Tag: M.W=200-250

Shang, Yong-Jia published the artcileSoluble polymer-supported synthesis of isoxazoles, Product Details of C10H8ClNO2, the publication is Tetrahedron Letters (2002), 43(12), 2247-2249, database is CAplus.

The first soluble polymer-supported synthesis of isoxazoles through a 1,3-dipolar cycloaddition is described. A soluble polymer-supported alkyne reacts with nitrile oxides generated in situ to give isoxazoles in good yield.

Tetrahedron Letters published new progress about 438565-33-4. 438565-33-4 belongs to alcohols-buliding-blocks, auxiliary class Isoxazole,Chloride,Benzene,Alcohol, name is 3-(2-Chlorophenyl)-5-isoxazolemethanol, and the molecular formula is C10H10O2, Product Details of C10H8ClNO2.

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

Zhang, Yanmei published the artcileIdentification and synthesis of low-molecular weight cholecystokinin B receptor (CCKBR) agonists as mediators of long-term synaptic potentiation, Safety of 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is Medicinal Chemistry Research (2019), 28(3), 387-393, database is CAplus.

Recently, He et al. reported that CCKB receptors located in the neocortex of the brain when bound to their bound natural ligand, CCK peptides, enhance memory, bringing up the possibility that agonists targeting the CCKB receptor may act as therapeutic agents in diseases in which memory loss is marked as observed in dementia and Alzheimer’s. In this report, we describe the synthesis of novel low-mol. weight benzoamine CCKB receptor agonists. The compounds made in this series were determined to be mostly partial agonists, although some antagonists were identified, as well, capable of triggering calcium release in a cell line that overexpresses the CCKB receptor. Compound 35 demonstrated an EC₅₀ of 0.15 μM in the cell-based assay, but more importantly, several of the compounds, including 35, demonstrated a physiol. effect, inducing long-term potentiation in rat brains comparable to the CCK-8 peptide albeit at much higher concentrations Based on these findings, benzoamines may be the basis for a new series of CCKB receptor agonists in drug-discovery efforts that seek to develop therapeutics to prevent memory loss.

Medicinal Chemistry Research 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 C9H9BO2, Safety of 2-Hydroxy-4-(trifluoromethyl)benzoic acid.

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

Ge, Jie published the artcileApplication of an LC-MS/MS Method to a Urinary Excretion Study of Triflusal and its Main Metabolite 2-hydroxy-4-trifluoromethyl Benzoic Acid in Human Urine, Application of 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is Current Pharmaceutical Analysis (2020), 16(3), 328-334, database is CAplus.

Objective: A validated liquid chromatog.-tandem mass spectrometry method (LCMS/ MS) was established to simultaneously determine the concentration of triflusal and its main metabolite 2-hydroxy-4-trifluoromethyl benzoic acid(HTB) in human urine. Methods: The separation was performed on a Dikma C18 column using isocratic elution with acetonitrile-4 mmol/L ammonium acetate aqueous solution containing 0.3% formic acid water (78: 28, V/V). The method involved extraction with methanol using protein precipitation The precursor-to product ion transitions with multiple reaction monitoring was m/z 247.1→161.1, 204.8→106.7and 136.9→93.0 for triflusal, HTB and salicylic acid(IS), resp. The method showed good linear relationships over the ranges of 0.08 to 48μg/mL and 0.5 to 50μg/mL. Results: It was the first time that a urinary excretion study of triflusal capsule as oral. The cumulative urinary recovery showed 8.5% and 2.7% for triflusal and HTB, resp. Conclusion: This method was successfully used for evaluating the pharmacokinetic properties of triflusal and HTB in urine in Chinese healthy subjects.

Current Pharmaceutical Analysis 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 of 2-Hydroxy-4-(trifluoromethyl)benzoic acid.

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

Xia, Ziming published the artcileCopper-catalyzed domino intramolecular cyclization: a facile and efficient approach to polycyclic indole derivatives, Formula: C8H5F3O3, the publication is Organic & Biomolecular Chemistry (2012), 10(8), 1602-1611, database is CAplus and MEDLINE.

A mild and efficient Cu₂O-catalyzed domino intramol. C-N coupling/C-Y (Y = O, S, N) bond formation was successfully achieved. Thus oxazino[3,2-a]indole, thiazino[3,2-a]indole and indolo[2,1-b]quinazoline derivatives were facilely assembled from readily accessible gem-dibromovinyl systems. The protocol is general and practical, affording a variety of the indole-incorporated products in good to excellent yields even under air atm.

Organic & Biomolecular 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 C7H14N4, Formula: C8H5F3O3.

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

Luo, Huihui published the artcileNitrogen-Doped Carbon-Modified Cobalt-Nanoparticle-Catalyzed Oxidative Cleavage of Lignin β-O-4 Model Compounds under Mild Conditions, Quality Control of 70110-65-5, the publication is ACS Sustainable Chemistry & Engineering (2018), 6(11), 14188-14196, database is CAplus.

A noble-metal-free Co-based catalyst, derived from pyrolysis of natural vitamin B₁₂ on activated carbon, is developed for the first time for one-pot oxidative cleavage of lignin linkages to phenols and aromatic esters with mol. oxygen as the oxidant under mild reaction conditions. High yields of phenol were obtained, and no oxidative coupling of phenol was produced based on the present cobalt catalyst. Compared to the previous report, the present catalyst can achieve the oxidative cleavage of β-O-4 ketones even at room temperature using a dioxygen balloon. The heterogeneous catalyst shows robust recyclability and can be conveniently recovered and reused up to eight times without an appreciable loss of catalytic activity. Moreover, this catalyst system can realize the bond cleavage of organosolv lignin. The evidence of depolymerization was given by two-dimensional heteronuclear single quantum coherence NMR and gel permeation chromatog. Characterization of the catalyst by inductively coupled plasma, N₂ adsorption-desorption, Raman spectroscopy, SEM, transmission electron microscopy (TEM), high-resolution TEM, high-angle angular dark-field scanning TEM, energy-dispersive X-ray spectroscopy, XPS, and control experiments provide a fundamental understanding of the catalytic materials and the reaction pathway. Co₃O₄ in situ supported on a N-doped carbon matrix by the way of high-temperature pyrolysis might be a catalytically active species. Two reaction intermediates are detected and confirmed by gas chromatograph-mass spectrometry.

ACS Sustainable Chemistry & Engineering published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Quality Control of 70110-65-5.

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

Luo, Huihui published the artcileCobalt Nanoparticles-Catalyzed Widely Applicable Successive C-C Bond Cleavage in Alcohols to Access Esters, Recommanded Product: 2-Phenoxy-1-phenylpropane-1,3-diol, the publication is Angewandte Chemie, International Edition (2020), 59(43), 19268-19274, database is CAplus and MEDLINE.

Selective cleavage and functionalization of C-C bonds have important applications in organic synthesis and biomass use. However, functionalization of C-C bonds by controlled cleavage remains difficult and challenging because they are inert. Herein, the authors describe an unprecedented efficient protocol for the breaking of successive C-C bonds in alcs. to form esters with one or multiple carbon atoms less using heterogeneous cobalt nanoparticles as catalyst with dioxygen as the oxidant. A wide range of alcs. including inactive long-chain alkyl aryl alcs. undergo smoothly successive cleavage of adjacent -(C-C)_n– bonds to afford the corresponding esters. The catalyst was used for seven times without any decrease in activity. Characterization and control experiments disclose that cobalt nanoparticles are responsible for the successive cleavage of C-C bonds to achieve excellent catalytic activity, while the presence of Co-N_x has just the opposite effect. Preliminary mechanistic studies reveal that a tandem sequence reaction is involved in this process.

Angewandte Chemie, International Edition published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Recommanded Product: 2-Phenoxy-1-phenylpropane-1,3-diol.

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

Hu, Jiefeng published the artcileSelective C-N Borylation of Alkyl Amines Promoted by Lewis Base, Application of 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Angewandte Chemie, International Edition (2018), 57(46), 15227-15231, database is CAplus and MEDLINE.

An efficient method for the metal-free deaminative borylation of alkylamines, using bis(catecholato)diboron as the B source, to directly synthesize various alkyl K trifluoroborate salts is introduced. The key to this high reactivity is the use of pyridinium salt activated alkylamines, with a catalytic amount of a bipyridine-type Lewis base as a promoter. This transformation shows good functional-group compatibility (e.g., it is unimpeded by the presence of a ketone, indole, internal alkene, or unactivated alkyl chloride) and can serve as a powerful synthetic tool for borylation of amine groups in complex compounds Mechanistic experiments and computations suggest a mechanism in which the Lewis base activated B₂cat₂ unit intercepts an alkyl radical generated by single-electron transfer (SET) from a B-based reductant.

Angewandte Chemie, International Edition published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C15H21BO2, Application of 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

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

Biswas, Goutam published the artcileNovel guanidine-containing molecular transporters based on lactose scaffolds: lipophilicity effect on the intracellular organellar selectivity, Application In Synthesis of 87905-98-4, the main research area is disaccharide lactose preparation lipophilicity cellular uptake tissue distribution human; blood brain barrier prodrug lipophilicity organelle tissue selectivity guanidine; guanidine mol transporter lactose scaffold lipophilicity intracellular organellar selectivity.

We have synthesized two lactose-based mol. transporters, each containing seven guanidine residues attached to the lactose scaffold through ω-amino-carboxylate linker chains of two different lengths, and have examined their cellular uptake and intracellular and organellar localizations in HeLa cells, as well as their tissue distributions in mice. Both mol. transporters showed higher cellular uptake efficiencies than Arg8, and wide tissue distributions including the brain. Mitochondrial localization is of special interest because of its potential relevance to “”mitochondrial diseases””. Interestingly, it has been found that the intracellular localization sites of the G7 mol. transporters-namely either mitochondria or lysosomes and endocytic vesicles-are largely determined by the linker chain lengths, or their associated lipophilicities.

Chemistry – A European Journal published new progress about Animal tissue. 87905-98-4 belongs to class alcohols-buliding-blocks, name is Benzyl (5-hydroxypentyl)carbamate, and the molecular formula is C13H19NO3, Application In Synthesis of 87905-98-4.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Gibka, Julia published the artcileDerivatives of tridecan-X-ones (X = 2-7): Synthesis and spectral data, Synthetic Route of 58783-82-7, the main research area is tridecanone diol acetalization; acetal tridecanone preparation; dioxolane preparation; dioxane preparation; tridecyl acetate preparation.

Tridecan-x-ones (x = 2-7) have been used as starting materials in the synthesis of ethylene and propylene acetals, tridecan-x-ols and their acetates. Cyclic acetals were obtained in the reaction between ketone and ethane-1,2-diol or propane-1,2-diol in toluene in the presence of sulfosalicylic acid as a catalyst. Alcs. were synthesized in the reduction of ketones with sodium borohydride in water/2-propanol. Acetates were prepared by the esterification of alcs. with acetic anhydride in the presence of sodium acetate. All derivatives were prepared in a 2-5 g scale. Phys. properties (b.p., refractive index, elemental anal.) and spectral data (IR, 1H NMR) for all the synthesized derivatives of tridecan-x-ones have been determined

Zeszyty Naukowe – Politechnika Lodzka, Chemia Spozywcza i Biotechnologia published new progress about Acetalization. 58783-82-7 belongs to class alcohols-buliding-blocks, name is 5-Tridecanol, and the molecular formula is C13H28O, Synthetic Route of 58783-82-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Junttila, Mikko H. published the artcileOn the Hydrolysis Step in Osmium Catalyzed Asymmetric Dihydroxylations, Safety of 1-(4-Bromophenyl)ethane-1,2-diol, the main research area is hydrolysis osmium catalysis asym dihydroxylation.

In order to obtain information about the most important features that affect the efficiency of osmium catalyzed asym. dihydroxylation, a series of substituted styrenes have been studied by using a Hammett type approach as well as solvent kinetic isotope effects. A concave shaped Hammett plot with a min. at X = H revealed a change in the mechanism going from electron-donating to electron-withdrawing substituents for both NaClO2 and K3[Fe(CN)6] asym. dihydroxylations. The Hammett plot together with solvent isotope effect results indicates that osmium (mono)glycolates of styrenes with electron-withdrawing substituents are hydrolyzed by a stepwise attack of the nucleophile to the electrophilic osmium-center and subsequent protonation of the alk. intermediate. Osmium (mono)glycolates in dihydroxylation, using NaClO2 as the stoichiometric oxidant of styrenes with electron-donating substituents, are hydrolyzed by specific acid catalysis. The rate-limiting step is an A1 type process. Differences in the ρ values in the Hammett plots for NaClO2 and K3[Fe(CN)6] asym. dihydroxylations indicate that in dihydroxylations with NaClO2 as the secondary oxidant, the reactive osmium(VI) mono(glycolate) is oxidized to osmium(VIII) mono(glycolate) prior to hydrolysis. The reaction rate was found to have an effect on the enantioselectivity in asym. dihydroxylation. If the hydrolysis step is slow enough, a competitive bis(glycolation) deteriorates the enantioselectivity in K3[Fe(CN)6] asym. dihydroxylations and even more so in NaClO2 asym. dihydroxylations.

Journal of Organic Chemistry published new progress about Acid catalysis. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Safety of 1-(4-Bromophenyl)ethane-1,2-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts