Author: tianli

Caffrey, Andrew J. published the artcileCharacterization of Humulus lupulus glycosides with porous graphitic carbon and sequential high performance liquid chromatography quadrupole time-of-flight mass spectrometry and high performance liquid chromatography fractionation, Quality Control of 106-25-2, the publication is Journal of Chromatography A (2022), 463130, database is CAplus and MEDLINE.

Monoterpenes contribute to the characteristic aroma of several hop varieties and may occur as nonvolatile glycosides. Upon hydrolysis, the volatile terpenes are released from the glycoside precursors. Little is known, however, about the glycoside composition of hops. Seven pentose-hexose monoterpene alc. glycosides from dried Humulus lupulus L. cv. Citra cones were isolated using high performance liquid chromatog. separation and fractionation on a reverse phase phenyl-hexyl column. Further evaluation of each isolated fraction through HPLC qTOF MS with porous graphitic carbon (PGC) showed that the seven isolated monoterpenyl glycoside fractions could be further resolved into 20 isomers. Isolation on phenyl-hexyl followed by separation on PGC was needed to distinguish each isomer present. Addnl., the hop cones were screened for potential aroma glycosides. Using the PGC column combined with a database of over 900 potential glycosides, the identification of 21 addnl. monoterpene-polyol, norisoprenoid, volatile phenol, and aliphatic alc. glycosides is reported.

Journal of Chromatography A published new progress about 106-25-2. 106-25-2 belongs to alcohols-buliding-blocks, auxiliary class Natural product, name is cis-3,7-Dimethyl-2,6-Octadien-1-Ol, and the molecular formula is C10H18O, Quality Control of 106-25-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Leshina, M. N. published the artcileSpecific Features of N-Morpholinoethyl Methacrylate Synthesis, Application of 2-Morpholinoethanol, the publication is Russian Journal of Applied Chemistry (2018), 91(7), 1118-1122, database is CAplus.

Methods for synthesis of N-morpholinoethyl methacrylate were compared. It was shown that the monomer produced by acylation of N-morpholinoethanol with methacrylic acid anhydride or methacryloyl chloride spontaneously polymerizes in storage. The possible reasons for the spontaneous polymerization of N-morpholinoethyl methacrylate produced by the acylation method were considered. The conditions in which a stable-in-storage monomer can be obtained in 86-88% yield by the method of re-esterification of Me methacrylate with N-morpholinoethanol were determined

Russian Journal of Applied Chemistry published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Application of 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Dore, J. C. published the artcileInformation processing manipulation of developed formulas for structure-activity relation studies. Application to antiparasitic drugs, Computed Properties of 3818-50-6, the publication is Journal de Pharmacie de Belgique (1990), 45(6), 375-84, database is CAplus.

A method is described for structure-activity relationship studies using algorithms based on mol. connectivity matrixes of atoms, bonds, chem. functional groups, and mol. fragments. Common features of a group of different compounds with the same pharmacol. activity can be determined with this method. A network (Prim’s tree) relating chem. structures to activities can be designed from the data obtained. New compounds placed in the network can be tested for their expected activities. The method was applied to a group of 50 antiparasitic drugs.

Journal de Pharmacie de Belgique published new progress about 3818-50-6. 3818-50-6 belongs to alcohols-buliding-blocks, auxiliary class Anti-infection,Antiparasitic, name is N-Benzyl-N,N-dimethyl-2-phenoxyethanaminium 3-hydroxy-2-naphthoate, and the molecular formula is C28H29NO4, Computed Properties of 3818-50-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Dishman, Sarah N. published the artcileDivergent stereochemical outcomes in the insertion of donor/donor carbenes into the C-H bonds of stereogenic centers, Computed Properties of 86-48-6, the publication is Chemical Science (2022), 13(4), 1030-1036, database is CAplus and MEDLINE.

Herein, the insertion of donor/donor carbenes into stereogenic carbon centers allowing access to trisubstituted benzodihydrofurans in a single step was reported. This study illuminates, for the first time, the stereochem. impact on the carbene center and delineates the structural factors that enable control over both stereogenic centers. Sterically bulky, highly activated C-H insertion centers exhibit high substrate control yielding a single diastereomer and a single enantiomer of product regardless of the catalyst used. Less bulky, less activated C-H insertion centers exhibit catalyst control over the diastereomeric ratio (dr), where a single enantiomer of each diastereomer was observed with high selectivity. A combination of exptl. studies and DFT calculations was used to elucidate the origin of these results. First, hydride transfer from the stereogenic insertion site proceeds with high stereoselectivity to the carbene center, thus determining the absolute configuration of the product. Second, the short lived zwitterionic intermediate can diastereoselectively ring-close by a hitherto unreported SE2 mechanism that was either controlled by the substrate or the catalyst. These results demonstrate that donor/donor carbenes undergo uniquely stereoselective reactions that originate from a stepwise reaction mechanism, in contrast to the analogous concerted reactions of carbenes with one or more electron-withdrawing groups attached.

Chemical Science published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C11H8O3, Computed Properties of 86-48-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Hansen, Hanne D. published the artcileSynthesis, radiolabeling and in vivo evaluation of [¹¹C](R)-1-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]-3-(2-pyrazinyloxy)-2-propanol, a potential PET radioligand for the 5-HT₇ receptor, Category: alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2014), 152-163, database is CAplus and MEDLINE.

In the search for a novel serotonin 7 (5-HT₇) receptor PET radioligand we synthesized and evaluated a new series of biphenylpiperazine derivatives in vitro. Among the studied compounds, (R)-1-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]-3-(2-pyrazinyloxy)-2-propanol, showed the best combination of affinity, selectivity, and lipophilicity, and was thus chosen for carbon-11 labeling and evaluation in pigs. After i.v. injection, compound I entered the pig brain and displayed reversible tracer kinetics. Pretreatment with the 5-HT₇ receptor selective antagonist SB-269970 resulted in limited decrease in the binding of I, suggesting that this radioligand is not optimal for imaging the brain 5-HT₇ receptor in vivo but it may serve as a lead compound for the design of novel 5-HT₇ receptor PET radioligands.

European Journal of Medicinal Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Lee, Hiu-Fung published the artcileSynthesis and Evaluation of Structurally Diverse C-2-Substituted Thienopyrimidine-Based Inhibitors of the Human Geranylgeranyl Pyrophosphate Synthase, Category: alcohols-buliding-blocks, the publication is Journal of Medicinal Chemistry (2022), 65(3), 2471-2496, database is CAplus and MEDLINE.

Novel analogs of C-2-substituted thienopyrimidine-based bisphosphonates (C2-ThP-BPs) are described that are potent inhibitors of the human geranylgeranyl pyrophosphate synthase (hGGPPS). Members of this class of compounds induce target-selective apoptosis of multiple myeloma (MM) cells and exhibit antimyeloma activity in vivo. A key structural element of these inhibitors is a linker moiety that connects their (((2-phenylthieno[2,3-d]pyrimidin-4-yl)amino)methylene)bisphosphonic acid core to various side chains. The structural diversity of this linker moiety, as well as the side chains attached to it, was investigated and found to significantly impact the toxicity of these compounds in MM cells. The most potent inhibitor CML-07-119(13c)(I) was evaluated in mouse and rat for liver toxicity and systemic exposure, resp., providing further optimism for the potential value of such compounds as human therapeutics.

Journal of Medicinal Chemistry published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C8H8O3, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Shirbhate, Mukesh Eknath published the artcileOptical and Fluorescent Dual Sensing of Aminoalcohols by in Situ Generation of BODIPY-like Chromophore, Related Products of alcohols-buliding-blocks, the publication is Journal of the American Chemical Society (2020), 142(11), 4975-4979, database is CAplus and MEDLINE.

A novel multifunctional aminophenylboronic acid connected to a diphenylketone gives both CD and fluorescence signals by in situ generation of a BODIPY-like chromophore in the presence of aminoalcs. DFT calculations were used to understand the role of each functional group in the mechanism. This new sensor can distinguish different aminoalcs. and quant. indicate the concentration of the substrate, allowing for the convenient determination of the ee of racemic mixtures with a single probe.

Journal of the American Chemical Society published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C7H7IN2O, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Capon, Brian published the artcileThe tautomerism of hydroxy derivatives of five-membered oxygen, nitrogen, and sulfur heterocycles, Formula: C4H4OS, the publication is Tetrahedron Letters (1986), 27(28), 3275-8, database is CAplus.

The unstable enolic tautomers 3-hydroxyfuran, 2- and 3-hydroxythiophene, 3-hydroxypyrrole, 3-hydroxy-1-methylpyrrole and their benzo derivatives have been generated in solution and the rate and equilibrium constants for their ketonization determined

Tetrahedron Letters published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Formula: C4H4OS.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Capon, Brian published the artcileThe tautomerism of hydroxy derivatives of five-membered oxygen, nitrogen, and sulfur heterocycles [Erratum to document cited in CA106(19):155813y], SDS of cas: 17236-59-8, the publication is Tetrahedron Letters (1988), 29(3), 250, database is CAplus.

An error in a k_H⁺ value for ketonization of 2-hydroxyindene was corrected (3.48 M^-1s^-1, not 83 M^-1s^-1. The error was not reflected in the abstract or the index entries.

Tetrahedron Letters published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, SDS of cas: 17236-59-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Capon, Brian published the artcileTautomerism of the monohydroxy derivatives of five-membered oxygen, nitrogen and sulfur heterocycles, Application of Thiophen-3-ol, the publication is Journal of the American Chemical Society (1989), 111(14), 5346-56, database is CAplus.

The O-deuterated enolic tautomers 3-deuteroxybenzofuran, 3-deuteroxybenzothiophene, 3-deuteroxyindole, 3-deuteroxy-1-methylindole, 3-deuteroxyfuran, 3-deuteroxythiophene, 2-deuteroxybenzothiophene, and 2-deuteroxythiophene were generated in solution in mixtures of CD₃COCD₃, CD₃CN, or CD₃SOCD₃ with D₂O by hydrolysis of their trimethylsilyl derivatives in the presence of DCl (10^-3-10^-1 M) and characterized by ¹H NMR spectroscopy. Solutions of 3-hydroxypyrrole and of 3-hydroxy-1-methylpyrrole were obtained by methanolysis of their trimethylsilyl derivatives, evaporation of the methanol, and immediate dissolution in DMSO-d₆. The carbocyclic analogs of the bicyclic heterocyclic enols 3-deuteroxyindene and 2-deuteroxyindene were also generated in solution Attempts to prepare solutions of 2-deuteroxyfuran, 2-deuteroxypyrrole, and 2-deuteroxy-1-methylpyrrole were unsuccessful. The kinetics of ketonization of the OH forms of these enols were investigated in water or aqueous acetonitrile solution The equilibrium constants for the keto-enol tautomerism were also determined either by direct measurement when sufficient enol was present at equilibrium or as the ratio of the rate constant for enolization of the keto form to that for ketonization of the enol form, the former being determined by the iodine-trapping technique. The effect of solvent on the equilibrium constants was also studied. Sufficient data were available for the equilibrium between 3-hydroxyindole and 3-ketoindole for them to be analyzed by the four-parameter equation of Mills and Beak to yield an a-value of 2.4 and a b-value of -3.0. The pK_as of the bicyclic enols were measured. 3-Hydroxybenzofuran and 3-hydroxybenzothiophene are stronger acids than 3-hydroxyindole and 3-hydroxy-1-methylindole. The ketonization reactions are general-acid and general-base catalyzed and their mechanisms are discussed.

Journal of the American Chemical Society published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Application of Thiophen-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts