides and model compounds/metalloporphyrin complexes was observed in the plots of stability vs. degrees of freedom and was used to evaluate relative bond strength. These results were then compared with previous data obtained for complexes of metalloporphyrins with His-containing peptides and peptides containing no basic amino acids. The binding strengths of Lys-containing peptide complexes in the gas phase is almost as strong as that of Arg-containing complexes. Both systems showed stronger binding than His-containing peptides studied previously. To probe the structure of Arg and Lys noncovalent complexes (charge solvation vs. salt bridges), two techniques, CID and ion-mol. reactions, were used. CID experiments indicate that the gas-phase complexes are most likely formed by charge solvation of the central metal ion in the metalloporphyrin by basic side chains of Arg or Lys. Results from the ion-mol. reaction studies are consistent with the charge solvation structure as well.

European Journal of Mass Spectrometry published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Quality Control of 6249-56-5.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Yuan, Tengrui published the artcileStereoselective gold(I)-catalyzed vinylcyclopropanation via generation of sulfur-substituted vinyl carbene equivalent, HPLC of Formula: 1263414-46-5, the publication is Angewandte Chemie, International Edition (2021), 60(8), 4070-4074, database is CAplus and MEDLINE.

A stereoselective gold(I)-catalyzed vinylcyclopropanation of alkenes has been developed. A gold-coordinated cationic vinyl carbene species, readily generated via a rearrangement of the ethylenedithioacetal of propargyl aldehyde, reacts with a wide range of alkenes to afford thio-substituted vinylcyclopropanes. The gold-catalyzed vinyl cyclopropanation proceeds under mild conditions at room temperature and is generally selective for the formation of cis-substituted cyclopropanes. The reaction allows the formal introduction of a “naked” vinyl carbene, by subsequent chemoselective hydrodesulfuration of the ethylenedithio-bridge. The synthetic utility of the new method is demonstrated by a short, racemic formal synthesis of the alkaloid cephalotaxin, hinging on a key vinyl cyclopropane-cyclopentene rearrangement.

Angewandte Chemie, International Edition published new progress about 1263414-46-5. 1263414-46-5 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Alkenyl,Benzene, name is 4-Chloro-3-fluorostyrene, and the molecular formula is C19H34ClN, HPLC of Formula: 1263414-46-5.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Rooney, John published the artcileA Gene Expression Biomarker Identifies Chemical Modulators of Estrogen Receptor α in an MCF-7 Microarray Compendium, Related Products of chlorides-buliding-blocks, the publication is Chemical Research in Toxicology (2021), 34(2), 313-329, database is CAplus and MEDLINE.

Identification of chems. that affect hormone-regulated systems will help to predict endocrine disruption. In our previous study, a 46 gene biomarker was found to be an accurate predictor of estrogen receptor (ER) α modulation in chem. treated MCF-7 cells. Here, potential ERα modulators were identified using the biomarker by screening a microarray compendium consisting of ∼1600 gene expression comparisons representing exposure to ∼1200 chems. A total of ∼170 chems. were identified as potential ERα modulators. In the Connectivity Map 2.0 collection, 75 and 39 chems. were predicted to activate or suppress ERα, and they included 12 and 6 known ERα agonists and antagonists/selective ERα modulators, resp. Nineteen and 8 of the total number were also identified as active in an ERα trans-activation assay carried out in a MCF-7-derived cell line used to screen the Tox21 10K chem. library in agonist or antagonist modes, resp. Chems. predicted to modulate ERα in MCF-7 cells were examined further using global and targeted gene expression in wild-type and ERα-null cells, trans-activation assays, and cell-free ERα coregulator interaction assays. Environmental chems. classified as weak and very weak agonists were confirmed to activate ERα including apigenin, kaempferol, and oxybenzone. Novel activators included digoxin, nabumetone, ivermectin, and six progestins. Novel suppressors included emetine, mifepristone, niclosamide, and proscillaridin. Our strategy will be useful to identify environmentally relevant ERα modulators in future high-throughput transcriptomic screens.

Chemical Research in Toxicology published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Epple, Robert published the artcile3,4,5-Trisubstituted isoxazoles as novel PPARδ agonists, Category: chlorides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2006), 16(16), 4376-4380, database is CAplus and MEDLINE.

The authors report the identification of a novel series of trisubstituted isoxazoles as PPAR activators from a high-throughput screen. A series of structural optimizations led to improved efficacy and excellent functional receptor selectivity for PPARδ. The isoxazoles represent a series of agonists which display a scaffold that lies outside the typical PPAR agonist motif.

Bioorganic & Medicinal Chemistry Letters published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Daengrot, Charuwan published the artcileEremophilane sesquiterpenes and diphenyl thioethers from the soil fungus Penicillium copticola PSU-RSPG138, Application of 3-Chloro-4-hydroxyphenylacetic acid, the publication is Journal of Natural Products (2015), 78(4), 615-622, database is CAplus and MEDLINE.

Four new compounds including two eremophilane sesquiterpenes, penicilleremophilanes A (1) and B (2), as well as two sulfur-containing biphenols, penicillithiophenols A (3) and B (4), were isolated from the soil fungus Penicillium copticola PSU-RSPG138 together with 16 known compounds Their structures were elucidated by spectroscopic methods. Known sporogen AO-1 exhibited significant antimalarial activity against Plasmodium falciparum with an IC₅₀ value of 1.53 μM and cytotoxic activity to noncancerous (Vero) cell lines with an IC₅₀ value of 4.23 μM. Although compound 1 was approx. half as active against P. falciparum with the IC₅₀ value of 3.45 μM, it showed much weaker cytotoxic activity.

Journal of Natural Products published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Application of 3-Chloro-4-hydroxyphenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Charier, Sandrine published the artcilepH sensors: An efficient fluorescent probe for ratiometric pH measurements in aqueous solutions, Safety of 2-Chloroisonicotinic acid, the publication is Angewandte Chemie, International Edition (2004), 43(36), 4785-4788, database is CAplus and MEDLINE.

Just a litmus paper changes from red to blue with an increase in pH, so the fluorescence emission of the oxazole derivative 1 shifts from green to blue. Ratiometric measurements of the fluorescence emissions of the two species, after one- or two-photon excitation, allow 1 to be employed as a pH sensor over the mid-pH range.

Angewandte Chemie, International Edition published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Safety of 2-Chloroisonicotinic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Charier, Sandrine published the artcilePhotophysics of a series of efficient fluorescent pH probes for dual-emission-wavelength measurements in aqueous solutions, Related Products of chlorides-buliding-blocks, the publication is Chemistry – A European Journal (2006), 12(4), 1097-1113, database is CAplus and MEDLINE.

This paper evaluates the 5-aryl-2-pyridyloxazole backbone to engineer donor-acceptor fluorescent pH probes after one- or two-photon absorption. Parent fluorophores, as well as derivatives that can be used to label biomols., can be easily obtained in good yields. These mols. exhibit a large one-photon absorption in the near-UV range, and a strong fluorescence emission that covers the whole visible domain. The 5-aryl-2-pyridyloxazole derivatives also possess significant cross sections for two-photon absorption. Upon pyridine protonation, large shifts were observed in the absorption spectra after one- and two-photon excitation, as well as in the emission spectra. This feature was used to measure the pK_a of the investigated compounds that range between 2 and 8. In most of the investigated derivatives, the pK_a increased upon light excitation and protonation exchanges took place during the lifetime of the excited state, as shown by phase-modulation fluorometry anal. Several 5-aryl-2-pyridyloxazole derivatives are suggested as efficient probes to reliably measure the pH of aqueous solutions by means of ratiometric methods that are dependent on fluorescence emission.

Chemistry – A European Journal published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Bodendiek, Silke B. published the artcileTriarylmethanes, a new class of Cx50 inhibitors, Category: chlorides-buliding-blocks, the publication is Frontiers in Pharmacology of Ion Channels and Channelopathies (2012), 3(June), 106, database is CAplus and MEDLINE.

The paucity of specific pharmacol. agents has been a major impediment for delineating the roles of gap junction (GJ) channels formed by connexin proteins in physiol. and pathophysiol. Here, we used the selective optimization of side activities (SOSA) approach, which has led to the design of high affinity inhibitors of other ion channels, to identify a specific inhibitor for channels formed by Cx50, a connexin subtype that is primarily expressed in the lens. We initially screened a library of common ion channel modulating pharmacophores for their inhibitory effects on Cx50 GJ channels and identified four new classes of compounds The triarlymethane (TRAM) clotrimazole was the most potent Cx50 inhibitor and we therefore used it as a template to explore the structure activity relationship (SAR) of the TRAMs for Cx50 inhibition. We describe the design of T122 (N-[(2-methoxyphenyl)diphenylmethyl]-1,3-thiazol-2-amine) and T136 (N-[(2-iodophenyl)diphenylmethyl]-1,3-thiazol-2-amine), which inhibit Cx50 with IC₅₀s of 1.2 and 2.4 μM. Both compounds exhibit at least 10-fold selectivity over other connexins as well as major neuronal and cardiac voltage-gated K⁺ and Na⁺ channels. The SAR studies also indicated that the TRAM pharmacophore required for connexin inhibition is significantly different from the pharmacophore required for blocking the calcium-activated KCa3.1 channel. Both T122 and T136 selectively inhibited Cx50 GJ channels in lens epithelial cells, suggesting that they could be used to further explore the role of Cx50 in the lens. In addition, our results indicate that a similar approach may be used to find specific inhibitors of other connexin subtypes.

Frontiers in Pharmacology of Ion Channels and Channelopathies published new progress about 42074-68-0. 42074-68-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 2-Chlorotrityl chloride, and the molecular formula is C19H14Cl2, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics