Month: December 2022

Montero Bastidas, Jose R. published the artcilePara-Selective, Iridium-Catalyzed C-H Borylations of Sulfated Phenols, Benzyl Alcohols, and Anilines Directed by Ion-Pair Electrostatic Interactions, Quality Control of 1400755-06-7, the publication is Journal of the American Chemical Society (2019), 141(39), 15483-15487, database is CAplus and MEDLINE.

Para C-H borylations (CHB) of tetraalkylammonium sulfates [R₄N][ArOSO₃] (R = n-Pr, Bu) and sulfamates [Bu₄N][ArNHSO₃] have been achieved using bipyridine-ligated Ir boryl catalysts, 4,4′-R₂bpy/[Ir(cod)(OMe)]₂/B₂pin₂, yielding borylated phenols 4-(pinB)-RC₆H₃OH (R = halo, Me, CN, CF₃, CF₃O, OMe), together with minor amounts of meta-isomers. Selectivities can be modulated by both the length of the alkyl groups in the tetraalkylammonium cations and the substituents on the bipyridine ligands. Ion pairing, where the alkyl groups of the cation shield the meta C-H bonds in the counteranions, is proposed to account for para selectivity. The 4,4′-dimethoxy-2,2′-bipyridine ligand gave superior selectivities.

Journal of the American Chemical Society published new progress about 1400755-06-7. 1400755-06-7 belongs to alcohols-buliding-blocks, auxiliary class Fluoride,Boronic acid and ester,Benzene,Alcohol,Boronic Acids,Boronate Esters, name is (3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol, and the molecular formula is C13H18BFO3, Quality Control of 1400755-06-7.

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

Izumi, Masayuki published the artcileMannose-BSA Conjugates: Comparison Between Commercially Available Linkers in Reactivity and Bioactivity, Formula: C18H20N2O12, the publication is Journal of Carbohydrate Chemistry (2003), 22(5), 317-329, database is CAplus.

Mannosyl ethanolamine and BSA were conjugated together by their amino groups with various homobifunctional cross-linker reagents: disuccinimidyl carbonate (DSC), disuccinimidyl glutarate (DSG), disuccinimidyl suberate (DSS), ethylene glycolbis(succinimidyl-succinate) (EGS), 1,5-difluoro-2,4-dinitrobenzene (DFDNB), di-Et squarate (DES), and thiophosgene (TP). The resulting mannose-BSA conjugates were subjected to an enzyme-linked lectin assay (ELLA)to investigate their affinity to Con A (ConA). With these results, the seven linkers were evaluated on the basis of five criteria, i.e., cost, reactivity, sugar loading, homogeneity, and affinity to ConA. Thus, DSS, DFDNB, and DES seemed to have advantages over the other crosslinking reagents.

Journal of Carbohydrate Chemistry published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Formula: C18H20N2O12.

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

Koremura, Mitsunobu published the artcileRelation between chemical structure and antimicrobial and insecticidal activities in organonitro compounds. I. Nitroalcohol derivatives, Related Products of alcohols-buliding-blocks, the publication is Takamine Kenkyusho Nenpo (1961), 198-204, database is CAplus.

Compounds (23) including nitroparaffins, nitroalkyl alcs., dinitroparaffins, nitro Ph alcs., ω-nitroacetophenone, and diphenylnitroethane were synthesized and tested for their biol. activities. Most of the alkyl nitro compounds except dinitroparaffins were inactive against plant pathogens and insects, whereas among the α-phenyl-β-nitro alcs. tested, 1-phenyl-2-nitroethanol had high antimicrobial activities against plant pathogens such as Xanthomonas oryzae and Glomerella cingulata and had insecticidal activity against housefly. This tendency applied similarly to the ω-nitro-acetophenone derivatives, where insecticidal activity was lost. The biol. activities of Ph nitro compounds were very low except 1-phenyl-2-nitroethanol, which indicated a possible effect of the partition coefficient of the compound between H₂O and lipid on the biol. activity. It was presumed that the presence of the Ph radical was necessary for antimicrobial and insecticidal activities of the β-nitro compounds

Takamine Kenkyusho Nenpo published new progress about 528594-30-1. 528594-30-1 belongs to alcohols-buliding-blocks, auxiliary class Nitro Compound,Benzene,Phenol,Ether, name is 2-Methoxy-4-(2-nitroethyl)phenol, and the molecular formula is C9H11NO4, Related Products of alcohols-buliding-blocks.

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

Hanaya, Kengo published the artcileNickel(II)-Mediated C-S Cross-Coupling Between Thiols and ortho-Substituted Arylboronic Acid, Quality Control of 4410-99-5, the publication is Asian Journal of Organic Chemistry (2021), 10(3), 582-587, database is CAplus.

Herein, a C-S cross-coupling reaction between alkyl thiols or aryl thiols and ortho-substituted arylboronic acids that proceeded in the presence of an inexpensive and ligand-free NiCl₂.6H₂O salt and N-methylmorpholine, a weak base, at 25°C in air were reported. The presence of coordinating and electron-withdrawing groups at the ortho-position of the arylboronic acids played a crucial role in determining the efficiency of the reaction. X-ray crystallog. anal. revealed that the [NiCl₂(DMF)₂(H₂O)₂] complex was formed in-situ. The complex was an excellent precursor of the active nickel species. The reaction offered an extremely mild and operationally convenient method to access a wide variety of alkyl aryl sulfides and diaryl sulfides without using expensive transition metals such as palladium, gold, and rhodium and specialized and expensive ligands.

Asian Journal of Organic Chemistry published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C8H10S, Quality Control of 4410-99-5.

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

Zheng, Yijun published the artcileOptical and redox properties of phenyl-capped cyclohexa[c]-oligothiophenes, Application In Synthesis of 239075-02-6, the publication is Synthetic Metals (2013), 1-9, database is CAplus.

A series of phenyl-capped cyclohexa[c]thiophene derivatives (nCHT-TEG, n = 2, 4, or 6) have been synthesized. NCHT-TEG are well-soluble in common organic solvents. The absorption spectra of neutral nCHT-TEG oligomers indicated a shorter effective conjugation length than conventional oligothiophenes based on the non-coplanarity of the thiophene rings. NCHT-TEG can be oxidized/reduced reversibly. The results of cyclic voltammetry and UV-Vis-NIR spectroscopy of the oxidized nCHT-TEG revealed that the effective conjugation length increases at the higher oxidation state. D. functional theory (DFT) calculations indicate that the quinoidal structure of the oxidized nCHT contributes to the improved effective conjugation length. NCHT-TEG radical cations and dications were characterized by ESR and NMR spectroscopies, resp. NMR results of nCHT-TEG dication revealed that 2CHT-TEG²⁺ have closed-shell bipolaron structure, while 4CHT-TEG²⁺ and 6CHT-TEG²⁺ are the mixture of closed-shell bipolaron and open-shell two-polaron structures.

Synthetic Metals 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 C5H6BNO3, Application In Synthesis of 239075-02-6.

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

Ochiai, Hiroshi published the artcileOrally active PDE4 inhibitor with therapeutic potential, Application of 3,3,3-Trifluoropropan-1-ol, the publication is European Journal of Medicinal Chemistry (2004), 39(7), 555-571, database is CAplus and MEDLINE.

Based on the promising results obtained by the clin. trial of Ariflo (I), further optimization of the spatial arrangement of the three pharmacophores (the carboxylic acid moiety, nitrile moiety and 3-cyclopentyloxy-4-methoxyphenyl moiety) in the structure of I was attempted using a bicyclo[3 3 0]octane template with more stereochem. diversity than the cyclohexane template of I. Biol. evaluation of the decyanated analogs and further optimization of the cyclopentyloxy moiety of II (R = cyclopentyl; X = OH, NHOH) were also performed. Among the compounds tested, II [R = cyclopentyl; X = OH (III)], IV and II (X = OH, R = 2,3-dihydro-1H-indene-2-yl) were found to be orally active and were estimated to have therapeutic potential based on cross-species and same-species comparisons. The structure-activity relationships (SARs) of these compounds were investigated and pharmacokinetic data for III and IV (X = NHOH) were also obtained by single-dose studies in rats.

European Journal of Medicinal 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, Application of 3,3,3-Trifluoropropan-1-ol.

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

Ohnishi, Ryuhei published the artcileCationic Dirhodium Complexes Bridged by 2-Phosphinopyridines Having an Exquisitely Positioned Axial Shielding Group: A Molecular Design for Enhancing the Catalytic Activity of the Dirhodium Core, Formula: C9H12O, the publication is Organometallics (2021), 40(15), 2678-2690, database is CAplus.

