Tag: M.W=100-150

Falk, Eric; Gasser, Valentina C. M.; Morandi, Bill published the artcile< Synthesis of N-Alkyl Anilines from Arenes via Iron-Promoted Aromatic C-H Amination>, Category: ethers-buliding-blocks, the main research area is arene oxymethylammonium triflate iron catalyst regioselective amination; methyl arylamine preparation; tosyloxy phenylpropyl carbamate iron catalyst regioselective amination; tetrahydroquinoline preparation.

We report both an intermol. C-H amination of arenes to access N-methylanilines and an intramol. variant for the synthesis of tetrahydroquinolines. A newly developed, highly electrophilic aminating reagent was key for the direct synthesis of unprotected N-methylanilines from simple arenes. The reactions display a broad functional group tolerance and employ catalytic amounts of a benign iron salt under mild reaction conditions.

Organic Letters published new progress about Amination catalysts. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Category: ethers-buliding-blocks.

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

Sharma, Swagat; Peng, Qi; Vadukoot, Anish K.; Aretz, Christopher D.; Jensen, Aaron A.; Wallick, Alexander I.; Dong, Xinzhong; Hopkins, Corey R. published the artcile< Synthesis and Biological Characterization of a Series of 2-Sulfonamidebenzamides as Allosteric Modulators of MrgX1>, SDS of cas: 10541-78-3, the main research area is sulfonamidebenzamide preparation allosteric modulator protein coupled receptor.

The present study describes the continued efforts in the discovery and characterization of a series of 2-sulfonamidebenzamides e.g., 3-(Cyclopropanesulfonamido)-N-(2-ethoxyphenyl)-2-naphthamide as allosteric modulators of MrgX1. MrgX1 has been shown to be an attractive target as a nonopioid receptor for the potential treatment of chronic pain. Working from the original compound, ML382, and utilizing iterative medicinal chem., key halogen substituents that improve MrgX1 potency by ~8-fold were identified. In addition, the compounds in Tier 1 drug metabolism and pharmacokinetics assays were evaluated and the key compounds that impart improved potency and microsomal stability were identified.

ACS Medicinal Chemistry Letters published new progress about Allosteric modulators. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, SDS of cas: 10541-78-3.

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

Liu, Jin; Qi, Xiaochen; Li, Li; Chang, Ning; Wei, Jie; Fang, Dawei; Zhang, Zhiheng published the artcile< Physical Properties and Its Estimation of Binary Mixtures of Ether-Functionalized Ionic Liquids [C22O1IM][NTF2] with Alcohols>, SDS of cas: 6482-24-2, the main research area is ethylmethoxyethylimidazolium trifluoromethylsulfonylimide ionic liquid mixture alc density viscosity; activation free energy viscous flow ethylmethoxyethylimidazolium trifluoromethylsulfonylimide mixture alc; volumetric property ethylmethoxyethylimidazolium trifluoromethylsulfonylimide ionic liquid mixture alc thermodn.

The binary mixtures composed of 1-ethyl-3-(2-methoxyethyl)-imidazolium bis(trifluoromethylsulfonyl)imide [C22O1IM][NTF2] and alcs. were prepared, and the d. and viscosity were measured first across the entire range of mole fraction within a particular temperature range. Based on the exptl. values of d., the average molar volume, the excess molar volume, and the partial molar volume were calculated, and the excess molar volume was well fitted by Redlich-Kister equation. The excess activation Gibbs energy of viscous flow is obtained by introducing relative volume of mixtures, Vr, combined with the relative viscosity ηr.

Journal of Chemical & Engineering Data published new progress about Binary mixtures, liquid. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, SDS of cas: 6482-24-2.

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

Wu, Xu-Nian; Zhou, Qian; Huang, Ya-Dan; Xie, Xi; Li, Zhe; Wu, Yinuo; Luo, Hai-Bin published the artcile< Structure-based discovery of orally efficient inhibitors via unique interactions with H-pocket of PDE8 for the treatment of vascular dementia>, Application of C3H7BrO, the main research area is phosphodiesterase inhibitor vascular dementia mol modeling; Binding potencies; Free energy prediction; MM-GB/SA; Phosphodiesterase 8 (PDE8); Structure-based drug design; Structure–activity relationship; Vascular dementia.

Our previous study demonstrated that phosphodiesterase 8 (PDE8) could work as a potential target for vascular dementia (VaD) using a chem. probe 3a. However, compound 3a is a chiral compound which was obtained by chiral resolution on HPLC, restricting its usage in clinic. Herein, a series of non-chiral 9-benzyl-2-chloro-adenine derivatives were discovered as novel PDE8 inhibitors. Lead 2-chloro-9-(3-(2,2-difluoroethoxy)-5-(difluoromethoxy)benzyl)-9H-purin-6-amine exhibited potent inhibitory activity against PDE8A (IC50 = 11 nmol/L), high selectivity over other PDEs, and remarkable drug-like properties (worthy to mention is that its bioavailability was up to 100%). Oral administration of 2-chloro-9-(3-(2,2-difluoroethoxy)-5-(difluoromethoxy)benzyl)-9H-purin-6-amine significantly improved the cAMP level of the right brain and exhibited dose-dependent effects on cognitive improvement in a VaD mouse model. Notably, the X-ray crystal structure of the PDE8A-2-chloro-9-(3-(2,2-difluoroethoxy)-5-(difluoromethoxy)benzyl)-9H-purin-6-amine complex showed that the potent affinity and high selectivity of 2-chloro-9-(3-(2,2-difluoroethoxy)-5-(difluoromethoxy)benzyl)-9H-purin-6-amine might come from the distinctive interactions with H-pocket including T-shaped π-π interactions with Phe785 as well as a unique H-bond network, which have never been observed in other PDE-inhibitor complex before, providing new strategies for the further rational design of novel selective inhibitors against PDE8.

Acta Pharmaceutica Sinica B published new progress about Brain. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Application of C3H7BrO.

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

Li, Zhengyi; Li, Hu; Yang, Song published the artcile< Carboxylate-Functionalized Zeolitic Imidazolate Framework Enables Catalytic N-Formylation Using Ambient CO2>, Computed Properties of 10541-78-3, the main research area is carboxylate functionalized zeolitic imidazolate framework preparation recyclability; amine carbon dioxide ZIF catalyst formylation; amide preparation.

In this work, carboxylate-functionalized zeolitic imidazolate framework (F-ZIF-90) with good crystallinity and porosity was constructed from ZIF-90 and employed as a robust heterogeneous catalyst to boost the reductive N-functionalization of various amines with CO2 to furnish N-formyl compounds (up to 99% yield) in the presence of PhSiH3 under an ambient environment. The imidazole carboxylate species (COO-) can not only activate hydrosilane and CO2 to form the key intermediate formoxysilane but also activate amines to participate in the N-formylation reaction to obtain the target product. Moreover, it can enhance the catalyst capture and exchange ability toward ambient CO2. The powerful adsorption capacity of the F-ZIF-90 catalyst toward CO2 was conducive to elevating CO2 concentration around the active species. Theor. calculations showed that the carboxylate-mediated conversion path undergoes the transition state of hydrosilane activation with a relatively lower energy barrier (ΔG = 26.9 kcal mol-1). F-ZIF-90 exhibited good thermochem. stability with no obvious activity attenuation after repeated use 5 times. This strategy opens a new avenue based on ZIFs to develop heterogeneous catalysts for reductive upgrading of CO2.

Advanced Sustainable Systems published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Computed Properties of 10541-78-3.

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

Gonzalez-Lainez, Miguel; Jimenez, M. Victoria; Azpiroz, Ramon; Passarelli, Vincenzo; Modrego, F. Javier; Perez-Torrente, Jesus J. published the artcile< N-Methylation of Amines with Methanol Catalyzed by Iridium(I) Complexes Bearing an N,O-Functionalized NHC Ligand>, Safety of 2-Methoxy-N-methylaniline, the main research area is iridium complex imidazolylidenelutidine polydentate ligand preparation catalyst methylation aniline; crystal structure iridium complex containing imidazolylidenelutidine polydentate ligand; mol structure iridium complex containing imidazolylidenelutidine polydentate ligand.

A set of neutral [IrBr(L2)(κC-tBuImCH2PyCH2OMe)] and cationic [Ir(L2)(κ2C,N-tBuImCH2PyCH2OMe)]PF6 (L2 = cod, (CO)2) Ir(I) compounds featuring a flexible lutidine-derived polydentate ligand having NHC and -OMe as donor functions were evaluated as catalyst precursors for the N-methylation of aniline using MeOH both as a reducing agent and a C1 source. The carbonyl complexes are somewhat more active than the related diene compounds with the neutral compound [IrBr(CO)2(κC-tBuImCH2PyCH2OMe)] being the more active. A range of aromatic primary amines, including heterocyclic amines, were selectively transformed into the corresponding N-methylamino derivatives using this catalyst at a low catalyst loading (0.1 mol %) and substoichiometric amounts of Cs2CO3 (half equiv) as a base, in MeOH at 423 K. For aliphatic primary amines, selective N,N-dimethylation was achieved under the same catalytic conditions. The unselective deprotonation of the methylene linkers in [IrBr(CO)2(κC-tBuImCH2PyCH2OMe)] affords two isomeric neutral complexes featuring a coordinated dearomatized pyridine core, which were converted into [Ir(OMe)(CO)2(κC-tBuImCH2PyCH2OMe)] upon addition of MeOH. This compound undergoes thermal activation of a C-H bond of the tert-Bu group to give the cyclometalated Ir(I) complex [Ir(CO)2{κ2C,C-(-CH2Me2C-ImCH2PyCH2OMe)}] featuring a bidentate C,C-coordinated NHC ligand. Mechanistic studies support a borrowing H mechanism proceeding through Ir(I) intermediates with the methoxo complex as the catalytic active species and the cyclometalated complex as the catalyst resting state. D labeling experiments demonstrated that both species are in equilibrium under catalytic conditions, which is consistent with the exhibited catalytic activity of the cyclometalated complex.

Organometallics published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Safety of 2-Methoxy-N-methylaniline.

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

Hofmann, Andreas; Rauber, Daniel; Wang, Tzu-Ming; Hempelmann, Rolf; Kay, Christopher W. M.; Hanemann, Thomas published the artcile< Novel Phosphonium-Based Ionic Liquid Electrolytes for Battery Applications>, Computed Properties of 6482-24-2, the main research area is phosphonium ionic liquid electrolyte battery application structure activity relationship; batteries; electrochemistry; ionic liquid; phosphonium.

In this study, we address the fundamental question of the physicochem. and electrochem. properties of phosphonium-based ionic liquids containing the counter-ions bis(trifluoromethanesulfonyl)imide ([TFSI]-) and bis(fluorosulfonyl)imide ([FSI]-). To clarify these structure-property as well as structure-activity relationships, trimethyl-based alkyl- and ether-containing phosphonium ILs were systematically synthesized, and their properties, namely d., flow characteristics, alkali metal compatibility, oxidative stability, aluminum corrosivity as well as their use in Li-ion cells were examined comprehensively. The variable moiety on the phosphonium cation exhibited a chain length of four and five, resp. The properties were discussed as a function of the side chain, counter-ion and salt addition ([Li][TFSI] or [Li][FSI]). High stability coupled with good flow characteristics were found for the phosphonium IL [P1114][TFSI] and the mixture [P1114][TFSI] + [Li][TFSI], resp.

Molecules published new progress about Activation energy. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Computed Properties of 6482-24-2.

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

Ochiai, Koji; Takita, Satoshi; Eiraku, Tomohiko; Kojima, Akihiko; Iwase, Kazuhiko; Kishi, Tetsuya; Fukuchi, Kazunori; Yasue, Tokutaro; Adams, David R.; Allcock, Robert W.; Jiang, Zhong; Kohno, Yasushi published the artcile< Phosphodiesterase inhibitors. Part 3: Design, synthesis and structure-activity relationships of dual PDE3/4-inhibitory fused bicyclic heteroaromatic-dihydropyridazinones with anti-inflammatory and bronchodilatory activity>, Recommanded Product: 2-Amino-3-methoxyphenol, the main research area is pyridazinone dihydro heteroaromatic preparation antiinflammatory bronchodilatory activity.

(-)-6-(7-Methoxy-2-trifluoromethylpyrazolo[1,5-a]pyridin-4-yl)-5-methyl-4,5-dihydro-3-(2H)-pyridazinone (KCA-1490) is a dual PDE3/4 inhibitor that exhibits potent combined bronchodilatory and anti-inflammatory activity. A survey of potential bicyclic heteroaromatic replacement subunits for the pyrazolo[1,5-a]pyridine core of KCA-1490 has identified the 4-methoxy-2-(trifluoromethyl)benzo[d]thiazol-7-yl and 8-methoxy-2-(trifluoromethyl)quinolin-5-yl analogs as dual PDE3/4-inhibitory compounds that potently suppress histamine-induced bronchoconstriction and exhibit anti-inflammatory activity in vivo.

Bioorganic & Medicinal Chemistry published new progress about Anti-inflammatory agents. 40925-69-7 belongs to class ethers-buliding-blocks, and the molecular formula is C7H9NO2, Recommanded Product: 2-Amino-3-methoxyphenol.

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

Ding, Decai; Dong, Haiyan; Wang, Chuan published the artcile< Nickel-Catalyzed Asymmetric Domino Ring Opening/Cross-Coupling Reaction of Cyclobutanones via a Reductive Strategy>, Quality Control of 6482-24-2, the main research area is chiral indanone preparation enantioselective; cyclobutanone alkylbromide ring opening tandem coupling reduction nickel catalyst; Catalysis; Organic Reaction; Organic Synthesis.

The successful application of reductive strategy in the asym. domino ring opening/cross-coupling reaction of prochiral cyclobutanones I (R = Me, Et, n-Pr; R1 = H, Me, F, etc.; R2 = H, Me, OCH3) was demonstrated. Under the catalysis of a chiral nickel complex, various aryl iodide-tethered cyclobutanones I were reacted with alkyl bromides R3Br (R3 = 2-methoxyethyl, cyclopentyl, oxan-4-yl, etc.) as the electrophilic coupling partner, providing a variety of chiral indanones II bearing a quaternary stereogenic center in highly enantioselective manner, which can be further converted to diverse benzene-fused cyclic compounds including III, IV, V (X = O, NH). The preliminary mechanistic investigations support a mechanism involving Ni(I)-mediated enantiotopic C-C σ-bond activation of cyclobutanones as key elementary step in the catalytic cycle.

iScience published new progress about Bond activation catalysts (C-C). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Quality Control of 6482-24-2.

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

Jiang, Lei; Guo, Fang; Wang, Yinran; Jiang, Jialin; Duan, Yangzhi; Hou, Zhaomin published the artcile< Selective N-Monomethylation of Anilines with Methanol Catalyzed by Commercial Pd/C as an Efficient and Reusable Catalyst>, Application of C8H11NO, the main research area is monomethyl aniline preparation chemoselective; amine aryl methanol palladium catalyst chemoselective methylation.

In this paper, the N-monomethylation of aniline derivatives using Pd/C catalyst and methanol as the methylation reagent was investigated. The N-monomethylation of various aryl amines was achieved with high activity and selectivity under relatively mild reaction conditions, and the yield of N-monomethyl anilines ArNHMe [Ar = Ph, 4-pyridyl, 2-MeC6H4, etc.] was over 90 %. Notably, the com., readily available, and inexpensive heterogeneous catalyst, Pd/C, could be easily recovered and reused more than five times with only a slight decrease in activity; gram-scale experiments were also successfully performed.

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

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