Month: October 2022

Nagasawa, Shota; Sasano, Yusuke; Iwabuchi, Yoshiharu published the artcile< Catalytic Oxygenative Allylic Transposition of Alkenes into Enones with an Azaadamantane-Type Oxoammonium Salt Catalyst>, Category: ethers-buliding-blocks, the main research area is allylic transposition oxygenative alkene azaadamantane type oxoammonium salt catalyst; enone preparation catalytic oxygenative allylic transposition alkene; alkenes; enones; organocatalysis; oxygenation; synthetic methods.

The first catalytic oxygenative allylic transposition of unactivated alkenes, e.g., Me2C:CH2(CH2)3OCOPh, into enones, e.g., H2C:C(Me)CO(CH2)3OCOPh, has been developed using an oxoammonium salt, azaadamantane I, as the catalyst. This reaction converts various tri- and trans-disubstituted alkenes into their corresponding enones with transposition of their double bonds at ambient temperature in good yields. The use of a less-hindered azaadamantane-type oxoammonium salt as the catalyst and a combination of two distinct stoichiometric oxidants, namely, iodobenzene diacetate and magnesium monoperoxyphthalate hexahydrate (MMPP·6H2O) are essential to facilitate the enone formation efficiently.

Chemistry – A European Journal published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Category: ethers-buliding-blocks.

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

Li, Yangyang; Li, Yuqiang; Peng, Long; Wu, Dong; Zhu, Lei; Yin, Guoyin published the artcile< Nickel-catalyzed migratory alkyl-alkyl cross-coupling reaction>, Related Products of 52244-70-9, the main research area is alkyl halide migratory cross coupling bond formation nickel catalyst.

A migratory cross-coupling strategy, which can overcome this obstacle to access the desired cross-coupling products ArCH(R)(CH2)nCR1R2R3 (Ar = Ph, 4-fluorophenyl, indol-3-yl, etc.; R = cyclopentyl, cyclohexyl, cycloheptyl, N-benzyl-piperidin-4-yl, 2-methyl-propan-1-yl; R1 = H, D; R2 = H, D; R3 = H; n = 0-3, 5), 1-cyclopentyl-indan, 1-cycloheptyl-indan, (1-cyclopentyl-3-methyl-pentyl)benzene was described. Accordingly, a selective migratory cross-coupling of two alkyl electrophiles (RBr, ArCH(R)(CH2)nCR1R2R3 (R3 = Br or Cl), 2-bromoindan, (5-bromo-1-cyclopentyl-3-methyl-pentyl)benzene) has been accomplished by nickel catalysis. Remarkably, this alkyl-alkyl cross-coupling reaction provides a platform to prepare 2°-2° carbon-carbon bonds from 1° and 2° carbon coupling partners. Preliminary mechanistic studies suggest that chain-walking occurs at both alkyl halides in this reaction, thus a catalytic cycle with the key step involving two alkylnickel(II) species is proposed for this transformation.

Chemical Science published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Related Products of 52244-70-9.

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

Kato, Eisuke; Oikawa, Kenichi; Takahashi, Keisuke; Kawabata, Jun published the artcile< Synthesis and the intestinal glucosidase inhibitory activity of 2-aminoresorcinol derivatives toward an investigation of its binding site>, Name: 2-Amino-3-methoxyphenol, the main research area is intestine glucosidase inhibitor aminoresorcinol derivative.

2-Aminoresorcinol is a potent and selective intestinal glucosidase inhibitor. Unlike the majority of glucosidase inhibitors, it shows an uncompetitive mode of inhibition. In this study, we tested the intestinal glucosidase inhibitory activity of various 2-aminoresorcinol derivatives We found that structural changes, in amino and two phenolic hydroxyl groups had a neg. impact on inhibitory activity, but methylation of the phenolic hydroxyl group was found to maintain its activity and replacement of the aromatic ring with an acyl or alkoxy carbonyl group at the 4th position also retained its activity. This enable us to design a mol. probe for further study of the inhibition mechanism of 2-aminoresorcinol.

Bioscience, Biotechnology, and Biochemistry published new progress about Carbonyl group. 40925-69-7 belongs to class ethers-buliding-blocks, and the molecular formula is C7H9NO2, Name: 2-Amino-3-methoxyphenol.

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

McCalmont, William F.; Patterson, Jaclyn R.; Lindenmuth, Michael A.; Heady, Tiffany N.; Haverstick, Doris M.; Gray, Lloyd S.; Macdonald, Timothy L. published the artcile< Investigation into the structure-activity relationship of novel concentration dependent, dual action T-type calcium channel agonists/antagonists>, Synthetic Route of 52244-70-9, the main research area is structure activity calcium channel antagonist antitumor.

This paper describes the synthesis and biol. evaluation of a series of straight chain analogs of a compound (1) that was previously synthesized in our research program. These compounds, which are T-type calcium channel antagonists, exhibits potent anti-proliferative activity against a variety of cancer cells. A structure-activity relationship of these analogs against a variety of cancer cells has provided insight into a logical pharmacophore for this series of compounds Furthermore, this series of compounds has presented itself as a set of novel, concentration dependent, dual action agonists/antagonists for the T-type calcium channel.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Synthetic Route of 52244-70-9.

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

Li, Zijian; Sun, Wenxuan; Wang, Xianxu; Li, Luyang; Zhang, Yong; Li, Chao published the artcile< Electrochemically Enabled, Nickel-Catalyzed Dehydroxylative Cross-Coupling of Alcohols with Aryl Halides>, Computed Properties of 52244-70-9, the main research area is alkyl benzene aryl preparation electrochem; alc aryl bromide dehydroxylative cross coupling nickel catalyst.

As alcs. are ubiquitous throughout chem. science, this functional group represents a highly attractive starting material for forging new C-C bonds. Here, it is demonstrated that the combination of anodic preparation of alkoxy triphenylphosphonium ion and nickel catalyzed cathodic reductive cross-coupling provides an efficient method to construct C(sp2)-C(sp3) bonds, in which free alcs. and aryl bromides e.g., bromobenzene-both readily available chems. can be directly used as coupling partners yielding arene derivative e.g., I. This nickel catalyzed paired electrolysis reaction features a broad substrate scope bearing a wide gamut of functionalities, which was illustrated by the late-stage arylation of several structurally complex natural products and pharmaceuticals.

Journal of the American Chemical Society published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Computed Properties of 52244-70-9.

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

Shang, Yaping; Jonnada, Krishna; Yedage, Subhash Laxman; Tu, Hua; Zhang, Xiaofeng; Lou, Xin; Huang, Shijun; Su, Weiping published the artcile< Rhodium(III)-catalyzed indole synthesis at room temperature using the transient oxidizing directing group strategy>, Recommanded Product: 2-Methoxy-N-methylaniline, the main research area is alkyl indole preparation; internal alkyne aniline transient oxidizing directing group rhodium catalyst.

Rh-catalyzed reactions of N-alkyl anilines with internal alkynes at room temperature have been developed using an in situ generated N-nitroso group as a transient oxidizing directing group. Due to mild reaction conditions, this method enabled synthesis of a broad range of N-alkyl indoles, including even two indole-based medicinal compds I (R1 = Me, allyl, C6H5, etc.; R2 = 5-Me, 6-CH2OMe, 5-NO2, etc.) and II (R1 = Me, Et, i-Pr, etc.; R2 = H, 5-Me, 5-CO2Me, etc.; R3 = n-Bu, C6H5, 4-MeC6H5, etc.; R4 = Me, COMe, 3-FC6H5, etc.). This work disclosed the feasibility of the transient oxidizing directing group strategy in C-H functionalization reactions, which possesses the potential to enhance overall step-economy and impart new reactivity patterns to substrates.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkynes, internal Role: RCT (Reactant), RACT (Reactant or Reagent). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Recommanded Product: 2-Methoxy-N-methylaniline.

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

Sooriyaarachchi, Sanjeewani; Chofor, Rene; Risseeuw, Martijn D. P.; Bergfors, Terese; Pouyez, Jenny; Dowd, Cynthia S.; Maes, Louis; Wouters, Johan; Jones, T. Alwyn; Van Calenbergh, Serge; Mowbray, Sherry L. published the artcile< Targeting an aromatic hotspot in Plasmodium falciparum 1-deoxy-D-xylulose-5-phosphate reductoisomerase with β-arylpropyl analogues of fosmidomycin>, Computed Properties of 52244-70-9, the main research area is fosmidomycin arylpropyl analog preparation deoxyxylulose phosphate reductoisomerase Plasmodium targeting; antibiotics; antiprotozoal agents; oxidoreductases; structural biology; structure-activity relationships.

Blocking the 2-C-methyl-D-erythritol-4-phosphate pathway for isoprenoid biosynthesis offers new ways to inhibit the growth of Plasmodium spp. Fosmidomycin [(3-(N-hydroxyformamido)propyl)phosphonic acid] and its acetyl homolog, FR-900098 [(3-(N-hydroxyacetamido)propyl)phosphonic acid], potently inhibit 1-deoxy-D-xylulose-5-phosphate reductoisomerase, a key enzyme in this biosynthetic pathway. Here, arylpropyl substituents were introduced at the β-position of the hydroxamate analog of FR-900098 to study changes in lipophilicity, as well as electronic and steric properties. The potency of several new compounds on the P. falciparum enzyme approached that of fosmidomycin and FR-900098. Activities against the enzyme and parasite correlated well, supporting the mode of action. Seven x-ray structures showed that all of the new arylpropyl substituents displaced a key Trp residue of the active site flap, which had made favorable interactions with fosmidomycin and FR-900098. The plasticity of the flap allowed substituents to be accommodated in many ways; in most cases, the flap was largely disordered. The prepared compounds could be separated into 2 classes based on whether the substituent on the aromatic ring was at the meta or para position. Generally, meta-substituted compounds were better inhibitors, and in both classes, smaller size was linked to better potency.

ChemMedChem published new progress about Crystal growth. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Computed Properties of 52244-70-9.

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

Vekariya, Rakesh H.; Lei, Wei; Ray, Abhisek; Saini, Surendra K.; Zhang, Sixue; Molnar, Gabriella; Barlow, Deborah; Karlage, Kelly L.; Bilsky, Edward J.; Houseknecht, Karen L.; Largent-Milnes, Tally M.; Streicher, John M.; Ananthan, Subramaniam published the artcile< Synthesis and Structure-Activity Relationships of 5'-Aryl-14-alkoxypyridomorphinans: Identification of a μ Opioid Receptor Agonist/δ Opioid Receptor Antagonist Ligand with Systemic Antinociceptive Activity and Diminished Opioid Side Effects>, Reference of 190788-60-4, the main research area is MOR agonist DOR antagonist antinociceptive SAR side effects.

We previously identified a pyridomorphinan (6, SRI-22138) possessing a 4-chlorophenyl substituent at the 5′-position on the pyridine and a 3-phenylpropoxy at the 14-position of the morphinan as a mixed μ opioid receptor (MOR) agonist and δ/κ opioid receptor (DOR/KOR) antagonist with potent antinociceptive activity and diminished tolerance and dependence in rodents. Structural variations at the 5′- and 14-positions of this mol. gave insights into the structure-activity relationships for binding and functional activity. Subtle structural changes exerted significant influence, particularly on the ability of the compounds to function as agonists at the MOR. In vivo evaluation identified compound 20(I) (SRI-39067) as a MOR agonist/DOR antagonist that produced systemically active potent antinociceptive activity in tail-flick assay in mice, with diminished tolerance, dependence/withdrawal, reward liability, and respiratory depression vs. morphine. These results support the hypothesis that mixed MOR agonist/DOR antagonist ligands may emerge as novel opioid analgesics with reduced side effects.

Journal of Medicinal Chemistry published new progress about Analgesics. 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Reference of 190788-60-4.

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

Awad, Tamer; De Ruiter, Jack; Clark, C. Randall published the artcile< Gas chromatography-mass spectrometry analysis of regioisomeric ring substituted methoxy methyl phenylacetones>, Reference of 56724-03-9, the main research area is regioisomeric ring substituted methoxy methyl phenylacetone GC mass spectrometry.

The methoxy Me phenylacetones share an isobaric relation (equivalent mass but different elemental composition) to the controlled precursor substance 3,4-methylenedioxyphenylacetone. The 10 methoxy Me phenylacetones as well as the methylenedioxyphenylacetones show essentially equivalent mass spectra with major fragment ions at m/z 135 and 43. Those methoxy Me phenylacetones with the methoxy group substituted ortho to the benzylic cation in the m/z 135 ion show a further fragmentation to lose formaldehyde (CH2O) and yield a significant ion at m/z 105. The loss of formaldehyde from the ortho methoxy benzyl cation was confirmed using com. available regioisomeric 2-, 3-, and 4-methoxyphenylacetones. The 10 regioisomeric methoxy Me phenylacetones were prepared from the appropriately substituted benzaldehydes. Complete gas chromatog. resolution of all ten regioisomeric ketones was obtained on a stationary phase containing modified β-cyclodextrin. Using the cyclodextrin containing phase, the ortho methoxy-substituted ketones (K1-K4) eluted before the meta-methoxy-substituted ketones (K5-K8) and the para-methoxy-substituted ketones (K9-K10) showed the greatest affinity for the stationary liquid phase and eluted last. Complete separation of the 10 ketones was not obtained on Rtx-1 and Rtx-200 columns. (c) 2007 Preston Publications.

Journal of Chromatographic Science published new progress about Fragmentation reaction. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Reference of 56724-03-9.

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

Fang, Dawei; Li, Li; Miao, Jialin; Gao, Peizhen; Zhang, Yuxin; Hong, Mei; Liu, Jin; Wei, Jie published the artcile< Insight into the solute-solvent interactions by physicochemical and excess properties in binary systems of the ether- and allyl-based functionalized ionic liquids with acetonitrile>, Related Products of 6482-24-2, the main research area is ionic liquid solute solvent interaction physicochem property.

Ionic liquid is a significant new media and one of the most compelling solvents mentioned in many fields. It is clear that the introduction of ether or allyl group has the advantages of low viscosity and wide application. In this work, [C1OC2pyrr][DCA], [C1OC2pyrr][NTf2] and [Amim][NTf2] were synthesized and characterized. The d., surface tension, and refractive index of the three ionic liquids and their binary systems with acetonitrile were investigated across a complete composition range. The thermal expansion coefficient (αEp), excess molar volumes (VE), and refractive index deviations (ΔnD) are also calculated The αEp and VE are all neg. while the ΔnD are found pos. in the entire concentration range, indicating the presence of strong interactions between ionic liquids and acetonitrile. The properties are fitted to a Redlich-Kister equation and the results have been interpreted in terms of H-bonding interaction and structural effect, at the same time, the corresponding IR spectra are also carried out. The molar refraction and the molar polarizability calculated which suggest that the existent interactions between ionic liquids and acetonitrile are ion-dipole interactions. The molar Gibbs free energy can be measured and explained properly by the improved Eotvos equation. And the molar surface enthalpy also can be gained and is a temperature-independent constant

Journal of the Taiwan Institute of Chemical Engineers published new progress about Density. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Related Products of 6482-24-2.

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