Category: ethers-buliding-blocks

Yu, Xiaochun published the artcilePalladium-Catalyzed N-Alkylation of Amides and Amines with Alcohols Employing the Aerobic Relay Race Methodology, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Chinese Journal of Chemistry (2012), 30(10), 2322-2332, database is CAplus.

Possibly because homogeneous palladium catalysts are not typically borrowing hydrogen catalysts and ligands are thus ineffective in catalyst activation under conventional anaerobic conditions, they had not been used in the N-alkylation reactions of amines/amides with alcs. in the past. By employing the aerobic relay race method with Pd-catalyzed aerobic alc. oxidation being a more effective protocol for alc. activation, ligand-free homogeneous palladium are successfully used as active catalysts in the dehydration N-alkylation reactions, giving high yields and selectivities of the alkylated amides and amines. Mechanistic studies implied that the reaction most probably proceeds by a novel relay race mechanism that was recently discovered and proposed.

Chinese Journal of Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C9H6BrNO, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Yao, Chuansheng published the artcileHDAC1/MAO-B dual inhibitors against Alzheimer’s disease: Design, synthesis and biological evaluation of N-propargylamine-hydroxamic acid/o-aminobenzamide hybrids, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is Bioorganic Chemistry (2022), 105724, database is CAplus and MEDLINE.

A series of N-propargylamine-hydroxamic acid/o-aminobenzamide hybrids inhibitors combining the typical pharmacophores of hydroxamic acid/o-aminobenzamide and propargylamine I [R = H, 2-Cl, 3-F, etc.] and II [R¹ = H, 2-CH₃, 4-F, etc.] were designed and synthesized as HDAC1/MAO-B dual inhibitors for the treatment of Alzheimer’s disease. Most of the hybrids displayed moderate to good MAO-B inhibitory activities. Among them, Hybrid I [R = 3-Cl] exhibited the most potent activity against MAO-B and HDAC1 (MAO-B, IC₅₀ = 99.0 nM; HDAC1, IC₅₀ = 21.4 nM) and excellent MAO selectively (MAO-A, IC₅₀ = 9923.0 nM; SI = 100.2). Moreover, compound I [R = 3-Cl] significantly reversed Aβ1-42-induced PC12 cell damage and decreased the production of intracellular ROS, exhibiting favorable antioxidant activity. More importantly, hybrid If instantly penetrated the BBB and accumulated in brain tissue as well as markedly ameliorated cognitive dysfunction in a Morris water maze ICR mice model. In summary, HDAC1/MAO-B dual inhibitor I [R = 3-Cl] was a promising potential agent for the therapy of Alzheimer’s disease.

Bioorganic Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C9H5FO2, Recommanded Product: (2-Methoxyphenyl)methanamine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Nicolaou, K. C. published the artcileTotal Synthesis and Biological Evaluation of Monorhizopodin and 16-epi-Monorhizopodin, Safety of (+)-B-Methoxydiisopinocampheylborane, the publication is Angewandte Chemie, International Edition (2011), 50(5), 1139-1144, S1139/1-S1139/94, database is CAplus and MEDLINE.

A highly convergent total synthesis of monorhizopodin (I) and 16-epi-monorhizopodin was developed, rendering the monomeric homologs of the powerful antitumor agent rhizopodin available for biol. investigations. Preliminary studies showed these compounds to be endowed with actin-binding properties but devoid of any associated cytotoxicity, thus posing interesting questions regarding the role of the dimeric nature of rhizopodin in its mode of action. Further studies directed toward the elucidation of the mechanism of action and the differences of rhizopodin and its monomeric homologs, monorhizopodin and 16-epi-monorhizopodin, as well as the total synthesis of the former are in progress.

Angewandte Chemie, International Edition published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Safety of (+)-B-Methoxydiisopinocampheylborane.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Zhang, Xiaoping published the artcileAn efficient turn-on fluorescence chemosensor system for Zn(II) ions detection and imaging in mitochondria, Synthetic Route of 134-96-3, the publication is Journal of Photochemistry and Photobiology, B: Biology (2022), 112485, database is CAplus and MEDLINE.

