Category: 480424-49-5

Discovery of Novel, Potent Inhibitors of Hydroxy Acid Oxidase 1 (HAO1) Using DNA-Encoded Chemical Library Screening was written by Lee, Esther C. Y.;McRiner, Andrew J.;Georgiadis, Katy E.;Liu, Julie;Wang, Zooey;Ferguson, Andrew D.;Levin, Benjamin;von Rechenberg, Moritz;Hupp, Christopher D.;Monteiro, Michael I.;Keefe, Anthony D.;Olszewski, Allison;Eyermann, Charles J.;Centrella, Paolo;Liu, Yanbin;Arora, Shilpi;Cuozzo, John W.;Zhang, Ying;Clark, Matthew A.;Huguet, Christelle;Kohlmann, Anna. And the article was included in Journal of Medicinal Chemistry in 2021.Category: ethers-buliding-blocks This article mentions the following:

Inhibition of hydroxy acid oxidase 1 (HAO1) is a strategy to mitigate the accumulation of toxic oxalate that results from reduced activity of alanine-glyoxylate aminotransferase (AGXT) in primary hyperoxaluria 1 (PH1) patients. DNA-Encoded Chem. Library (DECL) screening provided two novel chem. series of potent HAO1 inhibitors, represented by compounds 3-6. Compound I was further optimized via various structure-activity relationship (SAR) exploration methods to II, a compound with improved potency and absorption, distribution, metabolism, and excretion (ADME)/pharmacokinetic (PK) properties. Since carboxylic acid-containing compounds are often poorly permeable and have potential active glucuronide metabolites, we undertook a brief, initial exploration of acid replacements with the aim of identifying non-acid-containing HAO1 inhibitors. Structure-based drug design initiated with Compound I led to the identification of a nonacid inhibitor of HAO1, III, which has weaker potency and increased permeability. In the experiment, the researchers used many compounds, for example, 3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5Category: ethers-buliding-blocks).

3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5) 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闂佺偨鍎茶ぐ濠囨煃閵夛箑鐤?linkages. In dimethyl ether, the bond angle is 111闁?and C闂佺偨鍎茶ぐ?distances are 141 pm. The barrier to rotation about the C闂佺偨鍎茶ぐ?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.Category: ethers-buliding-blocks

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

Facile Synthesis and Antioxidant Evaluation of 4-Arylmethylideneisoxazol-5(4H)-ones was written by Laroum, Rima;Boulcina, Raouf;Bensouici, Chawki;Debache, Abdelmadjid. And the article was included in Organic Preparations and Procedures International in 2019.Electric Literature of C8H9BO4 This article mentions the following:

The authors report synthesis of 4-arylmethylideneisoxazol-5(4H)-ones by the reaction among aromatic aldehydes, Et acetoacetate and hydroxylamine hydrochloride catalyzed by K₂CO₃. In the experiment, the researchers used many compounds, for example, 3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5Electric Literature of C8H9BO4).

3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Electric Literature of C8H9BO4

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

Potently inhibiting cancer cell migration with novel 3H-pyrazolo[4,3-f]quinoline boronic acid ROCK inhibitors was written by Dayal, Neetu;Mikek, Clinton G.;Hernandez, Delmis;Naclerio, George A.;Yin Chu, Elizabeth Fei;Carter-Cooper, Brandon A.;Lapidus, Rena G.;Sintim, Herman O.. And the article was included in European Journal of Medicinal Chemistry in 2019.Formula: C8H9BO4 This article mentions the following:

Rho-associated protein kinases (ROCKs) are ubiquitously expressed in most adult tissues, and are involved in modulating the cytoskeleton, protein synthesis and degradation pathways, synaptic function, and autophagy to list a few. A few ROCK inhibitors, such as fasudil and netarsudil, are approved for clin. use. Here we present a new ROCK inhibitor, boronic acid containing HSD1590, which is more potent than netarsudil at binding to or inhibiting ROCK enzymic activities. This compound exhibits single digit nanomolar binding to ROCK (Kds < 2 nM) and sub-nanomolar enzymic inhibition profile (ROCK2 IC50 is 0.5 nM for HSD1590; Netarsudil, an FDA-approved drug, inhibited ROCK2 with IC50 = 11 nM under similar conditions). Whereas netarsudil was cytotoxic to breast cancer cell line, MDA-MB-231 (greater than 80% growth inhibition at concentrations greater than 5 μM), HSD1590 displayed low cytotoxicity to MDA-MB-231. Interestingly, at 1 μM HSD1590 inhibited the migration of MDA-MB-231 whereas netarsudil did not. In the experiment, the researchers used many compounds, for example, 3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5Formula: C8H9BO4).

3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5) belongs to ethers. 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. 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: C8H9BO4

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

Discovery of Novel, Potent Inhibitors of Hydroxy Acid Oxidase 1 (HAO1) Using DNA-Encoded Chemical Library Screening was written by Lee, Esther C. Y.;McRiner, Andrew J.;Georgiadis, Katy E.;Liu, Julie;Wang, Zooey;Ferguson, Andrew D.;Levin, Benjamin;von Rechenberg, Moritz;Hupp, Christopher D.;Monteiro, Michael I.;Keefe, Anthony D.;Olszewski, Allison;Eyermann, Charles J.;Centrella, Paolo;Liu, Yanbin;Arora, Shilpi;Cuozzo, John W.;Zhang, Ying;Clark, Matthew A.;Huguet, Christelle;Kohlmann, Anna. And the article was included in Journal of Medicinal Chemistry in 2021.Category: ethers-buliding-blocks This article mentions the following:

Inhibition of hydroxy acid oxidase 1 (HAO1) is a strategy to mitigate the accumulation of toxic oxalate that results from reduced activity of alanine-glyoxylate aminotransferase (AGXT) in primary hyperoxaluria 1 (PH1) patients. DNA-Encoded Chem. Library (DECL) screening provided two novel chem. series of potent HAO1 inhibitors, represented by compounds 3-6. Compound I was further optimized via various structure-activity relationship (SAR) exploration methods to II, a compound with improved potency and absorption, distribution, metabolism, and excretion (ADME)/pharmacokinetic (PK) properties. Since carboxylic acid-containing compounds are often poorly permeable and have potential active glucuronide metabolites, we undertook a brief, initial exploration of acid replacements with the aim of identifying non-acid-containing HAO1 inhibitors. Structure-based drug design initiated with Compound I led to the identification of a nonacid inhibitor of HAO1, III, which has weaker potency and increased permeability. In the experiment, the researchers used many compounds, for example, 3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5Category: ethers-buliding-blocks).

3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5) 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–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O 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.Category: ethers-buliding-blocks

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

Total Synthesis of a Noricumazole A Library and Evaluation of HCV Inhibition was written by Barbier, Jenny;Wegner, Jens;Benson, Stefan;Gentzsch, Juliane;Pietschmann, Thomas;Kirschning, Andreas. And the article was included in Chemistry – A European Journal in 2012.Computed Properties of C8H9BO4 This article mentions the following:

The total synthesis of 16 new ion channel inhibitors derived from noricumazole A I (X = O), a secondary metabolite from the myxobacterium Sorangium cellulosum, is reported. Particular focus of library design is put on stereochem. permutations in the central region (C9 and C11), the oxazole moiety and the side chain at C4 of the isochromanone moiety. Noricumazole A and all new noricumazole derivatives were tested in an assay system to determine the inhibitory effect on the hepatitis C virus (HCV) life cycle. Most of the compounds are moderate to strong HCV inhibitors (350 nM-6 nM), but also exert pronounced cytotoxicity. In contrast, the thiazole analog of noricumazole A, I (X = S), is a strong HCV inhibitor with only moderate cytotoxic property. It may become a lead structure with a good therapeutic index (CC₅₀/IC₅₀) of greater than 10. In the experiment, the researchers used many compounds, for example, 3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5Computed Properties of C8H9BO4).

3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5) belongs to ethers. 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. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Computed Properties of C8H9BO4

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