Month: December 2022

Lemke, Carina published the artcileChromenones as Multineurotargeting Inhibitors of Human Enzymes, Synthetic Route of 622-40-2, the publication is ACS Omega (2019), 4(26), 22161-22168, database is CAplus and MEDLINE.

The complex nature of multifactorial diseases, such as Morbus Alzheimer, has produced a strong need to design multitarget-directed ligands to address the involved complementary pathways. A purposive structural modification of a tetratarget small-mol. contilisant and generated a combinatorial library of substituted chromen-4-ones I (R = pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, etc.; n = 2, 3, 4, 5) is reported. The compounds comprise a basic moiety which is linker-connected to the 6-position of the heterocyclic chromenone core. The syntheses were accomplished by Mitsunobu- or Williamson-type ether formations. The resulting library members were evaluated at a panel of seven human enzymes, all of which being involved in the pathophysiol. of neurodegeneration. A concomitant inhibition of human acetylcholinesterase and human monoamine oxidase B, with IC50 values of 5.58 and 7.20 μM, resp., was achieved with the dual-target 6-(4-(piperidin-1-yl)butoxy)-4H-chromen-4-one.

ACS Omega 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, Synthetic Route of 622-40-2.

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

Cao, Sheng published the artcileSubstituent Effects on Oxidation-Induced Formation of Quinone Methides from Arylboronic Ester Precursors, Application In Synthesis of 25240-59-9, the publication is Chemistry – A European Journal (2013), 19(27), 9050-9058, database is CAplus and MEDLINE.

A series of arylboronic esters containing different aromatic substituents and various benzylic leaving groups (Br or N⁺Me₃Br^–) have been synthesized. The substituent effects on their reactivity with H₂O₂ and formation of quinone methide (QM) have been investigated. NMR spectroscopy and Et vinyl ether (EVE) trapping experiments were used to determine the reaction mechanism and QM formation, resp. QMs were not generated during oxidative cleavage of the boronic esters but by subsequent transformation of the phenol products under physiol. conditions. The oxidative deboronation is facilitated by electron-withdrawing substituents, such as aromatic F, NO₂, or benzylic N⁺Me₃Br^–, whereas electron-donating substituents or a better leaving group favor QM generation. Compounds containing an aromatic CH₃ or OMe group, or a good leaving group (Br), efficiently generate QMs under physiol. conditions. Finally, a quant. relationship between the structure and activity has been established for the arylboronic esters by using a Hammett plot. The reactivity of the arylboronic acids/esters and the inhibition or facilitation of QM formation can now be predictably adjusted. This adjustment is important as some applications may benefit and others may be limited by QM generation.

Chemistry – A European Journal published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Application In Synthesis of 25240-59-9.

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

Kristensen, Mette published the artcileOptimization and validation of a derivatization method with boron trifluoride in ethanol for analysis of aromatic carboxylic acids in water, Synthetic Route of 86-48-6, the publication is Journal of Chromatography A (2019), 21-26, database is CAplus and MEDLINE.

Gas-chromatog. (GC) anal. of carboxylic acids is limited by the high polarity and low volatility of most of these compounds Boron trifluoride (BF₃) mediated alkylation reactions is one of the most commonly used derivatization methods for making carboxylic acids GC compatible. A semi-automated BF₃-EtOH (ethanol) derivatization method was optimized for comprehensive two-dimensional gas chromatog. high-resolution mass spectrometry (GC × GC-HR MS) anal. of carboxylic acids in solid phase extraction (SPE) extracts of oil-polluted water. The optimal derivatization method were found to be with addition of 300 μL BF₃-EtOH per 200 μL sample and reaction at 75° for 24 h. Derivatives of eight selected acids (aliphatic, mono- and diarom.) were stable over 12 h with relative standard deviations (RSDs) of 2.0-10.7%, the derivatization method was repeatable (RSDs of 3.2-17.2%), detection limits (DL) and limit of detections (LODs) was in the range of DL = 0.53-1.63 ppb and LOD = 0.19-2.51 ppb for pure acid standards, and DL = 0.18-3.41 ppb and LOD = 0.28-5.46 ppb for matrix matched acid standards Finally, the method was validated on the acidic fraction of a mixed anion-exchange SPE of oil polluted water. Thousands of degradation products from parent alkylated polycyclic aromatic hydrocarbons (PAHs) and aliphatic hydrocarbons, such as aliphatic acids and mono-, di-, and triarom. acids were analyzed by the applied method and compound groups were tentatively identified.

Journal of Chromatography A 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, Synthetic Route of 86-48-6.

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

Shehaj, Livia published the artcileSmall-Molecule Inhibitors of Haemophilus influenzae IgA1 Protease, SDS of cas: 30165-97-0, the publication is ACS Infectious Diseases (2019), 5(7), 1129-1138, database is CAplus and MEDLINE.

Newly identified, nontypable Haemophilus influenzae (H. influenza) strains represent a serious threat to global health. Due to the increasing prevalence of antibiotic resistance, virulence factors have emerged as potential therapeutic targets that would be less likely to promote resistance. IgA1 proteases are secreted virulence factors of many Gram-neg. human pathogens. These enzymes play important roles in tissue invasion as well as evasion of the immune response, yet there has been limited work on pharmacol. inhibitors. Here, we report the discovery of the first small mol., nonpeptidic inhibitors of H. influenzae IgA1 proteases. We screened over 47 000 compounds in a biochem. assay using recombinant protease and identified a hit compound with micromolar potency. Preliminary structure-activity relationships produced addnl. inhibitors, two of which showed improved inhibition and selectivity for IgA protease over other serine proteases. We further showed dose-dependent inhibition against four different IgA1 protease variants collected from clin. isolates. These data support further development of IgA protease inhibitors as potential therapeutics for antibiotic-resistant H. influenza strains. The newly discovered inhibitors also represent valuable probes for exploring the roles of these proteases in bacterial colonization, invasion, and infection of mucosal tissues.

ACS Infectious Diseases published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C17H19N3O6, SDS of cas: 30165-97-0.

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

Kim, Seung-Woo published the artcileNeuroprotective effect of triflusal and its main metabolite, 2-hydroxy-4-trifluoromethylbenzoic acid (HTB), in the postischemic brain, Application In Synthesis of 328-90-5, the publication is Neuroscience Letters (2017), 59-64, database is CAplus and MEDLINE.

2-Hydroxy-4-trifluoromethylbenzoic acid (HTB) is a metabolite of triflusal (TF), and has been reported to exert anti-inflammatory effect. In this study, the authors investigated whether HTB has a neuroprotective effect against ischemic brain injuries. We showed that i.v. administration of HTB (5 mg/kg) 30 min before or 1, 3, or 6 h after middle cerebral artery occlusion (MCAO) reduced brain infarct to 10.4 ± 3.3%, 16.9 ± 2.3%, 22.2 ± 1.5% and 40.7 ± 7.5%, resp., of that of treatment-naive MCAO controls, and the therapeutic time window extended to 9 h after MCAO (40.7 ± 7.5%). Furthermore, HTB suppressed infarct formation, protected motor activities, and ameliorated neurol. deficits more effectively than by TF or salicylic acid (SA). HTB markedly suppressed microglial activation and proinflammatory cytokines expressions in the postischemic brain and in BV2 cells and suppressed LPS-induced nitrite production by inhibiting IkB degradation In addition, HTB suppressed NMDA-induced neuronal cell death more effectively than TF or SA in primary cortical neuron cultures. Together, these results indicate that HTB has multi-modal protective effects against ischemic brain damage that encompass anti-inflammatory, anti-excitotoxicity, and anti-Zn²⁺-toxicity effects.

Neuroscience Letters published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Application In Synthesis of 328-90-5.

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

Lim, Hyun-Hee published the artcileFlavor components in tobacco capsules identified through non-targeted quantitative analysis, HPLC of Formula: 106-25-2, the publication is Journal of Mass Spectrometry (2022), 57(2), e4811, database is CAplus and MEDLINE.

Tobacco flavors increase the attractiveness of a tobacco brand and ultimately promote addiction. Information about what flavor and how much flavor is in flavor capsules can provide an effective way to regulate tobacco flavor. In this study, 128 flavor chems. were identified and quantified by gas chromatog.-mass spectrometry using libraries and authentic standards Validation of the developed method was performed for interference, detection limits, calibration curves, accuracy, and precision. Menthol was the main ingredient in all capsules, and the carcinogenic pulegone was detected. Detected menthofuran, benzyl alc., geraniol, and eugenol cause toxic or severe irritation, and detected lactones can increase nicotine addiction by inhibiting nicotine metabolism in smokers. Margin of exposures for carcinogenic pulegone and non-carcinogenic menthol were well below safety thresholds, indicating a significant risk of inhalation exposure. It is desirable to prohibit the use of flavor capsules in consideration of human risk.

Journal of Mass Spectrometry 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, HPLC of Formula: 106-25-2.

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

Kim, Jinwoong published the artcileComputer-aided design and synthesis of 3-carbonyl-5-phenyl-1H-pyrazole as highly selective and potent BRAFV600E and CRAF inhibitor, Product Details of C6H13NO2, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2019), 34(1), 1314-1320, database is CAplus and MEDLINE.

BRAF belongs to the upstream portion of the MAPK pathway, which is involved in cell proliferation and survival. When mutations occur in BRAF, downstream MEK and ERK are phosphorylated irresp. of RAS, resulting in melanoma-like cancer. Over the years, small mols. targeting BRAFV600E have been discovered to be very effective melanoma drugs, but they are known to cause the BRAF paradox. Recently, it was shown that this paradox is caused by the heterodimer phenomenon of BRAF/CRAF. Here, we suggest one method by which paradoxical activation can be avoided by selectively inhibiting BRAFV600E and CRAF but not wild-type BRAF. From previous report of N-(3-(3-alkyl-1H-pyrazol-5-yl) phenyl) aryl amide as a selective inhibitor of BRAFV600E and CRAF, we present compounds that offer enhanced selectivity and efficacy with the aid of mol. modeling.

Journal of Enzyme Inhibition and Medicinal 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, Product Details of C6H13NO2.

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

Payne, China M. published the artcile5-Bromo-norborn-2-en-7-one derivatives as a carbon monoxide source for palladium catalyzed carbonylation reactions, HPLC of Formula: 622-40-2, the publication is RSC Advances (2019), 9(53), 30736-30740, database is CAplus and MEDLINE.

Norbornenone derivative, obtained from the reaction of 2,5-dimethyl-3,4-diphenylcyclopentadienone dimer with bromomaleic anhydride, provided an excellent base-triggered source of carbon monoxide for palladium-catalyzed carbonylation reactions. Aminocarbonylation, ketoamide synthesis, and Suzuki-Miyaura reactions of aryl iodides carried out in a two-chamber reaction vessel gave good to excellent yields of carbonylated products.

RSC Advances 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, HPLC of Formula: 622-40-2.

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

Lim, Soobin published the artcileCobalt-Catalyzed Defluorosilylation of Aryl Fluorides via Grignard Reagent Formation, Synthetic Route of 23351-09-9, the publication is Organic Letters (2020), 22(18), 7387-7392, database is CAplus and MEDLINE.

Transition-metal-catalyzed transformations of the C-F bond not only tackle an interesting problem of challenging bond activation but also offer new synthetic strategies where the relatively inert C-F bond is converted to versatile functional groups. Herein the authors report a practical Co-catalyzed silylation of aryl fluorides that uses a cheap electrophilic Si source with Mg. This method is compatible with various Si sources and can be operated under aerobic conditions. Mechanistic studies support the in situ formation of a Grignard reagent, which is captured by the electrophilic Si source.

Organic Letters published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Synthetic Route of 23351-09-9.

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

Lee, Jonghee published the artcileEnhanced efficiency of polyfluorene derivatives: organic-inorganic hybrid polymer light-emitting diodes, Safety of 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2006), 44(9), 2943-2954, database is CAplus.

Two novel organic-inorganic hybrid polyfluorene derivatives, poly{(9,9′-dioctyl-2,7-fluorene)-co-(9,9′-di-POSS-2,7-fluorene)-co-[2,5-bis(octyloxy)-1,4-phenylene]} (PFDOPPOSS) and poly{(9,9′-dioctyl-2,7-fluorene)-co-(9,9′-di-POSS-2,7-fluorene)-co-bithiophene} (PFT2POSS), were synthesized by the Pd-catalyzed Suzuki reaction of polyhedral oligomeric silsesquioxane (POSS) appended fluorene, dioctyl phenylene, and bithiophene moieties. The synthesized polymers were characterized with ¹H NMR spectroscopy and elemental anal. Photoluminescence (PL) studies showed that the incorporation of the POSS pendant into the polyfluorene derivatives significantly enhanced the fluorescence quantum yields of the polymer films, likely via a reduction in the degree of interchain interaction as well as keto formation. Addnl., the blue-light-emitting polyfluorene derivative PFDOPPOSS showed high thermal color stability in PL. Moreover, single-layer light-emitting diode devices of an indium tin oxide/poly(3,4-ethylene dioxythiophene):poly(styrene sulfonate)/polymer/Ca/Al configuration fabricated with PFDOPPOSS and PFT2POSS showed much improved brightness, maximum luminescence intensity, and quantum efficiency in comparison with devices fabricated with the corresponding pristine polymers PFDOP and PFT2. In particular, the maximum external quantum efficiency of PFT2POSS was 0.13%, which was twice that of PFT2 (0.06%), and the maximum current efficiency of PFT2POSS was 0.38 cd/A, which again was twice that of PFT2 (0.19 cd/A).

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Safety of 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene.

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