Author: Jessica.F

Nuzzi, Andrea; Fiasella, Annalisa; Ortega, Jose Antonio; Pagliuca, Chiara; Ponzano, Stefano; Pizzirani, Daniela; Bertozzi, Sine Mandrup; Ottonello, Giuliana; Tarozzo, Glauco; Reggiani, Angelo; Bandiera, Tiziano; Bertozzi, Fabio; Piomelli, Daniele published the artcile< Potent α-amino-β-lactam carbamic acid ester as NAAA inhibitors. Synthesis and structure-activity relationship (SAR) studies>, Quality Control of 52244-70-9, the main research area is amino lactam carbamic acid ester acylethanolamine acid amidase inhibitor; Carbamates; Cysteine hydrolase; Inhibitors; N-acylethanolamine acid amidase; Structure–activity relationships; β-lactams.

4-Cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate I is a potent, selective and systemically active inhibitor of intracellular NAAA activity, which produces profound anti-inflammatory effects in animal models. In the present work, the authors describe structure-activity relationship (SAR) studies on 3-aminoazetidin-2-one derivatives, which have led to the identification of I, and expand these studies to elucidate the principal structural and stereochem. features needed to achieve effective NAAA inhibition. Investigations on the influence of the substitution at the β-position of the 2-oxo-3-azetidinyl ring as well as on the effect of size and shape of the carbamic acid ester side chain led to the discovery of II, a novel inhibitor of human NAAA that shows an improved physicochem. and drug-like profile relative to I. This favorable profile, along with the structural diversity of the carbamic acid chain of I, identify this compound as a promising new tool to investigate the potential of NAAA inhibitors as therapeutic agents for the treatment of pain and inflammation.

European Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Quality Control of 52244-70-9.

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

Yu, Zhaozhuo; Li, Zhengyi; Zhang, Lilong; Zhu, Kaixun; Wu, Hongguo; Li, Hu; Yang, Song published the artcile< A substituent- and temperature-controllable NHC-derived zwitterionic catalyst enables CO2 upgrading for high-efficiency construction of formamides and benzimidazoles>, Related Products of 10541-78-3, the main research area is carbon dioxide formamide benzimidazole zwitterionic catalyst.

Chemocatalytic upgrading of the greenhouse gas CO2 to valuable chems. and biofuels has attracted broad attention in recent years. Among the reported approaches, N-formylation of CO2 with an amine is of great significance due to its versatility in the construction of N-containing linear and cyclic skeletons. Herein, a stable N-heterocyclic carbene-carboxyl adduct (NHC-CO2) was facilely prepared and could be used as a recyclable zwitterionic catalyst for efficient CO2 reductive upgrading via either N-formylation or further coupling with cyclization under mild conditions (25°C, 1 atm CO2) using hydrosilane as a hydrogen source. More than 30 different alkyl and aromatic amines could be transformed into the corresponding formamides or benzimidazoles with remarkable yields (74%-98%). The electronic effect of the introduced substituent on NHC-CO2 was found to evidently affect the thermostability and nucleophilicity of the zwitterionic catalyst, which is directly correlated with its catalytic activity. Moreover, NHC-CO2 could supply CO2 by in situ decarboxylation at a specific temperature that is dependent on the introduced substituent type. Exptl. and computational studies showed that the carboxyl species on NHC-CO2 was not only a nucleophilic center, but also a C1 source which rapidly captures or substitutes ambient CO2 during hydrosilylation. In addition, a simple and green conceptual process was designed for the product purification and catalyst recycling, with a good feasibility for small-scale production

Green Chemistry published new progress about Cyclization. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Related Products of 10541-78-3.

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

Zhang, Ying; Gao, Huanjie; Guo, Jiabao; Zhang, Hao; Yao, Xiaoquan published the artcile< Selective electrochemical para-thiocyanation of aromatic amines under metal-, oxidant- and exogenous-electrolyte-free conditions>, Quality Control of 10541-78-3, the main research area is thiocyanato aromatic compound preparation green chem regioselective; aromatic amine ammonium thiocyanate electrochem oxidative thiocyanation.

An electrochem. oxidative para-C-H-thiocyanation of aromatic amines RN(R1)R2 [R = Ph, naphthalen-1-yl, 2-methylphenyl, etc.; R1 = H, Me, Et, n-Pr, Ph; R2 = Me, Et, Ph, etc.; R1R2 = -(CH2)4-, -(CH2)5-, -(CH2)2O(CH2)2-] has been developed to construct thiocyanato aromatic compounds ;R3N(R1)R2 (R3 = 4-(cyanosulfanyl)benzen-1-yl, 4-(cyanosulfanyl)-3,5-dimethylbenzen-1-yl, 4-(cyanosulfanyl)naphthalen-1-yl, etc.) under metal-, oxidant-, and exogenous-electrolyte-free conditions in an undivided cell. The transformation is compatible with a range of primary, secondary, and tertiary amines and shows good functional group tolerance. This approach provides an economical and environmentally benign way for para-thiocyanation of aromatic amines.

Chemical Communications (Cambridge, United Kingdom) 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, Quality Control of 10541-78-3.

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

Das, Arup Jyoti; Das, Sajal Kumar published the artcile< One-Pot Double Intramolecular Cyclization Approach to Tetralin-Based Cis-Fused Tetracyclic Compounds>, Electric Literature of 52244-70-9, the main research area is tetrahydronaphthothiochromene hexahydrobenzophenanthrene preparation diastereoselective; arylthiomethylbutanal Friedel Crafts hydroxyalkylation alkylation cascade.

Presented herein is a BF3·OEt2-mediated, diastereoselective one-pot double cyclization of 4-aryl-2-[(arylthio)methyl]butanals leading to the formation of cis-tetrahydro-6H-naphtho[2,1-c]thiochromenes for the first time. Mechanistically, the formation of the title products involves the one-pot intramol. Friedel-Crafts hydroxyalkylation/intramol. Friedel-Crafts alkylation cascade. This synthetic methodol. is featured by its high atom economy, broad substrate scope, mild transition-metal-free reaction conditions, capability to assemble two new rings in one pot, and moderate to high yields (up to 94% yield). It was then applied in the synthesis of a thia analog of brazilane and a chromeno[3,4-c]chromene derivative Moreover, the methodol. was successfully extended to the synthesis of cis-hexahydrobenzo[c]phenanthrenes. Specifically, 1,5-diarylpentan-3-ones were first subjected to the Corey-Chaykovsky reaction, and the resulting epoxides, without being chromatog. isolated, were treated with BF3·OEt2 to afford the cyclized products in high yields (up to 84% yield over two steps).

Journal of Organic Chemistry published new progress about Chromans Role: SPN (Synthetic Preparation), PREP (Preparation) (thio-). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Electric Literature of 52244-70-9.

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

Wang, Gary T.; Lane, Ben; Fesik, Stephen W.; Petros, Andrew; Luly, Jay; Krafft, Grant A. published the artcile< Synthesis and FKBP binding of small molecule mimics of the tricarbonyl region of FK506>, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol, the main research area is FK506 glyoxylpipecolate moiety protein binding.

Small acyclic model compounds were synthesized to examine the importance of the C(9) carbonyl group of FK506 for FKBP binding. 4-(4′-Methoxyphenyl)-1-Bu (3”,4”,5”-trimethoxyphenylglyoxyl)pipecolate, containing the N-(glyoxyl)pipecolate motif of FK506, was found to bind to FKBP with IC50 of 16 μM. Replacement of the carbonyl group at the position corresponding to C(9) of FK506 with small nonpolar groups (hydrogen, methylene or Me group) significantly reduced the binding affinity.

Bioorganic & Medicinal Chemistry Letters published new progress about FK506-binding proteins Role: BIOL (Biological Study). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol.

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

Kakinuma, Shohei; Shirota, Hideaki published the artcile< Femtosecond Raman-Induced Kerr Effect Study of Temperature-Dependent Intermolecular Dynamics in Pyrrolidinium-Based Ionic Liquids: Effects of Anion Species>, HPLC of Formula: 6482-24-2, the main research area is pyrrolidinium ionic liquid intermol dynamics anion RIKES.

We investigated the temperature dependence of the intermol. vibrational dynamics of pyrrolidinium-based ionic liquids (ILs) with 10 different anion species using femtosecond Raman-induced Kerr effect spectroscopy. The features of the temperature-dependent vibrational spectra vary with the different anions. In the case of the ILs with spherical top anions, such as tetrafluoroborate and hexafluorophosphate, and trifluoromethanesulfonate, the spectral intensity in the low-frequency region below 50 cm-1 increases with rising temperature, while that in the high-frequency region above 50 cm-1 remains almost unchanged. Similar temperature-dependent features were also found in the bis(fluorosulfonyl)amide and bis(perfluoroalkylsulfonyl)amide salts. However, the difference spectra at resp. temperature relative to 293 K indicate that the spectra of the bis(fluorosulfonyl)amide and bis(perfluoroalkylsulfonyl)amide salts are more temperature-sensitive in the low-frequency region below 50 cm-1 compared to those of the tetrafluoroborate, hexafluorophosphate, and trifluoromethanesulfonate salts. The spectra of 1-butyl-1-methylpyrrolidinium-based ILs with dicyanamide and tricyanomethide anions show a characteristic temperature dependence; in addition to an increase of the spectral intensity in the low-frequency region below 50 cm-1, a red shift of the spectra in the high-frequency side above 50 cm-1 was observed with increasing temperature This implies that the librational motions of planar dicyanamide and tricyanomethide anions contribute substantially to the low-frequency spectra. We also compared the temperature-dependent low-frequency spectra of 1-butyl-1-methylpyrrolidinium- and 1-(2-methoxyethyl)-1-methylpyrrolidinium-based ILs with some anions. Although the spectral shapes are slightly different in the range of 70-150 cm-1, which can be attributed to the intramol. vibrational modes of the cations, the temperature dependence of the spectral shapes is quite similar, indicating that the ether substitution in the cation side groups has little effects on the temperature dependence of the low-frequency spectra. The fragilities of the ILs were also estimated from the temperature-dependent viscosities and the glass-transition temperatures The fragility parameter seems to be correlated with the temperature dependence of the first moment of the low-frequency spectral bands mainly arising from the intermol. vibrations of the ILs.

Journal of Physical Chemistry B published new progress about Anions. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, HPLC of Formula: 6482-24-2.

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

Xiao, Peihong; Tang, Zhixing; Wang, Kai; Chen, Hua; Guo, Qianyou; Chu, Yang; Gao, Lu; Song, Zhenlei published the artcile< Chemoselective Reduction of Sterically Demanding N,N-Diisopropylamides to Aldehydes>, HPLC of Formula: 56724-03-9, the main research area is aldehyde preparation sterically demanding diisopropylamide chemoselective reduction.

A sequential one-pot process for chemoselectively reducing sterically demanding N,N-diisopropylamides to aldehydes has been developed. In this reaction, amides are activated with EtOTf to form imidates, which are reduced with LiAlH(OR)3 [R = t-Bu, Et] to give aldehydes by hydrolysis of the resulting hemiaminals. The non-nucleophilic base 2,6-DTBMP remarkably improves reaction efficiency. The combination of EtOTf/2,6-DTBMP and LiAlH(O-t-Bu)3 was found to be optimal for reducing alkyl, alkenyl, alkynyl, and 2-monosubstituted aryl N,N-diisopropylamides. In contrast, EtOTf and LiAlH(OEt)3 in the absence of base were found to be optimal for reducing extremely sterically demanding 2,6-disubstituted N,N-diisopropylbenzamides. The reaction tolerates various reducible functional groups, including aldehyde and ketone. 1H NMR studies confirmed the formation of imidates stable in water. The synthetic usefulness of this methodol. was demonstrated with N,N-diisopropylamide-directed ortho-metalation and C-H bond activation.

Journal of Organic Chemistry published new progress about Aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, HPLC of Formula: 56724-03-9.

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

Gao, Xinpei; Mariani, Alessandro; Jeong, Sangsik; Liu, Xu; Dou, Xinwei; Ding, Markus; Moretti, Arianna; Passerini, Stefano published the artcile< Prototype rechargeable magnesium batteries using ionic liquid electrolytes>, Formula: C3H7BrO, the main research area is magnesium ion speciation deposition dissolution process magnesium battery electrolyte; rechargeable magnesium battery ionic liquid electrolyte coordination sphere.

Understanding Mg-ion speciation is of utmost importance to the rational design of electrolytes for rechargeable magnesium batteries. Herein, we report an effort to better understand Mg-ion speciation in ionic liquid (IL) electrolytes through the design of alkoxy-functionalized cations with different alkoxy substituent. In contrast with previous studies focusing on the coordination sphere of Mg2+, the comparison of Raman spectroscopy, electrochem. and DFT calculation results of various IL-based electrolytes suggests that the coordination sphere of transient Mg+ plays a key role in Mg reversible deposition/dissolution process. Finally, a prototype Mg/V2O5 cell using the noncorrosive IL-based electrolyte is demonstrated for the first time, exhibiting a remarkable initial discharge capacity of 140 mAh g-1 and reversible capacity of 100 mAh g-1.

Journal of Power Sources published new progress about Battery electrolytes. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Formula: C3H7BrO.

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

Poon, Kevin W. C.; Dudley, Gregory B. published the artcile< Mix-and-Heat Benzylation of Alcohols Using a Bench-Stable Pyridinium Salt>, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol, the main research area is alc benzylation pyridinium triflate; ether benzyl preparation.

2-Benzyloxy-1-methylpyridinium triflate (I) is a stable, neutral organic salt that converts alcs. into benzyl ethers upon warming. The synthesis and reactivity of I are described herein. Benzylation of a wide range of alcs. occurs in good to excellent yields.

Journal of Organic Chemistry 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, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol.

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

Hansen, N. C. published the artcile< Monoalkylsulfamyl chlorides>, Electric Literature of 10305-42-7, the main research area is .

Normal C2-5 amine hydrochlorides were treated with excess SO2Cl2 18 hrs. on a water bath at 75°. In some cases more SO2Cl2 was added. The resulting oil was treated with dry ether, the precipitated amine hydrochloride filtered off, and the filtrate distilled in vacuo to give monoalkylsulfamyl chlorides, RNHSO2Cl (I). [RNH2.HCl (R given), amount added, and recovered (g.), volume (ml.) SO2Cl2 used, % yield of corresponding I (based on RNH2.HCl used) and b.p. (redistilled samples) given]: Et, 52, 23, 105 (a further 100 ml. was added after 4 hrs. reflux), 42, b0.05 52; Pr, 52, 26, 350, 13, b0.2 78°; Bu, 77, 27, 450, 39, b0.11 80°; and Am, 19, 12, 150, 8, b0.15 95°. When HCl salts of methyl-, hexyl-, cyclohexyl-, and octylamine were used, the yields of the corresponding I were too low to permit their isolation. That at least MeNHSO2Cl was formed could be concluded from the fact that MeNHSO2NHPr, m. 57-8° (ether-petr. ether), could be obtained when the impure product was treated with PrNH2. EtNHSO2NHBu, m. 73-5° (hexane), was similarly obtained from EtNHSO2Cl.

Acta Chemica Scandinavica published new progress about NMR (nuclear magnetic resonance). 10305-42-7 belongs to class ethers-buliding-blocks, and the molecular formula is C3H8ClNO2S, Electric Literature of 10305-42-7.

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