Tag: M.W=150-200

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

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

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

Cao, Wen-rui; Ge, Jing-qiu; Xie, Xin; Fan, Meng-lin; Fan, Xu-dong; Wang, Hong; Dong, Zhao-yue; Liao, Zhi-hua; Lan, Xiao-zhong; Chen, Min published the artcile< Protective effects of petroleum ether extracts of Herpetospermum caudigerum against α-naphthylisothiocyanate-induced acute cholestasis of rats>, HPLC of Formula: 52244-70-9, the main research area is Herpetospermum petroleum ether extract acute cholestasis alpha naphthylisothiocyanate; Acute cholestasis; Antioxidant; Herpetospermum caudigerum; Long-chain fatty acids; α-naphthylisothiocyanate.

The ripe seeds of Herpetospermum caudigerum have been used in Tibetan folk medicine for treatment of bile or liver diseases including jaundice, hepatitis, intumescences or inflammation. Previously reports suggested that the seed oil and some lignans from H. caudigerum exhibited protective effects against carbon tetrachloride (CCl4)-induced hepatic damage in rats, which may be related to their free radical scavenging effect. However, the protective effect of H. caudigerum against cholestasis is still not revealed. The aim of the present study was to investigate the pharmacol. effect and the chem. constituents of the petroleum ether extract (PEE) derived from H. caudigerum against α-naphthylisothiocyanate (ANIT)-induced acute cholestasis in rats. Male cholestatic Sprague-Dawley (SD) rats induced by ANIT (60 mg/kg) were orally administered with PEE (350, 700 and 1400 mg/kg). Levels of serum alanine aminotransferase (ALT), aspartate aminotransferase (AST), alk. phosphatase (ALP), γ-Glutamyl transpeptidase (γ-GTP), total bilirubin (TBIL), direct bilirubin (DBIL) and total bile acid (TBA), as well as bile flow, and histopathol. assay were evaluated. Hepatic malondialdehyde (MDA), myeloperoxidase (MPO), superoxide dismutase (SOD), glutathione S-transferase (GST), and nitric monoxide (NO) in liver were measured to explore the possible protective mechanisms. Phytochem. anal. of PEE was performed by gas chromatog.-mass spectrometer (GC-MS). PEE have exhibited significant and dose-dependent protective effect on ANIT-induced liver injury by reduce the increases in serum levels of ALT, AST, ALP, γ-GTP, TBIL, DBIL and TBA, restore the bile flow in cholestatic rats, and reduce the severity of the pathol. tissue damage induced by ANIT. Hepatic MDA, MPO and NO contents in liver tissue were reduced, while SOD and GST activities were elevated in liver tissue. 49 compounds were detected and 39 of them were identified by GC-MS anal., in which long-chain fatty acids were the main constituents. PEE exhibited a dose-dependently protective effect on ANIT-induced liver injury in cholestatic rats with the potential mechanism of attenuated oxidative stress in the liver tissue, and the possible active compounds were long-chain fatty acids.

Journal of Ethnopharmacology published new progress about Bile acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, HPLC of Formula: 52244-70-9.

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

Noda, Hidetoshi; Asada, Yasuko; Shibasaki, Masakatsu published the artcile< O-Benzoylhydroxylamines as Alkyl Nitrene Precursors: Synthesis of Saturated N-Heterocycles from Primary Amines>, HPLC of Formula: 52244-70-9, the main research area is benzoylhydroxylamine alkyl nitrene precursor primary amine rhodium catalyst; synthesis saturated nitrogen heterocycle.

We introduce O-benzoylhydroxylamines as competent alkyl nitrene precursors. The combination of readily available, stable substrates and a proficient rhodium catalyst provides a straightforward means for the construction of various pyrrolidine rings from the corresponding primary amines. Preliminary mechanistic investigation suggests that the structure of the nitrene precursor plays a role in determining the nature of the resulting reactive intermediate.

Organic Letters published new progress about C-H bond activation. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, HPLC of Formula: 52244-70-9.

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

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

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

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, 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