This report describes a strategy to create highly electrophilic dirhodium catalysts. The electrophilicity of lantern-type dirhodium complexes is generally decreased by the coordination of a ligand to the axial site, which often causes a reduction in the catalytic activity. The authors designed and synthesized cationic dirhodium complexes bridged by 2-diarylphosphinopyridines having a bulky 2,4,6-triisopropylphenyl (Tip) group that can prevent the attack of external mols. to the closest axial site. Theor. calculations indicated that the Tip group weakly interacts with the axial site but hardly reduces the electrophilicity of the dirhodium core. The complexes served as excellent catalyst precursors for the dehydrogenative silylation of alcs. using hydrosilanes under mild conditions and a low metal loading, producing the silyl ethers in higher yields in comparison to conventional dirhodium complexes.

Organometallics 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, Formula: C9H12O.

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

Araki, Naohiro published the artcileScreening for androgen receptor activities in 253 industrial chemicals by in vitro reporter gene assays using AR-EcoScreen cells, Safety of 2,5-Bis(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol, the publication is Toxicology in Vitro (2005), 19(6), 831-842, database is CAplus and MEDLINE.

Recently, there has been great concern about the potential of industrial chems. to act as endocrine disrupters. In this report, we conducted a pilot study to validate the use of AR-EcoScreen cells for tier 1 screening of androgen receptor (AR) agonist and antagonist activities. From 253 test compounds, we identified two AR agonists and nine antagonists. The two agonists, 2-tert-butylanthraquinone and benzoanthrone, were relatively weak (10% maximal activation of the pos. control, 5α-dihydrotestosterone, at 2.54×10^-7 and 4.46×10^-6 M, resp.). The most potent antagonist was 3,3′-dichlorobenzidine dihydrochloride (IC₅₀ = 2.28×10^-7 M). The order of the anti-androgenic activities was 3,3′-dichlorobenzidine dihydrochloride > 4-diethylaminobenzaldehyde > 4,4′-[1-[4-[1-(4-hydroxyphenyl)-1-methylethyl]phenyl]ethylidene]bis[phenol] > 2,4,6-trichlorophenylhydrazine = 4-(phenylpropyl)pyridine > 2-hydroxy-4-methoxybenzophenone > 2,2-bis(4-cyanophenyl)propane > 4-methoxy-2-methyldiphenylamine = 2,4-diphenyl-4-methylpentene-1. These results suggest that AR-EcoScreen cell line has the potential to be used as a tool for the large scale tier 1 screening of chems. for androgen receptor agonist and antagonist activity.

Toxicology in Vitro published new progress about 903-19-5. 903-19-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 2,5-Bis(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol, and the molecular formula is C22H38O2, Safety of 2,5-Bis(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol.

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

Morita, Masao published the artcileTotal Syntheses of Perenniporides, Product Details of C3H6O2, the publication is Organic Letters (2015), 17(22), 5634-5637, database is CAplus and MEDLINE.

The total syntheses of perenniporide A (I) and related compounds have been achieved. Starting from 1,3,5-trifluorobenzene, difluorodienone II was obtained by oxidative dearomatization, which served as a platform for the high-pressure cycloaddition and for the introduction of the C3-methoxy group. The synthesis allowed access to the natural congeners III and IV, enabling assignment of the absolute structures of these natural products.

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, Product Details of C3H6O2.

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

Okimoto, Mitsuhiro published the artcileElectrooxidative cyclization of hydroxy amino compounds possessing a benzyl group, Name: 2-(Benzyl(methyl)amino)ethanol, the publication is Synthesis (2012), 44(9), 1315-1322, database is CAplus.

Several novel 2-aryl-1,3-oxazinane and 2-aryl-1,3-oxazolidine derivatives were synthesized from N-benzyl-2-piperidineethanols and N-benzyl-2-piperidinemethanols, resp., by using electrooxidative methods in methanol. For these reactions, the yields of the corresponding cyclized compounds were significantly increased by using catalytic amounts of iodide ions. In contrast, 3-dialkylamino-1-phenylpropanols afforded the expected cyclic 6-phenyl-1,3-oxazinane derivatives using only a small excess of base.

Synthesis 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, Name: 2-(Benzyl(methyl)amino)ethanol.

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