Mitochondria-targetable fluorescent chemosensors, Rhodamine-B and rhodamine 6G bearing syringaldehyde based receptors were designed and synthesized for efficient chemosensing of Zinc(II) ions. The probes showed the very selective naked eye color change to pink from colorless upon addition of Zinc(II) ions, further these probes showing turn-on fluorescence enhancement with Zn(II) ions by opening of rhodamine spirolactam. The probes are very sensitive towards Zn(II) ions among other ions. These probes RBS and R6S will be applicable to detect zinc ions upto the low level concentration 0.18 and 0.19 nano molar resp. The affinity of these sensors RBS and R6S for Zinc (II) ions was found to be in the range of 1.12 x 104 M-1 and 7.28 x 104 M-1 resp. 1H-nmr titrations of the probes with Zn(II) ions clearly indicating the spiroring opening of the spirolactam. DFT calculations supporting that the perceived photophys. changes of the probes on appendage of the zinc ions. Probes RBS and R6S are useable for selective staining mitochondria. Both of the probes are applicable to reveal labile Zn(II) in live Hela and MCF-7 cells via fluorescence imaging. RBS and R6S are also finding application on quantification of Zinc(II) ions inside mitochondria via fluorescence imaging.

Journal of Photochemistry and Photobiology, B: Biology published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C16H12O, Synthetic Route of 134-96-3.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Sun, Jian published the artcileNi-Cu/γ-Al₂O₃ catalyzed N-alkylation of amines with alcohols, Safety of N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Catalysis Communications (2012), 30-33, database is CAplus.

A γ-Al₂O₃-supported Ni and Cu bimetallic nanoparticles catalyst (45 weight % Ni, Ni/Cu mass ratio = 4.5/1.0) is prepared by electroless plating method for the N-alkylation of amines with alcs. under base and Lewis acidic cocatalyst conditions. The catalyst afforded fast conversions, high selectivity for amines and alcs. with various structures under an argon atm. in o-xylene. Furthermore, the catalyst still has a stable catalytic activity after being regenerated for two consecutive cycles.

Catalysis Communications published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C6H3F2NO3, Safety of N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Lu, Xiaojie published the artcileEurotium cristatum produced β-hydroxy acid metabolite of monacolin K and improved bioactive compound contents as well as functional properties in fermented wheat bran, Computed Properties of 91-16-7, the publication is LWT–Food Science and Technology (2022), 113088, database is CAplus.

For the first time, wheat bran was fermented with Eurotium cristatum (E. cristatum), and alterations in the structural and functional characteristics were explored. The results showed that the soluble dietary fiber (SDF) content significantly increased in fermented bran, and the water and oil holding capacities improved. The total polyphenols, anthocyanin, and main flavor substance phenylethyl alc. were significantly increased by E. cristatum fermentation The ferulic acid content was approx. 12.06 times higher in fermented bran than in unfermented bran. These changes may be due to the release of hydrolytic enzymes during E. cristatum fermentation E. cristatum fermentation enhanced the antioxidant and anti-obesity activities of bran. Furthermore, this study showing that E. cristatum fermentation produced β-hydroxy acid metabolites of monacolin K (MKA) in wheat bran. Thus, this research suggests that E. cristatum can be a starter culture to produce functional foods.

LWT–Food Science and Technology published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C8H10O2, Computed Properties of 91-16-7.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Rasu, Loorthuraja published the artcileHighly Enantioselective Hydrogenation of Amides via Dynamic Kinetic Resolution Under Low Pressure and Room Temperature, Recommanded Product: 2-Methoxypropan-1-ol, the publication is Journal of the American Chemical Society (2017), 139(8), 3065-3071, database is CAplus and MEDLINE.

High-throughput screening and lab-scale optimization were combined to develop the catalytic system trans-RuCl₂((S,S)-skewphos)((R,R)-dpen), 2-PrONa, and 2-PrOH. This system hydrogenates functionalized α-phenoxy and related amides at room temperature under 4 atm H₂ pressure to give chiral alcs. with up to 99% yield and in greater than 99% enantiomeric excess via dynamic kinetic resolution

Journal of the American Chemical Society published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C4H10O2, Recommanded Product: 2-Methoxypropan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Foss, Olav published the artcileConstitution of the formamidinium disulfide ion, from the crystal structures of the diiodide and dibromide, Name: Formamidine disulfide dihydrochloride, the publication is Acta Chemica Scandinavica (1958), 1782-98, database is CAplus.

cf. C.A. 52, 8673c. Two-dimensional x-ray analysis shows that the unit cells of [(H₂N)₂CS]₂I₂.H₂O (I), [(H₂N)₂CS]₂Br₂.H₂O (II), and [(H₂N)₂CS]₂Cl₂.H₂O have the dimensions a 5.15 A., b 16.52, c 13.39, d. 2.04 g./cc., and space group D¹⁰_2h-Pccn with Z = 4; a 8.61 A., b 5.12, c 12.40, β 99.5°, d. 2.47 g./cc., and space group C⁴_2h-P2/c with Z = 2; and a 10.54 A., b 19.75, c 8.85, d. 1.57 g./cc., space group D¹⁵_2h-Pbca with Z = 8, resp. The disulfide group has a normal configuration and dimensions, with SS 2.04 A. and the SSC angles 99° and 104°, and the CSS/SSC dihedral angles 105° and 89°, resp., for I and II. Except for a slight lengthening of the CS bond, the dimensions of the thiourea (III) group are as in the III mol. before oxidation; there is an insignificant deviation from planarity of the III group and no significant difference between the lengths of the 2 CN bonds of a group. In both salts the H₂O mols. lie on 2-fold axes, and each participates in H bonds with 2 halide ions and 2 N atoms. The x-ray crystallographic work establishes the disulfide nature of the salts in the crystalline state. The structures were solved by use of the heavy-atom method; the positions of the I^– and Br^– ions were determined from Patterson projections.

Acta Chemica Scandinavica published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Name: Formamidine disulfide dihydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Aykanat, Aylin published the artcileConductive Stimuli-Responsive Coordination Network Linked with Bismuth for Chemiresistive Gas Sensing, Formula: C8H10O2, the publication is ACS Applied Materials & Interfaces (2021), 13(50), 60306-60318, database is CAplus and MEDLINE.

This paper describes the design, synthesis, characterization, and performance of a novel semiconductive crystalline coordination network, synthesized using 2,3,6,7,10,11-hexahydroxytriphenylene (HHTP) ligands interconnected with bismuth ions, toward chemiresistive gas sensing. Bi(HHTP) exhibits two distinct structures upon hydration and dehydration of the pores within the network, Bi(HHTP)-α and Bi(HHTP)-β, resp., both with unprecedented network topol. (2,3-c and 3,4,4,5-c nodal net stoichiometry, resp.) and unique corrugated coordination geometries of HHTP mols. held together by bismuth ions, as revealed by a crystal structure resolved via microelectron diffraction (MicroED) (1.00 Å resolution). Good elec. conductivity (5.3 x 10^-3 S·cm^-1) promotes the utility of this material in the chem. sensing of gases (NH₃ and NO) and volatile organic compounds (VOCs: acetone, ethanol, methanol, and isopropanol). The chemiresistive sensing of NO and NH₃ using Bi(HHTP) exhibits limits of detection 0.15 and 0.29 ppm (ppm), resp., at low driving voltages (0.1-1.0 V) and operation at room temperature This material is also capable of exhibiting unique and distinct responses to VOCs at ppm concentrations Spectroscopic assessment via XPS and Fourier transform IR spectroscopic methods (i.e., attenuated total reflectance-IR spectroscopy (ATR-IR) and diffuse reflectance IR Fourier transformed spectroscopy (DRIFTS)), suggests that the sensing mechanisms of Bi(HHTP) to VOCs, NO, and NH₃ comprise a complex combination of steric, electronic, and protic properties of the targeted analytes.

ACS Applied Materials & Interfaces published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tu, Guangliang published the artcileLigand-Promoted Nickel-Catalyzed para-Selective Carboxylation of Anisoles, Application In Synthesis of 91-16-7, the publication is Organic Letters (2022), 24(11), 2155-2159, database is CAplus and MEDLINE.

It has always been a challenge in free radical chem. to control site selectivity during the reaction of free radicals with aromatic rings. Herein, the site-selective carboxylation of anisoles through the direct reaction of the bromoform radical with a benzene ring at the para position under the assistance of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline with nickel(II) as the catalyst is reported. A wide variety of anisoles were compatible, leading to para-carboxylated products in moderate to good yields. A preliminary mechanistic study suggested that the Ni(II) complex coordinates with the methoxyl group of the aromatic ring, which may have increased the steric hindrance at the ortho and meta positions, while this weak interaction reduces the aromaticity of the aromatic ring, affording an activated Ph ring, thereby leading to highly para-selective carboxylation.

Organic Letters published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C7H8BrClFN, Application In Synthesis of 91-16-7.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem