Month: October 2022

Sasaki, Shigeki; Kurosaki, Fumie; Haradahira, Terushi; Yamamoto, Fumihiko; Maeda, Jun; Okauchi, Takashi; Suzuki, Kazutoshi; Suhara, Tetsuya; Maeda, Minoru published the artcile< Synthesis of 11C-labelled bis(phenylalkyl)amines and their in vitro and in vivo binding properties in rodent and monkey brains>, Application In Synthesis of 52244-70-9, the main research area is carbon 11 phenylalkylamine brain NMDA receptor PET.

Two new 11C-labeled ligands, N-(3-(4-hydroxyphenyl)propyl)-3-(4-methoxyphenyl)propylamine ([11C]2) and N-(3-(4-hydroxyphenyl)butyl)-3-(4-methoxyphenyl)butylamine ([11C]3) were designed based on bis(phenylalkyl)-amines which have been reported as polyamine site antagonists with high-selectivity for NR1A/2B NMDA receptors, and radiolabelling of the corresponding phenol precursors with [11C]methyl iodide was readily accomplished. The in vitro inhibition experiments using rat brain slices showed that [11C]2 and [11C]3 share the binding sites with spermine and/or ifenprodil but not with CP-101,606, a highly potent NR2B-selective NMDA antagonist, and that divalent cations such as Zn2+ produced significant inhibition of both [11C]2 and [11C]3 bindings. I.v. injection of [11C]3 in mice showed almost homogenous distribution throughout the brain. Attempts to block the tracer uptake of [11C]3 by pre-injection with the unlabeled 3 or spermine in rats were unsuccessful, but a small decrease in the cerebral uptake of [11C]3 by co-treatment with the unlabeled 3 was observed in a monkey PET study. The present findings indicate that none of these 11C-labeled analogs have potential for PET study of binding sites on the N-methyl-D-aspartate (NMDA) receptors.

Biological & Pharmaceutical Bulletin published new progress about Brain. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Application In Synthesis of 52244-70-9.

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

Joseph, Akil I.; El-Ayle, Gracia; Boutin, Celine; Leonce, Estelle; Berthault, Patrick; Holman, K. Travis published the artcile< Rim-functionalized cryptophane-111 derivatives via heterocapping, and their xenon complexes>, Product Details of C8H9BrO2, the main research area is heterocapping cyclotriphenolene cyclotriguaiacylene bromocyclotriphenolene rim functionalized cryptophane synthesis; xenon complex rim functionalized cryptophane.

Capping of cyclotriphenolene (I) by the more available cyclotriguaiacylene (II) or trisbromocyclotriphenolene (III) gives the first rim-functionalized cryptophane-111 derivatives (IV, R = OMe, Br). Crystal structures of the xenon complexes reveal high cavity packing coefficients and unprecedentedly short Xe···C contacts. A polemic on regioselective bromination of 3-methoxybenzyl alc. (A. Speicher et al., 2005) is also included.

Chemical Communications (Cambridge, United Kingdom) published new progress about Bromination, regioselective (polemic on regioselective bromination of 3-methoxybenzyl alc.). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Product Details of C8H9BrO2.

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

Speicher, Andreas; Backes, Timo; Grosse, Stefan published the artcile< Syntheses of macrocyclic bisbibenzyls on solid support>, COA of Formula: C8H9BrO2, the main research area is macrocycle isoplagiochin CD solid phase synthesis Suzuki Wittig hydrogenation.

A route for the polymer supported total synthesis of the cyclic bisbibenzyls, isoplagiochins C (I) and D (II), found in liverworts is reported. TentaGel resins were used as solid support for a sequence involving Suzuki, Wittig and hydrogenation protocols. The polymer linked intermediates could be characterized by HR-MAS NMR. This route is to be extended to the synthesis of small libraries of differently halogenated derivatives

Tetrahedron published new progress about Hydrogenation. 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, COA of Formula: C8H9BrO2.

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

Gilmartin, Philip H.; Kozlowski, Marisa C. published the artcile< Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products>, Formula: C8H9BrO2, the main research area is vanadium catalyzed oxidative intramol coupling tethered phenol dienone.

A mild and efficient method for the vanadium-catalyzed intramol. coupling of tethered free phenols is described. The corresponding phenol-dienone products are prepared directly in good yields with low catalyst loadings. Electronically diverse tethered phenol precursors are well tolerated, and the catalytic method was effectively applied as the key step in syntheses of three natural products and a synthetically useful morphinan alkaloid precursor.

Organic Letters published new progress about Biomimetic synthesis. 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Formula: C8H9BrO2.

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

Hernan-Gomez, Alberto; Rodriguez, Monica; Parella, Teodor; Costas, Miquel published the artcile< Electrophilic Iron Catalyst Paired with a Lithium Cation Enables Selective Functionalization of Non-Activated Aliphatic C-H Bonds via Metallocarbene Intermediates>, Safety of 4-(4-Methoxyphenyl)-1-butanol, the main research area is diazoester alkyl substituted iron lithium intramol alkylation catalyst; cyclopentane ester stereoselective preparation; C−H activation; carbenes; iron; lithium; reaction mechanisms.

Combining an electrophilic iron complex [Fe(Fpda)(THF)]2 [Fpda=N,N’-bis(pentafluorophenyl)-o-phenylenediamide] with the pre-activation of α-alkyl-substituted α-diazoesters reagents by LiAl(ORF)4 [ORF= OC(CF3)3] provides unprecedented access to selective iron-catalyzed intramol. functionalization of strong alkyl C(sp3)-H bonds. Reactions occur at 25 °C via α-alkyl-metallocarbene intermediates, and with activity/selectivity levels similar to those of rhodium carboxylate catalysts. Mechanistic investigations reveal a crucial role of the lithium cation in the rate-determining formation of the electrophilic iron-carbene intermediate, which then proceeds by concerted insertion into the C-H bond.

Angewandte Chemie, International Edition published new progress about Alkylation catalysts (intramol.). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Safety of 4-(4-Methoxyphenyl)-1-butanol.

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

Nie, Xiao-Di; Han, Xiao-Li; Sun, Jian-Ting; Si, Chang-Mei; Wei, Bang-Guo; Lin, Guo-Qiang published the artcile< Nickel-Catalyzed Regioselective Hydroamination of Ynamides with Secondary Amines>, Electric Literature of 10541-78-3, the main research area is ethene diamine preparation regioselective diastereoselective; secondary amine ynamide preparation hydroamination nickel catalyst.

The first Ni(OTf)2-catalyzed hydroamination of ynamides e.g., N-benzyl-4-methyl-N-(2-phenylethynyl)benzene-1-sulfonamide was developed by reacting with secondary amines e.g., N-methylaniline. This protocol features excellent regioselectivity, a broad substrate scope of secondary aryl amines, and good functional group tolerance for ynamides. Using this method, a variety of substituted ethene-1,1-diamine compounds e.g., I were prepared in moderate to excellent yields with high regioselectivities.

Journal of Organic Chemistry published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (amides). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Electric Literature of 10541-78-3.

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

Chen, Shuqing; Wang, Peng; Cheng, Hong-Gang; Yang, Chihui; Zhou, Qianghui published the artcile< Redox-neutral ortho-C-H amination of pinacol arylborates via palladium(II)/norbornene catalysis for aniline synthesis>, Computed Properties of 190788-60-4, the main research area is tertiary amine pinacol arylborate palladium norbornene catalyst regioselective amination; arylamine preparation.

A palladium(II)/norbornene cooperative catalysis enabled redox-neutral ortho-C-H amination of pinacol aryl- or heteroarylborates for the synthesis of structurally diverse anilines was reported. The method was scalable, robust (tolerance of air and moisture), phosphine ligand-free and compatible with a wide range of functionalities. These practical features made this reaction amenable for industry. A plethora of synthetically very useful halogenated anilines which often cannot be prepared via other transition-metal-catalyzed aminations were readily produced using this method. Particularly, the orthogonal reactivity between pinacol arylborates and aryl iodides was demonstrated. Preliminary deuterium-labeling studies revealed a redox-neutral ipso-protonation mechanism of this process, which will surely inspire the future development of this field. Overall, the exceptionally broad scope (47 examples) and reliability of this procedure, together with the wide availability of pinacol arylborates made this chem. a valuable addition to the existing methods for aniline synthesis.

Chemical Science published new progress about Amination catalysts (regioselective). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Computed Properties of 190788-60-4.

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

Fatori, D.; Hunter, W. M. published the artcile< Radioimmunoassay for serum paraquat>, Safety of 4-(4-Methoxyphenyl)-1-butanol, the main research area is paraquat determination serum radioimmunoassay; radioimmunoassay paraquat tracer serum.

Two variants of a radioimmunoassay for the bipyridylium herbicide paraquat (I) [4685-14-7] are described. Both employ antiserum raised to I-BSA which was covalently linked to particulate solid-phase support media. The rapid assay for clin. use employed a 3H-labeled I tracer, required no agitation and yielded results in the range 10-2500 ng/mL serum in 20 min from receipt of sample. The more sensitive assay, designed for research purposes, employed a 125-iodinated tracer, required 2 h continuous agitation but can detect I at 091 ng/mL in simple aqueous solution or 0.25 ng/mL serum. Results from rapid clin. assay agree well with the existing colorimetric method.

Clinica Chimica Acta published new progress about Blood analysis. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Safety of 4-(4-Methoxyphenyl)-1-butanol.

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

Zhang, Zhenhua; Gorski, Bartosz; Leonori, Daniele published the artcile< Merging Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Suzuki-Miyaura-Type Cross-Coupling of Alkyl Iodides and Organoborons>, HPLC of Formula: 190788-60-4, the main research area is alkyl iodide aryl organoboron copper catalyst Suzuki Miyaura coupling; aryl alkane preparation.

A mechanistically distinct approach to achieve Suzuki-Miyaura-type cross-couplings between alkyl iodides and aryl organoborons was reported. This process required a copper catalyst but, in contrast with previous approaches based on palladium and nickel systems, does not utilizes the metal for the activation of the alkyl electrophile. Instead, this strategy exploited the halogen-atom transfer ability of α-aminoalkyl radicals to convert secondary alkyl iodides into the corresponding alkyl radicals that then were coupled with aryl, vinyl, alkynyl, benzyl and allyl boronate species. These novel coupling reactions feature simple set up and conditions (1 h at room temperature) and facilitate access to privileged motifs targeted by the pharmaceutical sector.

Journal of the American Chemical Society published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, HPLC of Formula: 190788-60-4.

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

Wang, Xiaomei; Qian, Jianqiang; Zhu, Peng; Hua, Rong; Liu, Ji; Hang, Jiaying; Meng, Chi; Shan, Wenpei; Miao, Jiefei; Ling, Yong published the artcile< Novel Phenylmethylenecyclohexenone Derivatives as Potent TrxR Inhibitors Display High Antiproliferative Activity and Induce ROS, Apoptosis, and DNA Damage>, Related Products of 6482-24-2, the main research area is Phenylmethylenecyclohexenone derivative TrxR inhibitor ROS antiproliferative DNA damage anticancer; Antiproliferative activities; Aqueous solubility; DNA damage; Phenylmethylenecyclohexenone; Reactive oxygen species; Thioredoxin reductase.

The natural product piperlonguminine (PL) has been shown to exert potential anticancer activity against several types of cancer via elevation of reactive oxidative species (ROS). However, the application of PL has been limited due to its poor water solubility and moderate activity. To improve PL′s potency, we designed and synthesized a series of 17 novel phenylmethylenecyclohexenone derivatives and evaluated their pharmacol. properties. Most of them exerted antiproliferative activities against four cancer cell lines with IC50 values lower than PL. Among these, compound 10 e not only showed good water solubility and exerted the most potent antiproliferative activity against HGC27 cells (IC50=0.76 μM), which was 10-fold lower than PL (IC50=7.53 μM), but also exhibited lower cytotoxicity in human normal gastric epithelial cells GES-1 compared with HGC27 cells. Mechanistically, compound 10 e inhibited thioredoxin reductase (TrxR) activity, increased ROS levels, and diminished mitochondrial transmembrane potential (MTP) in HGC27 cells. Furthermore, 10 e also induced G2/M cell-cycle arrest, and triggered cancer cell apoptosis through the regulation of apoptotic proteins. Finally, 10 e promoted DNA damage in HGC27 cells via the activation of the H2AX(S139ph) and p53 signaling. In conclusion, 10 e, with prominent tumor selectivity and water solubility, could be a promising candidate for the treatment of cancer and, as such, warrants further investigation.

ChemMedChem published new progress about Antiproliferative agents. 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