Category: alcohols-buliding-blocks

Collins, Ian published the artcileN-alkenyl nitrone dipolar cycloaddition routes to piperidines and indolizidines. Part 6. Allylic stereocontrol in the intramolecular cyclization of monosubstituted nitrones, Related Products of alcohols-buliding-blocks, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1994), 2205-15, database is CAplus.

The intramol., thermal dipolar cycloadditions of the (Z)-N-alk-4-enyl nitrones I (R = OMe, MeOCH₂O, alkylsiloxy) bearing a single, allylic substituent were investigated. Certain alkoxy substituted nitrones I showed a remarkable preference for the formation of axially substituted isoxazolidines II (same R), whereas the Pr and trifluoromethyl substituted nitrones I (R = F₃C, Pr) gave equatorially substituted cycloadducts resp., consistent with the involvement of chair-like transition states.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 83706-94-9. 83706-94-9 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is (E)-4,4,4-Trifluorobut-2-en-1-ol, and the molecular formula is C4H5F3O, Related Products of alcohols-buliding-blocks.

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

Iio, Takuya published the artcileFine-Bubble-Slug-Flow Hydrogenation of Multiple Bonds and Phenols, Product Details of C9H12O, the publication is Synlett (2020), 31(19), 1919-1924, database is CAplus.

A promising method for the continuous hydrogenation of alkenes or alkynes by using a newly developed fine-bubble generator is described. The fine-bubble-containing slug-flow system was up to 1.4 times more efficient than a conventional slug-flow method. When applied in the hydrogenation of phenols to the corresponding cyclohexanones, the fine bubble-slug-flow method suppressed over-reduction As this method does not require the use of excess gas, it is expected to be widely applicable in improving the efficiency of gas-mediated flow reactions.

Synlett published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C9H12O, Product Details of C9H12O.

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

Kikugawa, Yasuo published the artcileIntramolecular Cyclization with Nitrenium Ions Generated by Treatment of N-Acylaminophthalimides with Hypervalent Iodine Compounds: Formation of Lactams and Spiro-Fused Lactams, Safety of 3,3,3-Trifluoropropan-1-ol, the publication is Journal of Organic Chemistry (2003), 68(17), 6739-6744, database is CAplus and MEDLINE.

In hexafluoroisopropyl alc., N-phthalimido-N-acylnitrenium ions, generated from N-acylamino phthalimides I [X = O, CH₂, (CH₂)₂, (CH₂)₃, OCH₂, etc.; R = H, 4-Me, 2-Cl, 4-MeO, 2,4-F₂, etc.] by treatment with hypervalent iodine compounds, phenyliodine bis(trifluoroacetate) (PIFA) or its 4-chloro-substituted derivative, underwent intramol. electrophilic substitution reactions to afford N-phthalimido azaheterocycles II in high yields. Treatment of I [X = OCH₂, (CH₂)₂, (CH₂)₃] with PIFA or [hydroxy(tosyloxy)iodo]benzene (HTIB) in 2,2,2-trifluoroethanol gave spirodienones, e.g. III, as a result of ipso attack of the intermediate nitrenium ion.

Journal of Organic Chemistry published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Safety of 3,3,3-Trifluoropropan-1-ol.

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

Takahashi, Hiroto published the artcileRhodium(III)-Catalyzed Oxidative Intramolecular 1,1-Oxyamination of Alkenes with Protected Amino Acids to Produce Oxazoloisoindole-2,5-diones, Formula: C8H5F3O3, the publication is European Journal of Organic Chemistry (2021), 2021(12), 1891-1895, database is CAplus.

It has been established that an electron-deficient bis(ethoxycarbonyl)-substituted cyclopentadienyl (Cp^E) rhodium(III) complex catalyzes the oxidative intramol. 1,1-oxyamination of alkenes with N-benzoyl amino acids to produce oxazoloisoindole-2,5-diones. Exptl. and theor. mechanistic studies revealed that this oxidative 1,1-oxyamination proceeds via not the aza-Wacker reaction but the formation of a rhoda(III)oxazolidine initiated by the carboxylic acid-directed N-H bond cleavage.

European Journal of Organic Chemistry 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 C8H5IO, Formula: C8H5F3O3.

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

Kang, Seong-Mook published the artcileA novel synthetic HTB derivative, BECT inhibits lipopolysaccharide-mediated inflammatory response by suppressing the p38 MAPK/JNK and NF-κB activation pathways, Recommanded Product: 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is Pharmacological Reports (2014), 66(3), 471-479, database is CAplus and MEDLINE.

Activated microglia cells are well recognized as mediators of neuroinflammation, as they release nitric oxide and pro-inflammatory cytokines in various neuroinflammatory diseases. Thus, suppressing microglial activation may alleviate neuroinflammatory and neurodegenerative processes. In the present study, we synthesized and investigated the anti-neuroinflammatory effect of a novel HTB (2-hydroxy-4-trifuoromethylbenzoic acid) derivative in lipopolysaccharide (LPS)-stimulated microglial cells. Among the synthesized derivatives, the BECT [But-2-enedioic acid bis-(2-carboxy-5-trifluoromethyl-phenyl) ester] significantly decreased production of nitric oxide and other pro-inflammatory cytokines including tumor necrosis factor-α, interleukin-1β, and interleukin-6 in microglial cells. BECT also mitigated the expression of inducible nitric oxide synthase and cyclooxygenase-2 at both the mRNA and protein levels. Further mechanistic studies demonstrated that the HTB derivative inhibited phosphorylation of JNK and p38 mitogen-activated protein kinase and nuclear translocation of nuclear factor kappa-B in LPS-stimulated BV-2 microglial cells. Thus BECT, our novel synthesized compound have anti-inflammatory activity in microglial cells, and may have therapeutic potential for treating neuroinflammatory diseases.

Pharmacological Reports 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, Recommanded Product: 2-Hydroxy-4-(trifluoromethyl)benzoic acid.

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

Joshi, Shrinivas D. published the artcileChemical synthesis and in silico molecular modeling of novel pyrrolyl benzohydrazide derivatives: Their biological evaluation against enoyl ACP reductase (InhA) and Mycobacterium tuberculosis, Application In Synthesis of 23351-09-9, the publication is Bioorganic Chemistry (2017), 181-200, database is CAplus and MEDLINE.

In efforts to develop new antitubercular agents, we report here the synthesis of a series of novel pyrrole hydrazine derivatives The mols. were evaluated against inhibitors of InhA, which is one of the key enzymes involved in type II fatty acid biosynthetic pathway of the mycobacterial cell wall as well as inhibitors of Mycobacterium tuberculosis H37Rv. The binding mode of compounds at the active site of enoyl-ACP reductase was explored using the surflex-docking method. The model suggests one or two H-bonding interactions between the compounds and the InhA enzyme. Some compounds exhibited good activities against InhA in addition to promising activities against M. tuberculosis.

Bioorganic Chemistry 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, Application In Synthesis of 23351-09-9.

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

Valdes, Alberto published the artcileMetabolomics study of COVID-19 patients in four different clinical stages, Computed Properties of 621-37-4, the publication is Scientific Reports (2022), 12(1), 1650, database is CAplus and MEDLINE.

SARS-CoV-2 (severe acute respiratory syndrome coronavirus 2) is the coronavirus strain causing the respiratory pandemic COVID-19 (coronavirus disease 2019). To understand the pathobiol. of SARS-CoV-2 in humans it is necessary to unravel the metabolic changes that are produced in the individuals once the infection has taken place. The goal of this work is to provide new information about the altered biomol. profile and with that the altered biol. pathways of patients in different clin. situations due to SARS-CoV-2 infection. This is done via metabolomics using HPLC-QTOF-MS anal. of plasma samples at COVID-diagnose from a total of 145 adult patients, divided into different clin. stages based on their subsequent clin. outcome (25 neg. controls (non-COVID); 28 pos. patients with asymptomatic disease not requiring hospitalization; 27 pos. patients with mild disease defined by a total time in hospital lower than 10 days; 36 pos. patients with severe disease defined by a total time in hospital over 20 days and/or admission at the ICU; and 29 pos. patients with fatal outcome or deceased). Moreover, follow up samples between 2 and 3 mo after hospital discharge were also obtained from the hospitalized patients with mild prognosis. The final goal of this work is to provide biomarkers that can help to better understand how the COVID-19 illness evolves and to predict how a patient could progress based on the metabolites profile of plasma obtained at an early stage of the infection. In the present work, several metabolites were found as potential biomarkers to distinguish between the end-stage and the early-stage (or non-COVID) disease groups. These metabolites are mainly involved in the metabolism of carnitines, ketone bodies, fatty acids, lysophosphatidylcholines/phosphatidylcholines, tryptophan, bile acids and purines, but also omeprazole. In addition, the levels of several of these metabolites decreased to “normal” values at hospital discharge, suggesting some of them as early prognosis biomarkers in COVID-19 at diagnose.

Scientific Reports 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 C20H19NO4, Computed Properties of 621-37-4.

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

Desport, Jessica S. published the artcileFructose-based acrylic copolymers by emulsion polymerization, Computed Properties of 20880-92-6, the publication is Polymers (Basel, Switzerland) (2018), 10(5), 488/1-488/11, database is CAplus and MEDLINE.

The exploration of a renewable resource for the preparation of waterborne copolymers was conducted. Low molar mass sugar resources were selected for their wide availability. A fructose-based monomer (MF) bearing a methacrylate radically polymerizable group was successfully synthesized. The latter was shown to be able to homopolymerize in emulsion. The high T_g of the resulting polymer (about 115 °C) makes it of particular interest for adhesive and coating applications where hard materials are necessary to ensure valuable properties. As a result, its incorporation in waterborne acrylic containing formulations as an equivalent to petrochem.-based Me methacrylate was investigated. It was found that the bio-based monomer exhibited similar behavior to that of common methacrylates, as shown by polymerization kinetics and particle size evolution. Furthermore, the homogeneous incorporation of the sugar units into the acrylate chains was confirmed by a unique glass transition temperature in differential scanning calorimeter (DSC). The potential of MF for the production of waterborne copolymers was greatly valued by the successful increase of formulation solids content up to 45 wt%. Interestingly, polymer insolubility in THF increased with time due to further reactions occurring in storage. Most likely, the partial deprotection of sugar units was the reason for the creation of hydrogen bonding and, thus, phys. insoluble entangled chains. This behavior highlights opportunities to make use of hydroxyl groups either for further functionalization or, eventually, for achieving enhanced adhesion on casted substrates.

Polymers (Basel, Switzerland) published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Computed Properties of 20880-92-6.

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

Leyden, Donald E. published the artcileProton exchange mechanisms of some tertiary benzylamines, Formula: C10H15NO, the publication is Journal of Physical Chemistry (1969), 73(9), 2924-9, database is CAplus.

The rate of proton exchange in aqueous HCl was measured for N,N-dibenzylmethylamine, N-benzyl-N-methylethanolamine, N-benzyl-N-methyl-2-chloroethylamine, and N,N-dimethylbenzylamine. The rate constant, kH, for the breaking of the R3N … HOH hydrogen bond was determined for each compound A factor influencing the value of kH is the H bonding between the protons in the water mol. and the aromatic rings.

Journal of Physical Chemistry published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Formula: C10H15NO.

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

Leyden, Donald E. published the artcileInversion of tertiary amines in aqueous acid, Quality Control of 101-98-4, the publication is Journal of the Chemical Society [Section] D: Chemical Communications (1969), 598, database is CAplus.

N,N-dibenzylmethylamine, N-benzyl-N-methyl-2-chloroethylamine, and N-benzyl-N-methylethanolamine were used for the study of the N inversion rate in aqueous solution Except in the high pH region, the rate of N inversion does not follow the predictions of the Saunders and Yamada equation (1963). In the intermediate pH region, the inversion rate is independent of pH. In the lower pH region, the rate is pH-dependent, but does not follow the S. and Y. equation.

Journal of the Chemical Society [Section] D: Chemical Communications published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Quality Control of 101-98-4.

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