Author: tianli

Kim, Jungjoon published the artcileFlexible Tetrahydropyran Synthesis from Homopropargylic Alcohols Using Sequential Pd-Au Catalysis, Application of (R)-Oxiran-2-ylmethanol, the publication is Organic Letters (2017), 19(1), 242-245, database is CAplus and MEDLINE.

A flexible synthetic method toward highly substituted tetrahydropyran is reported. The key transformation involves atom-efficient sequential metal catalysis consisting of Pd-catalyzed addition of homopropargylic alcs. to alkoxyallene and the subsequent gold(I)-catalyzed cycloisomerization. Notably, this method gives access to both 2,6-cis- and 2,6-trans-tetrahydropyrans, e.g., I, possessing diverse substitution patterns.

Organic Letters 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, Application of (R)-Oxiran-2-ylmethanol.

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

Cho, Hea-Young published the artcileSimultaneous determination of triflusal and its major active metabolite, 2-hydroxy-4-trifluoromethyl benzoic acid, in rat and human plasma by high-performance liquid chromatography, HPLC of Formula: 328-90-5, the publication is Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences (2003), 798(2), 257-264, database is CAplus and MEDLINE.

A rapid, selective and sensitive HPLC method was developed and validated for the simultaneous determination of triflusal and its major active metabolite, 2-hydroxy-4-trifluoromethyl HOBz (HTB), in rat and human plasma. HPLC anal. was carried out using a 5-μm particle size, C₁₈-bonded SiO₂ column and MeCN-MeOH-H₂O (25:10:65, volume/volume/v) as the mobile phase and UV detection at 234 nm. Furosemide was used as the internal standard The method involved extraction with an MeCN-CHCl₃ mixture (60:40, volume/volume) and evaporation to dryness with N stream. The chromatograms showed good resolution and sensitivity and no interferences by plasma constituents. The mean absolute recovery for human plasma was 93.5 ± 4.2% for triflusal and 98.5 ± 3.1% for HTB. The lower limits of quantification of triflusal and HTB in human plasma were 20 and 100 ng/mL, resp. The calibration curves in human plasma were linear over the concentration range 0.02-5.0 μg/mL for triflusal and 0.1-200.0 μg/mL for HTB with correlation coefficients >0.999 and with inter- or intra-day coefficients of variation (CV) not exceeding 10.0%. This assay procedure was applied to the study of metabolite pharmacokinetics of triflusal and HTB in rat and human.

Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences 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, HPLC of Formula: 328-90-5.

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

Cho, Hea-Young published the artcileGastrointestinal and hepatic first-pass effects of triflusal in rats, SDS of cas: 328-90-5, the publication is Yakche Hakhoechi (2001), 31(4), 265-271, database is CAplus.

In order to elucidate the influence of intestinal and hepatic first-pass effect on the pharmacokinetics of triflusal, the biotransformation of triflusal in the gastrointestinal tract and liver was designed. Moreover, we tried to establish an HPLC method applicable for bioassay and available to pharmacokinetics, not only with the simultaneous determination of triflusal and its active metabolite, 2-hydroxy-4-trifluoromethyl benzoic acid (HTB), but also with improving sensitivity. After the administration of triflusal (10 mg/kg) and HTB (10 mg/kg) into femoral vein, portal vein (only triflusal) and oral route (only triflusal), pharmacokinetic parameters were investigated from the plasma concentration-time profiles of triflusal and HTB in rats. An HPLC method was developed for the simultaneous determination of triflusal and HTB in rat plasma, urine and bile. The HPLC anal. was carried out using a C18 column and acetonitrile-methanol-water (25:10:65, volume/volume/v) as the mobile phase and UV detection at 234 nm. Furosemide was used as the internal standard The calibration curves were linear over the concentration range 0.05-5.0 μg/mL for triflusal and 0.2-200.0 μg/mL for HTB with correlation coefficients greater than 0.999 and with intra-day or inter-day coefficients of variation not exceeding 10.0%. This assay procedure was applied to the study of metabolite pharmacokinetics of triflusal and HTB in rats. It was supposed that triflusal was almost metabolized in vivo because urinary and biliary excreted amounts of triflusal could be ignored as it was lower than 1.2 % of the administered dose. According to the gastrointestinal and hepatic biotransformation pathways of triflusal, it was found that triflusal was hydrolyzed by about 5 % in intestine and metabolized by about 53 % in liver, and that the bioavailability of triflusal after oral administration of triflusal was 0.44, and also that the fraction of total elimination rate of triflusal which formed HTB in liver (F_mi, %) was about 98%. These results showed that triflusal was almost metabolized in liver, and the total elimination of triflusal in the body was dependent to the formation rate of HTB from triflusal in liver.

Yakche Hakhoechi 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, SDS of cas: 328-90-5.

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

Choi, Jae Yeon published the artcileDevelopment of ⁶⁸Ga-labeled mannosylated human serum albumin (MSA) as a lymph node imaging agent for positron emission tomography, Product Details of C13H15NO6S, the publication is Nuclear Medicine and Biology (2011), 38(3), 371-379, database is CAplus and MEDLINE.

Introduction: Although many sentinel lymph node (SLN) imaging agents labeled with ^99mTc have been developed, no positron-emitting agent has been specifically designed for SLN imaging. Furthermore, the development of the beta probe and the requirement for better image resolution have increased the need for a positron-emitting SLN imaging agent. Here, we describe the development of a novel positron-emitting SLN imaging agent labeled with ⁶⁸Ga. Methods: A mannosylated human serum albumin (MSA) was synthesized by conjugating α-D-mannopyranosylphenyl isothiocyanate to human serum albumin in sodium carbonate buffer (pH 9.5), and then 2-(p-isothiocyanatobenzyl)-1,4,7-triazacyclononane-1,4,7-triacetic acid was conjugated to synthesize NOTA-MSA. Numbers of mannose and NOTA units conjugated in NOTA-MSA were determined by matrix-assisted laser desorption ionization time-of-flight mass spectrometry. NOTA-MSA was labeled with ⁶⁸Ga at room temperature The stability of ⁶⁸Ga-NOTA-MSA was checked in labeling medium at room temperature and in human serum at 37°C. Biodistribution in normal ICR mice was investigated after tail vein injection, and micro-positron emission tomog. (PET) images were obtained after injecting ⁶⁸Ga-NOTA-MSA into a tail vein or a footpad. Results: The numbers of conjugated α-D-mannopyranosylphenyl isothiocyanate and 2-(p-isothiocyanatobenzyl)-1,4,7-triazacyclononane-1,4,7-triacetic acid units in NOTA-MSA were 10.6 and 6.6, resp. The labeling efficiency of ⁶⁸Ga-NOTA-MSA was greater than 99% at room temperature, and its stability was greater than 99% at 4 h. Biodistribution and micro-PET studies of ⁶⁸Ga-NOTA-MSA showed high liver and spleen uptakes after i.v. injection. ⁶⁸Ga-NOTA-MSA injected into a footpad rapidly migrated to the lymph node. Conclusions: ⁶⁸Ga-NOTA-MSA was successfully developed as a novel SLN imaging agent for PET. NOTA-MSA is easily labeled at high efficiency, and s.c. administered ⁶⁸Ga-NOTA-MSA was found to migrate rapidly to the lymph node.

Nuclear Medicine and Biology published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, Product Details of C13H15NO6S.

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

Kim, Soo Min published the artcilePostsynthetic Functionalization of a Hollow Silica Nanoreactor with Manganese Oxide-Immobilized Metal Nanocrystals Inside the Cavity, Related Products of alcohols-buliding-blocks, the publication is Journal of the American Chemical Society (2013), 135(42), 15714-15717, database is CAplus and MEDLINE.

A postsynthetic protocol of functionalizing the preformed hollow nanoparticles with metal nanocrystals was developed based on galvanic replacement reaction on the Mn₃O₄ surface inside the cavity. The developed protocol produced hollow nanoreactor systems, in which a high d. of ultrafine catalytic nanocrystals of a range of noble metals, such as Pd, Pt, Rh, and Ir and their alloys, are dispersively immobilized on an interior surface enclosed by a selectively permeable silica shell. The fabricated hollow nanoreactor exhibited highly enhanced activity, selectivity, and recyclability in catalyzing the oxidation of hydrosilanes, which are attributable to the synergistic combination of the porous silica nanoshell and the oxide-immobilized catalyst system.

Journal of the American Chemical Society published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Related Products of alcohols-buliding-blocks.

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

Ko, Young Ok published the artcileRh(II)/Mg(O^tBu)₂-Catalyzed Tandem One-Pot Synthesis of 1,4-Oxazepines and 1,4-Oxazines from N-Sulfonyl-1,2,3-triazoles and Glycidols, Related Products of alcohols-buliding-blocks, the publication is Organic Letters (2016), 18(24), 6432-6435, database is CAplus and MEDLINE.

A novel, one-pot route for the synthesis of nonaromatic ring-fused 1,4-oxazepines and 1,4-oxazines has been developed. The reaction features a sequential rhodium(II)-catalyzed reaction of N-sulfonyl-1,2,3-triazoles with glycidols, followed by a regioselective Lewis acid Mg(O^tBu)₂-catalyzed intramol. ring-opening reaction. It has been found that the regioselectivity in the epoxide ring-opening was largely determined by the substituents on the glycidols. Thus, substituted glycidols I (R² ≠ H) afforded seven-membered oxazepine derivatives selectively, e.g. II, while unsubstituted glycidols I (R² = H) afforded six-membered oxazine derivatives, e.g. III. Plausible reaction pathways are elucidated and supported by experiments with several glycidols bearing different substituents around the epoxide functionality.

Organic Letters 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, Related Products of alcohols-buliding-blocks.

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

Westerman, Larry E. published the artcileLiposomes composed of reconstituted membranes for induction of tumor-specific immunity, Application of (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, the publication is Methods in Enzymology (2003), 118-127, database is CAplus and MEDLINE.

The methods to generate exptl. cell-free cancer vaccines consisting of reconstituted tumor membrane liposomes with incorporated immunomodulatory mols. are described. Using a detergent dialysis technique, tumor cell membranes can be reassembled with the addition of purified membranes included to promote tumor-specific immune responses. A major advantage of this approach is that immunostimulatory proteins can be presented on a membrane like structure that resembles the tumor cell plasma membrane.

Methods in Enzymology published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C10H12O5, Application of (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol.

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

Heuckendorff, Mads published the artcileDIDMH in combination with triflic acid – A new promoter system for thioglycoside glycosyl donors, Product Details of C12H20O6, the publication is Carbohydrate Research (2018), 86-91, database is CAplus and MEDLINE.

We have explored the possibility of using 1,3-diiodo-5,5-dimethylhydantoin (DIDMH) as an alternative to N-iodosuccinimide (NIS) for activation of glycosyl donors of the thioglycoside type in various glycosylation reactions. DIDMH was found to match NIS when it comes to the capability to activate thioglycosides and provide glycosylation products in good yields. Notably, with the two equivalent of reactive iodonium ions per mol. of DIDMH less mass needs to be added making this activator a more atom economically alternative to NIS. Furthermore, DIDMH was found to be stable upon storage for weeks and comparably priced to NIS. With this knowledge in hand we therefore encourage the carbohydrate community to consider using DIDMH for activation of thioglycosides in glycosylation reactions.

Carbohydrate Research 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, Product Details of C12H20O6.

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

Ramachandran, P. Veeraraghavan published the artcileCritical Role of Catalysts and Boranes for Controlling the Regioselectivity in the Rhodium-Catalyzed Hydroboration of Fluoroolefins, Product Details of C3H5F3O, the publication is Organic Letters (1999), 1(9), 1399-1402, database is CAplus.

Catalytic hydroboration of perfluoroalkylethylenes (R_FCH:CH₂) with cationic and neutral rhodium complexes allows for selective access to either regioisomeric alc. after hydroboration with catechol- and pinacolboranes, followed by oxidation with alk. hydrogen peroxide.

Organic Letters 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, Product Details of C3H5F3O.

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

Miller, Eric J. published the artcileDiscovery of Tetrahydroisoquinoline-Containing CXCR4 Antagonists with Improved in Vitro ADMET Properties, HPLC of Formula: 6346-09-4, the publication is Journal of Medicinal Chemistry (2018), 61(3), 946-979, database is CAplus and MEDLINE.

CXCR4 is a seven-transmembrane receptor expressed by hematopoietic stem cells and progeny, as well as by ≥48 different cancers types. CXCL12, the only chemokine ligand of CXCR4, is secreted within the tumor microenvironment, providing sanctuary for CXCR4⁺ tumor cells from immune surveillance and chemotherapeutic elimination by (1) stimulating prosurvival signaling and (2) recruiting CXCR4⁺ immunosuppressive leukocytes. Addnl., distant CXCL12-rich niches attract and support CXCR4⁺ metastatic growths. Accordingly, CXCR4 antagonists can potentially obstruct CXCR4-mediated prosurvival signaling, recondition the CXCR4⁺ leukocyte infiltrate from immunosuppressive to immunoreactive, and inhibit CXCR4⁺ cancer cell metastasis. Current small mol. CXCR4 antagonists suffer from poor oral bioavailability and off-target liabilities. Herein, we report a series of novel tetrahydroisoquinoline-containing CXCR4 antagonists designed to improve intestinal absorption and off-target profiles. Structure-activity relationships regarding CXCR4 potency, intestinal permeability, metabolic stability, and cytochrome P 450 inhibition are presented.

Journal of Medicinal Chemistry 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, HPLC of Formula: 6346-09-4.

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