Tag: M.W=150-200

Zhou, Xin published the artcileSynthesis of 2-oxazolines from ring opening isomerization of 3-amido-2-phenyl azetidines, Product Details of C11H8O3, the publication is Molecules (2021), 26(4), 857, database is CAplus and MEDLINE.

In this paper, an efficient synthesis of 2-oxazolines I (R = Me, Ph, furan-2-yl, 1-hydroxynaphthalen-2-yl, etc.) has been achieved via the stereospecific isomerization of 3-amido-2-Ph azetidines II. The reactions were studied in the presence of both Bronsted and Lewis acids, and Cu(OTf)₂ were found to be the most effective.

Molecules 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 C2H3N3, Product Details of C11H8O3.

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

Li, Na published the artcileLiquid chromatography-mass spectrometry based metabolic characterization of pleural effusion in patients with acquired EGFR-TKI resistance, Application of 3-Hydroxyphenylacetic acid, the publication is Journal of Pharmaceutical and Biomedical Analysis (2021), 114147, database is CAplus and MEDLINE.

Epidermal growth factor receptor tyrosine kinase inhibitor (EGFR-TKI) acquired resistance remains a major barrier in the clin. treatment of lung adenocarcinoma with epidermal growth factor receptor (EGFR) mutations. Despite extensive efforts, mechanism of acquired resistance has not yet been elucidated clearly. The subject of this study was to characterize the metabolic signatures relevant to acquired EGFR-TKI resistance in pleural effusion (PE), and identify potential biomarkers in PE of patients with acquired EGFR-TKI resistance. PE from EGFR-TKI untreated group (n = 30) and EGFR-TKI resistant group (n = 18) was analyzed using liquid chromatog.-mass spectrometry (LC-MS) based metabolomic. Multivariate statistical anal. revealed distinctive diff ;erences between the groups. A total of 34 significantly differential metabolites in PE were identified, among which, the acquired EGFR-TKI resistant group had higher levels of L-lysine, taurine, ornithine and citrulline, and lower levels of L-tryptophan, kynurenine, L-phenylalanine, L-leucine, N-formyl-L-methionine, 3-hydroxyphenylacetic acid and N-acetyl-D-phenylalanine in PE than that of the EGFR-TKI untreated group. These metabolites are mainly involved in six amino acid metabolic pathways. In addition, 3-hydroxyphenylacetic acid and N-acetyl-D-phenylalanine showed the highest AUC values of 0.934 and 0.929 in receiver operating characteristic anal. Through LC-MS metabolomics, our study identified potential biomarkers in PE, differentiating EGFR-TKI resistant patients from untreated patients, as well as the mechanisms underlying acquired EGFR-TKI resistance; thus, providing novel insights into acquired EGFR-TKI resistance.

Journal of Pharmaceutical and Biomedical Analysis published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C8H8O3, Application of 3-Hydroxyphenylacetic acid.

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

Kownacki, Ireneusz published the artcileTris(triorganosilyl)phosphites-New ligands controlling catalytic activity of Pt(0) complex in curing of silicone rubber, Category: alcohols-buliding-blocks, the publication is Applied Catalysis, A: General (2010), 380(1-2), 105-112, database is CAplus.

Applying novel and efficient method, new tris(triorganosilyl)phosphites were synthesized and further used for the preparation of new well-defined platinum complexes [Pt(DVTMDS){P(OSiR₃)₃}] (DVTMDS = (H₂C=CHSiMe₂)₂O, R₃ = Si₇O₉(ⁱOct)₇, ⁱPr₃, MePh₂, Ph₃, (O^tBu)₃, (OSiMe₃)₃) which were well characterized by spectroscopic methods. Structures of two platinum(0) complexes, [Pt{η⁴-(H₂C=CHSiMe₂)₂O}{P(OSiPh₃)₃}] (10) and [Pt{η⁴-(H₂C=CHSiMe₂)₂O}{P(OSi(O^tBu₃))₃}] (11) were determined by x-ray anal. The new complexes proved to be effective catalysts of a crosslinking of silicones via hydrosilylation at elevated temperature with relatively short cure time and the enthalpy of network formation similar to that of Pt-Karstedt’s/DAM (DAM = diallyl maleate) catalytic system. Addnl., the catalyzed silicone formulation had sufficiently long pot-life at room temperature

Applied Catalysis, A: General published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Category: alcohols-buliding-blocks.

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

Lesniak, Robert K. published the artcileHuman carnitine biosynthesis proceeds via (2S,3S)-3-hydroxy-N^ε-trimethyllysine, Category: alcohols-buliding-blocks, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(2), 440-442, database is CAplus and MEDLINE.

N^ε-Trimethyllysine hydroxylase (TMLH) catalyzes the 1st step in mammalian biosynthesis of carnitine, which plays a crucial role in fatty acid metabolism The stereochem. of the 3-hydroxy-N^ε-trimethyllysine product of TMLH has not been defined. Here, the authors report enzymic and asym. synthetic studies, which define the product of TMLH catalysis as (2S,3S)-3-hydroxy-N^ε-trimethyllysine.

Chemical Communications (Cambridge, United Kingdom) published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C8H19NO2, Category: alcohols-buliding-blocks.

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

Lamani, Manjunath published the artcilePiperidine and piperazine inhibitors of fatty acid amide hydrolase targeting excitotoxic pathology, Product Details of C10H13NO2, the publication is Bioorganic & Medicinal Chemistry (2019), 27(23), 115096, database is CAplus and MEDLINE.

FAAH inhibitors offer safety advantages by augmenting the anandamide levels “on demand” to promote neuroprotective mechanisms without the adverse psychotropic effects usually seen with direct and chronic activation of the CB1 receptor. FAAH is an enzyme implicated in the hydrolysis of the endocannabinoid N-arachidonoylethanolamine (AEA), which is a partial agonist of the CB1 receptor. Herein, we report the discovery of a new series of highly potent and selective carbamate FAAH inhibitors and their evaluation for neuroprotection. The new inhibitors showed potent nanomolar inhibitory activity against human recombinant and purified rat FAAH, were selective (>1000-fold) against serine hydrolases MGL and ABHD6 and lacked any affinity for the cannabinoid receptors CB1 and CB2. Evaluation of FAAH inhibitors 9(I) and 31(II) using the in vitro competitive activity-based protein profiling (ABPP) assay confirmed that both inhibitors were highly selective for FAAH in the brain, since none of the other FP-reactive serine hydrolases in this tissue were inhibited by these agents. Our design strategy followed a traditional SAR approach and was supported by mol. modeling studies based on known FAAH cocrystal structures. To rationally design new mols. that are irreversibly bound to FAAH, we have constructed “precovalent” FAAH-ligand complexes to identify good binding geometries of the ligands within the binding pocket of FAAH and then calculated covalent docking poses to select compounds for synthesis. FAAH inhibitors I and II were evaluated for neuroprotection in rat hippocampal slice cultures. In the brain tissue, both inhibitors displayed protection against synaptic deterioration produced by kainic acid-induced excitotoxicity. Thus, the resultant compounds produced through rational design are providing early leads for developing therapeutics against seizure-related damage associated with a variety of disorders.

Bioorganic & Medicinal Chemistry published new progress about 27292-49-5. 27292-49-5 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Benzene,Phenol, name is 3-Morpholinophenol, and the molecular formula is C10H13NO2, Product Details of C10H13NO2.

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

Larcombe, Chloe N. published the artcileAccessing Diverse Cross-Benzoin and α-Siloxy Ketone Products via Acyl Substitution Chemistry, Safety of 2-Hydroxy-2-phenylacetic acid, the publication is Journal of Organic Chemistry (2022), 87(14), 9408-9413, database is CAplus and MEDLINE.

An approach to diverse cross-benzoin and α-siloxy ketone products which leverages a simple yet underutilized C-C bond disconnection strategy is reported. Acyl substitution of readily accessible α-siloxy Weinreb amides with organolithium compounds enables access to a broad scope of aryl, heteroaryl, alkyl, alkenyl, and alkynyl derivatives Enantiopure benzoins can be accessed via a chiral pool approach, and the utility of accessible cross-benzoins and α-siloxy ketones is highlighted in a suite of downstream synthetic applications.

Journal of Organic 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, Safety of 2-Hydroxy-2-phenylacetic acid.

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

Lubeck, Josephine S. published the artcileSupercritical fluid chromatography for the analysis of oxygenated polycyclic aromatic compounds in unconventional oils, Name: 1-Hydroxy-2-naphthoic acid, the publication is Journal of Chromatography A (2019), 162-172, database is CAplus and MEDLINE.

Unconventional oil feeds can be rich in oxygenated organic compounds that will neg. affect the fuel properties if they are not removed during refining. In this study, supercritical fluid chromatog. (SFC) was utilized for the combined anal. of polycyclic aromatic hydrocarbons (PAHs) and oxygenated polycyclic aromatic compounds (OPACs). One objective was to chromatog. sep. PAHs from OPACs; another to reach a high peak capacity, improved peak shapes and high signal-to-noise ratios (S/N) for OPACs. These objectives were set to establish a non-target anal. method for oxygenated compounds in unconventional oils by SFC hyphenated to a UV detector and a quadrupole time-of-flight mass spectrometer (QTOF-MS) with neg. electrospray ionization (ESI^–). Highest peak capacities were observed with a 2-picolylamine column with methanol as modifier, however, a better resolution and S/N were obtained with ethanol and 0.1% formic acid. The elution order for OPACs on all columns followed mainly the polarity of the analytes: furans < aldehydes ≤ ketones < phenols ≤ carboxylic acids. Best separation between PAHs and OPACs was achieved with the ethylene-bridged silica column. The optimized SFC-UV-ESI^–-QTOF-MS method was tested on a coal tar middle distillate and a pyrolysis oil where a number of homologous series (e.g. hydroxy-naphthalenes and -benzaldehydes) was 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, Name: 1-Hydroxy-2-naphthoic acid.

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

Riggs, Daniel W. published the artcileEnvironmental exposure to volatile organic compounds is associated with endothelial injury, Application of 2-Hydroxy-2-phenylacetic acid, the publication is Toxicology and Applied Pharmacology (2022), 115877, database is CAplus and MEDLINE.

Volatile organic compounds (VOCs) are airborne toxicants abundant in outdoor and indoor air. High levels of VOCs are also present at various Superfund and other hazardous waste sites; however, little is known about the cardiovascular effects of VOCs. We hypothesized that ambient exposure to VOCs exacerbate cardiovascular disease (CVD) risk by depleting circulating angiogenic cells (CACs). In this cross-sectional study, we recruited 603 participants with low-to-high CVD risk and measured 15 subpopulations of CACs by flow cytometry and 16 urinary metabolites of 12 VOCs by LC/MS/MS. Associations between CAC and VOC metabolite levels were examined using generalized linear models in the total sample, and sep. in non-smokers. In single pollutant models, metabolites of ethylbenzene/styrene and xylene, were neg. associated with CAC levels in both the total sample, and in non-smokers. The metabolite of acrylonitrile was neg. associated with CD45^dim/CD146⁺/CD34⁺/AC133⁺ cells and CD45⁺/CD146⁺/AC133⁺, and the toluene metabolite with AC133⁺ cells. In anal. of non-smokers (n = 375), multipollutant models showed a neg. association with metabolites of ethylbenzene/styrene, benzene, and xylene with CD^45dim/CD146⁺/CD34⁺ cells, independent of other VOC metabolite levels. Cumulative VOC risk score showed a strong neg. association with CD45^dim/CD146⁺/CD34⁺ cells, suggesting that total VOC exposure has a cumulative effect on pro-angiogenic cells. We found a non-linear relationship for benzene, which showed an increase in CAC levels at low, but depletion at higher levels of exposure. Sex and race, hypertension, and diabetes significantly modified VOC associated CAC depletion. Low-level ambient exposure to VOCs is associated with CAC depletion, which could compromise endothelial repair and angiogenesis, and exacerbate CVD risk.

Toxicology and Applied Pharmacology 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, Application of 2-Hydroxy-2-phenylacetic acid.

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

Beyzavi, Hudson published the artcile¹⁸F-Deoxyfluorination of Phenols via Ru π-Complexes, Formula: C10H13NO2, the publication is ACS Central Science (2017), 3(9), 944-948, database is CAplus and MEDLINE.

The deficiency of robust and practical methods for ¹⁸F-radiofluorination is a bottleneck for positron emission tomog. (PET) tracer development. Here, we report the first transition-metal-assisted ¹⁸F-deoxyfluorination of phenols. The transformation benefits from readily available phenols as starting materials, tolerance of moisture and ambient atm., large substrate scope, and translatability to generate doses appropriate for PET imaging.

ACS Central Science published new progress about 27292-49-5. 27292-49-5 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Benzene,Phenol, name is 3-Morpholinophenol, and the molecular formula is C10H13NO2, Formula: C10H13NO2.

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

Goswami, Lalit published the artcileBiological treatment of wastewater containing a mixture of polycyclic aromatic hydrocarbons using the oleaginous bacterium Rhodococcus opacus, SDS of cas: 86-48-6, the publication is Journal of Cleaner Production (2018), 1282-1291, database is CAplus.

Polycyclic aromatic hydrocarbons (PAHs), including naphthalene, phenanthrene and fluoranthene are commonly found in wastewaters from refineries and biomass gasification industries. This study investigated the simultaneous biodegradation of these PAHs along with lipid accumulation by Rhodococcus opacus in a ternary substrate system. A 2³ full factorial design of experiments was employed with the three PAHs at two different levels by varying their initial concentrations in the range 50-200 mg L^-1 each. A maximum removal of 91.6%, 82.3% and 80.7% was achieved for naphthalene, phenanthrene and fluoranthene, resp. The individual effect of PAH concentration was found to be more significant than 2-way and 3-way interaction effects on their degradation PAH biodegradation efficiency in the mixture was mainly affected by initial concentration and aromatic complexity of the PAHs. Identification of the PAH degradation metabolites was carried out using LC-MS anal., which clearly revealed that the PAHs were degraded primarily via the ortho/para pathway. This study demonstrates the potential utility of R. opacus for bioremediation and industrial wastewater treatment.

Journal of Cleaner Production 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, SDS of cas: 86-48-6.

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