Category: 156635-90-4

Development of MAP4 Kinase Inhibitors as Motor Neuron-Protecting Agents was written by Bos, Pieter H.;Lowry, Emily R.;Costa, Jonathon;Thams, Sebastian;Garcia-Diaz, Alejandro;Zask, Arie;Wichterle, Hynek;Stockwell, Brent R.. And the article was included in Cell Chemical Biology in 2019.Safety of (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid This article mentions the following:

Disease-causing mutations in many neurodegenerative disorders lead to proteinopathies that trigger endoplasmic reticulum (ER) stress. However, few therapeutic options exist for patients with these diseases. Using an in vitro screening platform to identify compounds that protect human motor neurons from ER stress-mediated degeneration, we discovered that compounds targeting the mitogen-activated protein kinase kinase kinase kinase (MAP4K) family are neuroprotective. The kinase inhibitor URMC-099 (compound 1) stood out as a promising lead compound for further optimization. We coupled structure-based compound design with functional activity testing in neurons subjected to ER stress to develop a series of analogs with improved MAP4K inhibition and concomitant increases in potency and efficacy. Further structural modifications were performed to enhance the pharmacokinetic profiles of the compound 1 derivatives Prostetin/12k emerged as an exceptionally potent, metabolically stable, and blood-brain barrier-penetrant compound that is well suited for future testing in animal models of neurodegeneration. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Safety of (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Safety of (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Copper(I)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling was written by Chen, Yiding;Willis, Michael C.. And the article was included in Chemical Science in 2017.Category: ethers-buliding-blocks This article mentions the following:

By using a simple copper(I) catalyst a high yielding sulfonylative-Suzuki-Miyaura cross-coupling reaction was developed. The process provided a single step route to diaryl sulfones from the direct combination of arylboronic acids, sulfur dioxide and aryl iodides, and represents the first sulfonylative variant of a classic cross-coupling reaction. Sulfur dioxide was delivered from the surrogate reagent, DABSO. Variation of the reaction conditions allowed interruption of the sulfonylative-Suzuki coupling, resulted in the formation of a presumed Cu-sulfinate intermediate. These sulfinates was trapped as their sodium salts and treated with electrophiles to allow access to arylalkyl sulfones, 閻?hydroxyl sulfones, sulfonamides and sulfonyl fluorides. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Category: ethers-buliding-blocks).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reusable Pd-PolyHIPE for Suzuki-Miyaura Coupling was written by Ravbar, Miha;Koler, Amadeja;Paljevac, Muzafera;Krajnc, Peter;Kolar, Mitja;Iskra, Jernej. And the article was included in ACS Omega in 2022.COA of Formula: C14H15BO4 This article mentions the following:

Palladium was immobilized on a highly porous copolymer of 4-vinylpyridine and divinylbenzene (polyHIPE-poly(high internal phase emulsion)) using palladium(II) acetate to obtain PolyPy-Pd with 6.1 wt % or 0.57 mmol Pd/g. The immobilized catalyst was able to catalyze the coupling of iodobenzene and phenylboronic acid in ethylene glycol monomethyl ether/water (3:1) within 4 h at rt and complete conversion was observed when 2.5 mol % of Pd per PhI was used. The reaction tolerated a wide range of substituents on the aromatic ring. Iodobenzene derivatives with electron-withdrawing substituents showed higher reactivity, while the opposite was true for the phenylboronic acid series. The polyHIPE-supported Pd catalyst was also used for the direct conversion of phenylboronic acid to biphenyl through an iodination/coupling reaction sequence. The recyclability of the heterogeneous catalyst was also optimized, and by finding a suitable combination of solvents for the loading of Pd, the reaction, and the isolation of the product, the solid-supported catalyst was completely regenerated and used in the next reaction with the same activity. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4COA of Formula: C14H15BO4).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.COA of Formula: C14H15BO4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Palladium catalyzed migratory heck coupling of arteannuin B and boronic acids: An approach towards the synthesis of antiproliferative agents in breast and lung cancer cells was written by Rasool, Javeed Ur;Mir, Khalid Bashir;Shaikh, Majeed;Bhat, Aabid H.;Nalli, Yedukondalu;Khalid, Anam;Ahmad, Syed Mudabir;Goswami, Anindya;Ali, Asif. And the article was included in Bioorganic Chemistry in 2022.Formula: C14H15BO4 This article mentions the following:

We have recently highlighting the role of spiroisoxazoline arteannuin B derivatives in mediating proinflammatory cytokines like IL-6, TNf浼?and NO in vitro. In the present study, a series of new 灏?arylated arteannuin B analogs were synthesized through coupling with arylboroic acids and evaluated for their in vitro cytotoxic activity in a panel of six cancer cell lines. The binding efficiency was verified by docking of the original ligand within the active site of ATPase domain of GRP78 (PDB ID: 3LDL) at a resolution of 2.30 鑴?with the score energy of -8.07 kcal/mol. Among the new compounds 4-trifloromethane 灏?Ph arteannuin B, 4-Chloro 灏?Ph arteannuin B, 4-Et 灏?Ph arteannuin B, 4-Fluoro 灏?Ph arteannuin B, 3-Bromo-5-fluoro 灏?Ph arteannuin B and 4-OBn p-methoxy 灏?Ph arteannuin B displayed potent cytotoxic potential with an IC₅₀ from 2 to 18娓璏 and compound 4-Fluoro 灏?Ph arteannuin B was proven to be the most potent cytotoxic and anti-proliferative compound of all the six distinct cell lines. Compound 4-Fluoro 灏?Ph arteannuin B exhibited promising apoptosis inducing potential in breast cancer cells and stalled their wound healing properties and was effective in blocking the migration of cancer cells. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Formula: C14H15BO4).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Formula: C14H15BO4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Biological evaluation of pyridone alkaloids on the endocannabinoid system was written by Chicca, Andrea;Berg, Regina;Jessen, Henning J.;Marck, Nicolas;Schmid, Fabian;Burch, Patrick;Gertsch, Jurg;Gademann, Karl. And the article was included in Bioorganic & Medicinal Chemistry in 2017.Formula: C14H15BO4 This article mentions the following:

Naturally occurring pyridone alkaloids as well as synthetic derivatives were previously shown to induce neurite outgrowth. However, the mol. basis for this biol. effect remains poorly understood. In this work, the authors have prepared new pyridones, and tested the effect of thirteen 4-hydroxy-2-pyridone derivatives on the components of the endocannabinoid system. Investigation of binding affinities towards CB₁ and CB₂ receptors led to the identification of a compound binding selectively to CB₁鑱?strong>I. Compound I and a closely related derivative also inhibited anandamide (AEA) hydrolysis by fatty acid amide hydrolase. Interestingly, none of the compounds tested showed any effect on 2-AG hydrolysis by monoacylglycerol lipase at 10 娓璏. Assessment of AEA uptake did, however, lead to the identification of four inhibitors with IC₅₀ values in the submicromolar range and high selectivity over the other components of the endocannabinoid system. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Formula: C14H15BO4).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers feature bent C閳ユ彊閳ユ弲 linkages. In dimethyl ether, the bond angle is 111鎺?and C閳ユ彊 distances are 141 pm. The barrier to rotation about the C閳ユ彊 bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Formula: C14H15BO4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

A Unified Approach for the Stereoselective Total Synthesis of Pyridone Alkaloids and Their Neuritogenic Activity was written by Jessen, Henning Jacob;Schumacher, Andreas;Shaw, Travis;Pfaltz, Andreas;Gademann, Karl. And the article was included in Angewandte Chemie, International Edition in 2011.Computed Properties of C14H15BO4 This article mentions the following:

The stereoselective total syntheses of the pyridone alkaloids pretenellin B (I), farinosone A (II), militarinone D (III), and the unknown precursor prebassianin B (IV), as well as their resp. enantiomers have been reported. These pyridone polyenes display general neuritogenic activity in the PC-12 cell model. In addition, the previously unknown absolute configuration of the natural products was assigned. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Computed Properties of C14H15BO4).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Computed Properties of C14H15BO4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthesis of analogs of the Gwt1 inhibitor manogepix (APX001A) and in vitro evaluation against Cryptococcus spp was written by Trzoss, Michael;Covel, Jonathan A.;Kapoor, Mili;Moloney, Molly K.;Soltow, Quinlyn A.;Webb, Peter J.;Shaw, Karen Joy. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2019.Formula: C14H15BO4 This article mentions the following:

Fosmanogepix (APX001) is a first-in-class prodrug mol. that is currently in Phase 2 clin. trials for invasive fungal infections. The active moiety manogepix (APX001A) inhibits the novel fungal protein Gwt1. Gwt1 catalyzes an early step in the GPI anchor biosynthesis pathway. Here we describe the synthesis and evaluation of 292 new and 24 previously described analogs that were synthesized using a series of advanced intermediates to allow for rapid analoging. Several compounds demonstrated significantly (8- to 32-fold) improved antifungal activity against both Cryptococcus neoformans and C. gattii as compared to manogepix. Further in vitro characterization identified three analogs with a similar preliminary safety and in vitro profile to manogepix and superior activity against Cryptococcus spp. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Formula: C14H15BO4).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Formula: C14H15BO4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Development of MAP4 Kinase Inhibitors as Motor Neuron-Protecting Agents was written by Bos, Pieter H.;Lowry, Emily R.;Costa, Jonathon;Thams, Sebastian;Garcia-Diaz, Alejandro;Zask, Arie;Wichterle, Hynek;Stockwell, Brent R.. And the article was included in Cell Chemical Biology in 2019.Safety of (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid This article mentions the following:

Disease-causing mutations in many neurodegenerative disorders lead to proteinopathies that trigger endoplasmic reticulum (ER) stress. However, few therapeutic options exist for patients with these diseases. Using an in vitro screening platform to identify compounds that protect human motor neurons from ER stress-mediated degeneration, we discovered that compounds targeting the mitogen-activated protein kinase kinase kinase kinase (MAP4K) family are neuroprotective. The kinase inhibitor URMC-099 (compound 1) stood out as a promising lead compound for further optimization. We coupled structure-based compound design with functional activity testing in neurons subjected to ER stress to develop a series of analogs with improved MAP4K inhibition and concomitant increases in potency and efficacy. Further structural modifications were performed to enhance the pharmacokinetic profiles of the compound 1 derivatives Prostetin/12k emerged as an exceptionally potent, metabolically stable, and blood-brain barrier-penetrant compound that is well suited for future testing in animal models of neurodegeneration. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Safety of (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Safety of (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Copper(I)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling was written by Chen, Yiding;Willis, Michael C.. And the article was included in Chemical Science in 2017.Category: ethers-buliding-blocks This article mentions the following:

By using a simple copper(I) catalyst a high yielding sulfonylative-Suzuki-Miyaura cross-coupling reaction was developed. The process provided a single step route to diaryl sulfones from the direct combination of arylboronic acids, sulfur dioxide and aryl iodides, and represents the first sulfonylative variant of a classic cross-coupling reaction. Sulfur dioxide was delivered from the surrogate reagent, DABSO. Variation of the reaction conditions allowed interruption of the sulfonylative-Suzuki coupling, resulted in the formation of a presumed Cu-sulfinate intermediate. These sulfinates was trapped as their sodium salts and treated with electrophiles to allow access to arylalkyl sulfones, β-hydroxyl sulfones, sulfonamides and sulfonyl fluorides. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Category: ethers-buliding-blocks).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem