Month: October 2022

Cheruku, Srinivas; Nagarakere, Sandhya C.; Sunilkumar, Makanahalli P.; Narayana, Yatheesh; Manikyanally, Kumara N.; Rangappa, Kanchugarakoppal S.; Mantelingu, Kempegowda published the artcile< An expedient, efficient and solvent-free synthesis of T3P-mediated amidation of benzhydrols with poorly reactive N-nucleophiles under MW irradiation>, Category: alcohols-buliding-blocks, the main research area is amide sulfonamide carbamate preparation; benzhydrol amide amidation catalyst propylphosphonic anhydride; sulfonamide benzhydrol amidation catalyst propylphosphonic anhydride; carbamate benzhydrol amidation catalyst propylphosphonic anhydride.

An expedient, efficient, economical, environmentally benign and solvent free synthesis of amides, sulfonamides and carbamates I [R = CO2Me, Ms, C(O)Ph, etc.; R1 = Me, Ph, 4-FC6H4, 4-ClC6H4; R2 = H, 4-F, 4-Cl] via amidation protocol of benzhydrols with less reactive nitrogen nucleophiles assisted by propylphosphonic anhydride (T3P) under microwave irradiation was developed. The methodol. was deployed for a wide range of heterocycles and electron-withdrawing and electron-donating groups. The protocol resulted in good to excellent yields of under the given conditions (68-93% yield).

New Journal of Chemistry published new progress about Amidation. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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>, Safety of 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 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. 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Safety of 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Johansen, Martin B.; Donslund, Bjarke S.; Kristensen, Steffan K.; Lindhardt, Anders T.; Skrydstrup, Troels published the artcile< Tert-Amyl Alcohol-Mediated Deconstruction of Polyurethane for Polyol and Aniline Recovery>, COA of Formula: C4H8O, the main research area is amyl alc deconstruction polyurethane polyol aniline.

Polyurethane (PU) is a highly engineered and crosslinked polymer found in a plethora of materials such as mattresses, shoes, windmills, and insulation of refrigerating appliances and buildings. Because of PU’s inherent stability, chem. recycling is difficult and often affords a secondary feed with different characteristics and properties compared to the original input. In this work, a simple chem. recycling of PU via a solvolysis process using tert-amyl alc. both as the solvent and reagent is demonstrated. The devised methodol. is showcased for the deconstruction of 20 different PU materials with examples of all four cornerstones of PU (rigid solid, rigid foamed, flexible foamed, and flexible solid). The solvolysis affords both polyol and dianiline fractions, constituting monomeric precursors of PU. The methodol. is used for the depolymerization of 50 g flexible PU foam affording a polyol within specification of the original virgin polyol (OH value) and an aniline fraction isolated as the precipitated di-HCl salt with a combined mass recovery of 89 wt%. As the solvolysis process provides access to both the polyol and the aniline precursors of the original isocyanate of PU, the procedure presented in this study could pave the way toward a viable circular economy for PU. A further potential utilization of the method is showcased by valorization of a waste stream from split-phase glycolysis, which is another promising method for recovering polyol from flexible PU foam. Finally, preliminary mechanistic investigations are undertaken to probe the intriguing utility of a hindered tertiary alc. in a solvolysis procedure.

ACS Sustainable Chemistry & Engineering published new progress about Board insulators (Recitcel). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, COA of Formula: C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Maji, Ankur; Singh, Anshu; Singh, Neetu; Ghosh, Kaushik published the artcile< Efficient Organoruthenium Catalysts for α-Alkylation of Ketones and Amide with Alcohols: Synthesis of Quinolines via Hydrogen Borrowing Strategy and their Mechanistic Studies>, Recommanded Product: (2-Aminophenyl)methanol, the main research area is preparation quinoline organoruthenium catalyst; ketone alc alkylation; amino benzyl alc ketone cyclization; tertiary amide alc alkylation.

A new family of phosphine free organometallic ruthenium(II) catalysts supported by bidentate NN Schiff base ligands I (R = NMe2, NEt2) and II was prepared These half-sandwich complexes acted as catalysts for C-C bond formation and exhibited excellent performance in the dehydrogenative coupling of ketones and amides. In the synthesis of C-C bonds, alcs. were utilized as the alkylating agent. A broad range of substrates, including sterically hindered ketones and alcs., were well tolerated under the optimized conditions (TON up to 47000 and TOF up to 11750 h-1). This ruthenium (II) catalysts were also active towards the dehydrogenative cyclization of o-amino benzyl alc. for the formation of quinolines derivatives Various polysubstituted quinolines were synthesized in moderate to excellent yields (TON up to 71000 and TOF up to 11830 h-1). Control experiments were carried out and the ruthenium hydride intermediate was characterized to support the reaction mechanism and a probable reaction pathway of dehydrogenative coupling for the C-C bond formation has been proposed.

ChemCatChem published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Recommanded Product: (2-Aminophenyl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cruz, Daniel A.; Sinka, Victoria; de Armas, Pedro; Steingruber, Hugo Sebastian; Fernandez, Israel; Martin, Victor S.; Miranda, Pedro O.; Padron, Juan I. published the artcile< Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes>, Reference of 627-27-0, the main research area is alkyl bromide preparation regioselective; alkene hydrobromination.

A new method that allowed the complete control of the regioselectivity of the hydrobromination reaction of alkenes was described. Herein, a radical procedure with TMSBr and oxygen as common reagents, where the formation of the anti-Markovnikov product occurs in the presence of ppm amounts of the Cu(I) species and the formation of the Markovnikov product occurred in the presence of 30 mol % iron(II) bromide was reported. D. functional theory calculations combined with Fukui’s radical susceptibilities support the obtained results.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Reference of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sato, Tomonori; Kawasaki, Yoshihide; Maekawa, Masamitsu; Takasaki, Shinya; Saigusa, Daisuke; Ota, Hideki; Shimada, Shuichi; Yamashita, Shinichi; Mitsuzuka, Koji; Yamaguchi, Hiroaki; Ito, Akihiro; Kinoshita, Kengo; Koshiba, Seizo; Mano, Nariyasu; Arai, Yoichi published the artcile< Value of global metabolomics in association with diagnosis and clinicopathological factors of renal cell carcinoma>, Quality Control of 87-73-0, the main research area is metabolomics diagnosis renal carcinoma; biomarker; clinicopathological factor; diagnosis; global metabolomics; renal cell carcinoma.

Renal cell carcinoma (RCC) is a malignant tumor that currently lacks clin. useful biomarkers indicative of early diagnosis or disease status. RCC has commonly been diagnosed based on imaging results. Metabolomics offers a potential technol. for discovering biomarkers and therapeutic targets by comprehensive screening of metabolites from patients with various cancers. We aimed to identify metabolites associated with early diagnosis and clinicopathol. factors in RCC using global metabolomics (G-Met). Tumor and nontumor tissues were sampled from 20 cases of surgically resected clear cell RCC. G-Met was performed by liquid chromatog. mass spectrometry and important metabolites specific to RCC were analyzed by multivariate statistical anal. for cancer diagnostic ability based on area under the curve (AUC) and clinicopathol. factors (tumor volume, pathol. T stage, Fuhrman grade, presence of coagulation necrosis and distant metastasis). We identified 58 metabolites showing significantly increased levels in tumor tissues, 34 of which showed potential early diagnostic ability (AUC >0.8), but 24 did not discriminate between tumor and nontumor tissues (AUC ≤0.8). We recognized 6 pathways from 9 metabolites with AUC >0.8 and 7 pathways from 10 metabolites with AUC ≤0.8 about malignant status. Clinicopathol. factors involving malignant status correlated significantly with metabolites showing AUC ≤0.8 (p = 0.0279). The tricarboxylic acid cycle (TCA) cycle, TCA cycle intermediates, nucleotide sugar pathway and inositol pathway were characteristic pathways for the malignant status of RCC. In conclusion, our study found that metabolites and their pathways allowed discrimination between early diagnosis and malignant status in RCC according to our G-Met protocol.

International Journal of Cancer published new progress about Diagnosis. 87-73-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H10O8, Quality Control of 87-73-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yan, Jingmin; Zhu, Lei; Qu, Yunhe; Qu, Xian; Mu, Meixia; Zhang, Mengshan; Muneer, Gul; Zhou, Yifa; Sun, Lin published the artcile< Analyses of active antioxidant polysaccharides from four edible mushrooms>, Application In Synthesis of 3458-28-4, the main research area is edible mushroom antioxidant polysaccharide analyzes; Antioxidant activities; Mushroom polysaccharides; Structural characterization.

Four water-soluble polysaccharides were extracted from Pleurotus eryngii, Flammulina velutipes, Pleurotus ostreatus and white Hypsizygus marmoreus. Using anion exchange and gel permeation chromatog., a neutral and an acidic fraction were purified from each water-soluble polysaccharide. Their mol. weights were all around 20 kDa except that the acidic polysaccharide from Pleurotus ostreatus (named WPOPA) had a lower mol. weight of 5 kDa. Four neutral polysaccharides were mainly composed of galactose (42.7%-69.1%), followed by Man (19.4%-39.3%) and Glc (1.1%-15.9%). Four acidic polysaccharides contained glucose (59.0%-81.8%) as major sugar and minor glucuronic acid (4.5%-9.5%). Acidic polysaccharides exhibited stronger antioxidant activities than neutral fractions, and WPOPA showed the best antioxidant effects. Structural anal. indicated WPOPA had β-(1 → 6)-glucan backbone branched at O-3 by β-1,3-D-Glcp, t-β-D-Glcp and t-β-D-GlcpA. This investigation would be useful for screening natural antioxidants and significant in developing mushroom polysaccharides as functional foods.

International Journal of Biological Macromolecules published new progress about Carbohydrates Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 3458-28-4 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H12O6, Application In Synthesis of 3458-28-4.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Pingitore, Valeria; Martinez-Bailen, Macarena; Carmona, Ana T.; Meszaros, Zuzana; Kulik, Natalia; Slamova, Kristyna; Kren, Vladimir; Bojarova, Pavla; Robina, Inmaculada; Moreno-Vargas, Antonio J. published the artcile< Discovery of human hexosaminidase inhibitors by in situ screening of a library of mono- and divalent pyrrolidine iminosugars>, SDS of cas: 10602-04-7, the main research area is mol modeling docking pyrrolidine iminosugar preparation hexosaminidase human acetylglucosaminidase; click alkyne azide triazole cycloaddition catalyst preparation thiourea; enzyme active site human lysosomal hexosaminidase inhibitor; human lysosomal hexosaminidase inhibitor combinatorial library pyrrolidine iminosugar synthesis; Click reaction; Glycosidase inhibitors; Hexosaminidases; Iminosugars; In situ screening; Multivalency.

Two libraries of mono- and dimeric pyrrolidine iminosugars were synthesized by CuAAC and (thio)urea-bond-forming reactions from the resp. azido/aminohexylpyrrolidine iminosugar precursors. The resulting monomeric and dimeric compounds were screened for inhibition of β-N-acetylglucosaminidase from Jack beans, the plant ortholog of human lysosomal hexosaminidases. A selection of the best inhibitors of these libraries was then evaluated against human lysosomal β-N-acetylhexosaminidase B (hHexB) and human nucleocytoplasmic β-N-acetylglucosaminidase (hOGA). This evaluation identified a potent (nM) and selective monomeric inhibitor of hOGA compound I that showed a 6770-fold higher affinity for this enzyme than for hHexB. The corresponding dimeric derivative II further remarkably improved the selectivity in the inhibition of hOGA (2.7 x 104 times more selective for hOGA over hHexB) and the inhibition potency (by one order of magnitude). Docking studies were performed to explain the selectivity of inhibition observed in I.

Bioorganic Chemistry published new progress about 1,3-Dipolar cycloaddition reaction. 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, SDS of cas: 10602-04-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hoang, Kevin M.; Lees, Nicholas R.; Herzon, Seth B. published the artcile< Programmable Synthesis of 2-Deoxyglycosides>, Safety of ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, the main research area is deoxyglycoside synthesis programmable oligosaccharide stereoselective glycosylation.

Control of glycoside bond stereochem. is the central challenge in the synthesis of oligosaccharides. 2-Deoxyglycosides, which lack a C2 substituent to guide stereoselectivity, are among the most difficult classes of glycoside bond constructions. Here we present a method to synthesize 2-deoxysaccharides with specified glycoside bond stereochem. using a nucleophilic carbohydrate residue and the synthetic equivalent of an alc. electrophile. Because the configuration of the nucleophile can be precisely controlled, both α- and β-glycosides can be synthesized from the same starting material in nearly all cases examined Stereoselectivities in these reactions are often greater than 50:1 and yields typically exceed 70%. This strategy is amenable to the stereocontrolled syntheses of trisaccharide diastereomers, and a tetrasaccharide. This method may be extensible to other classes of carbohydrates.

Journal of the American Chemical Society published new progress about Glycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Safety of ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yadav, Vishal; Gordon, Jesse B.; Siegler, Maxime A.; Goldberg, David P. published the artcile< Dioxygen-Derived Nonheme Mononuclear FeIII(OH) Complex and Its Reactivity with Carbon Radicals>, Formula: C19H16O, the main research area is neopentylamine dioxygen nonheme mononuclear iron hydroxide preparation reactivity carbon; carbon radical reactivity neopentylamine dioxygen nonheme mononuclear iron hydroxide; crystal mol structure neopentylamine dioxygen nonheme mononuclear iron hydroxide.

A new tetradentate, monoanionic, mixed N/O donor ligand (BNPAPh2O-) with second coordination sphere H-bonding groups has been synthesized for stabilization of a terminal FeIII(OH) complex. The complex FeII(BNPAPh2O)(OTf) (1) reacts with O2 to give a mononuclear terminal FeIII(OH) complex, FeIII(OH)(BNPAPh2O)(OTf) (2), both of which were characterized by x-ray diffraction, electrospray ionization mass spectrometry, UV-vis, 1H and 19F NMR, 57Fe Moessbauer, and ESR spectroscopies. Treatment of 2 with carbon radicals (Ar3C·) gives Ar3COH and the FeII complex 1, in direct analogy with the elusive radical “”rebound”” process proposed for nonheme iron enzymes.

Journal of the American Chemical Society published new progress about Coordination sphere. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Formula: C19H16O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts