Month: December 2022

Wilson, Claire M. published the artcileEnantiospecific sp²-sp³ Coupling of ortho- and para-Phenols with Secondary and Tertiary Boronic Esters, COA of Formula: C6H5BBrClO2, the publication is Angewandte Chemie, International Edition (2017), 56(51), 16318-16322, database is CAplus and MEDLINE.

The coupling of ortho- and para-phenols with secondary and tertiary boronic esters has been explored. In the case of para-substituted phenols, after reaction of a dilithio phenolate species with a boronic ester, treatment with Ph₃BiF₂ or Martin’s sulfurane gave the coupled product with complete enantiospecificity. The methodol. was applied to the synthesis of the broad spectrum antibacterial natural product (-)-4-(1,5-dimethylhex-4-enyl)-2-methylphenol. For ortho-substituted phenols, initial incorporation of a benzotriazole on the phenol oxygen atom was required. Subsequent ortho-lithiation and borylation gave the coupled product, again with complete stereospecificity.

Angewandte Chemie, International Edition published new progress about 1451393-45-5. 1451393-45-5 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Bromide,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is (2-Bromo-4-chlorophenyl)boronic acid, and the molecular formula is C11H8O3, COA of Formula: C6H5BBrClO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Maccallini, Cristina published the artcileNew azolyl-derivatives as multitargeting agents against breast cancer and fungal infections: synthesis, biological evaluation and docking study, Name: 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2021), 36(1), 1631-1644, database is CAplus and MEDLINE.

Nonsteroidal aromatase inhibitors (NSAIs) are well-established drugs for the therapy of breast cancer. However, they display some serious side effects, and their efficacy can be compromised by the development of chemoresistance. Previously, we have reported different indazole-based carbamates and piperidine-sulfonamides as potent aromatase inhibitors. Starting from the most promising compounds, here we have synthesized new indazole and triazole derivatives and evaluated their biol. activity as potential dual agents, targeting both the aromatase and the inducible nitric oxide synthase, being this last dysregulated in breast cancer. Furthermore, selected compounds were evaluated as antiproliferative and cytotoxic agents in the MCF-7 cell line. Moreover, considering the therapeutic diversity of azole-based compounds, all the synthesized compounds were also evaluated as antifungals on different Candida strains. A docking study, as well as mol. dynamics simulation, were carried out to shed light on the binding mode of the most interesting compound into the different target enzymes catalytic sites.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Name: 2-Chloro-4-cyanobenzene-1-sulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Giampietro, Letizia published the artcileSynthesis, structure-activity relationships and molecular docking studies of phenyldiazenyl sulfonamides as aromatase inhibitors, Application In Synthesis of 254749-11-6, the publication is European Journal of Medicinal Chemistry (2021), 113737, database is CAplus and MEDLINE.

In this respect, a series of phenyldiazenyl sulfonamides (E)-RS(O)₂NHC₆H₄N=NC₆H₅ (R = Me, Ph, 5-chlorothiophen-2-yl, etc.) and (E)-I was designed, synthesized and tested. Compounds (E)-RS(O)₂NHC₆H₄N=NC₆H₅ (R = 4-cyanophenyl, 2,4-dimethoxyphenyl (II)), and (E)-I (R = 2,4-dimethoxyphenyl) showed an aromatase inhibition in the micromolar range and were evaluated in vitro on the human breast cancer cell line MCF7 by MTT assay, cytotoxicity assay (LDH release), cell cycle anal. and apoptosis, revealing a dose-dependent inhibition profile. In particular, (II) displayed the best reduction in terms of metabolic activity and an anti-proliferative effect on MCF7 cells, being blocked in the G1/S phase checkpoint. Moreover, computational studies were carried out to better understand at a mol. level of detail the rationale behind the effective binding to the active site of aromatase of the more active inhibitor (II). The obtained results allow to consider this compound as an interesting lead for the development of a new class of non-steroidal aromatase inhibitors.

European Journal of Medicinal Chemistry published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Application In Synthesis of 254749-11-6.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Coudret, Christophe published the artcileElectrochemical oxidation mechanism of photochromic switches: electrodimerisation, ring closure or ring opening?, Recommanded Product: 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, the publication is Portugaliae Electrochimica Acta (2007), 25(1), 89-101, database is CAplus.

Simple photochromic dithienylethylenes with either perfluoro or perhydro cyclopentene ring, and a variety of substituents were prepared and their electrochem. behavior explored by cyclic voltammetry. All present 2 electron irreversible oxidation waves in their open form, but the radical cation of the open isomers can follow 3 different reaction pathways: dimerization, ring closure, or ring reopening. Whereas the chloro derivative follows a dimerization mechanism (EC₂E mechanism), the phenylthio substituted compound displays an efficient oxidative ring closure (ECE or DISP1 mechanism). Interesting electrochromic behavior is associated with this compound, a redox process occurring in the range 0.5-1.5 V is observed by monitoring the absorption species changes (colored species) in function of the applied potential. Also, electrochromic properties are also found in the corresponding ring closed isomers. Depending on the substituents on the thiophene ring and the perfluoro or perhydro cyclopentene ring, open isomers can be obtained from oxidation (chem. or electrochem.) of the corresponding ring closed isomers via EC mechanism. These observations should be taken into account for the potential design of 3-state conjugated systems and photoelec. mol. switching.

Portugaliae Electrochimica Acta published new progress about 219537-97-0. 219537-97-0 belongs to chlorides-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Cyclopentenes, name is 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, and the molecular formula is C15H14Cl2S2, Recommanded Product: 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Bentz, Bryan L. published the artcileCharacterization of organic dyes aided by hydrogen-deuterium exchange in liquid secondary ion mass spectrometry (liquid SIMS), Synthetic Route of 4569-86-2, the publication is International Journal of Mass Spectrometry and Ion Processes (1987), 115-30, database is CAplus.

The SIMS of several cationic dyes dissolved in glycerol and glycerol-d₈ were presented. Dyes containing active hydrogens exhibited mass shifts in the spectra obtained from labeled and unlabeled glycerol, allowing inferences about mol. structure to be made. The exchange methodol. is useful in the study of reductive processes occurring in the liquid matrix and in distinguishing isomeric forms of dye compounds

International Journal of Mass Spectrometry and Ion Processes published new progress about 4569-86-2. 4569-86-2 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Salt,Amine,Benzene, name is 3-Amino-7-(diethylamino)-5-phenylphenazin-5-ium chloride, and the molecular formula is C22H23ClN4, Synthetic Route of 4569-86-2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Li, Huan-huan published the artcileAcute toxicity of 4-chloro-2-fluoro-3-methoxybenzeneboronic acid, Recommanded Product: (4-Chloro-2-fluoro-3-methoxyphenyl)boronic acid, the publication is Shiyong Yufang Yixue (2016), 23(2), 226-228, database is CAplus.

Objective To study the acute oral toxicity, acute dermal toxicity, acute dermal irritation and acute eye irritation of 4-chlorine-2-fluoro-3-methoxybenzeneboronic acid. Methods Tests for acute oral toxicity, acute dermal toxicity, acute dermal irritation and acute eye irritation of 4-chlorine-2-fluoro-3-methoxybenzeneboronic acid were conducted in compliance with the Guidelines for the Testing of Chems. (State Environmental Protection Administration, 2004). Results Acute oral toxicity test showed that the oral LD₅₀ in female and male rats was 369 mg/kg (95% CI: 227-599 mg/kg) and 233 mg/kg (95% CI: 160-399 mg/kg) resp. Pulmonary congestion in the dead rats was observed by anatomy. Acute dermal toxicity test showed that the dermal LD₅₀ in rats was higher than 2, 500 mg/kg. Acute dermal irritation test showed that the mean value of the total integral for each observation point after acute dermal exposure, and the highest integral recorded for all observation points were “0”. Acute eye irritation test showed that the eye irritation was classified into Grade 5. Conclusions Acute oral toxicity of 4-chloro-2-fluoro-3-methoxybenzeneboronic acid for female and male rats belongs to low toxicity and moderate toxicity resp. Lung may be the target organ. Acute dermal toxicity for rats is classified into practical non-toxic. It is not a dermal irritant to albino rabbits, but may be a medium ocular irritant.

Shiyong Yufang Yixue published new progress about 944129-07-1. 944129-07-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester,, name is (4-Chloro-2-fluoro-3-methoxyphenyl)boronic acid, and the molecular formula is C7H7BClFO3, Recommanded Product: (4-Chloro-2-fluoro-3-methoxyphenyl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Yao, Shengxin published the artcileLow-symmetry porphyrin analogues with flexible open-form dithienylethene moieties: Intense near IR Q bands, SDS of cas: 219537-97-0, the publication is Dyes and Pigments (2021), 109440, database is CAplus.

Two low-symmetry porphyrinoids with a dithienylethene (DTE) moiety incorporated into the core macrocycle, that contain either a CHO or a bridging Me ether group, have been serendipitously synthesized through a Rothemund condensation reaction. X-ray crystal structures demonstrate that CHO and bridging Me ether groups on the DTE moiety changes the conformation of the macrocycle and significantly influences the relative energies of the frontier orbitals of the porphyrinoid π-system and results in a remarkable enhancement and broadening of the Q bands in the 450-800 nm region compared to those of conventional tetrapyrrolic porphyrins. The introduction of a DTE moiety provides an effective strategy for achieving the intense near-IR region absorption that is required for many of the practical applications of porphyrinoids, through a disruption of the macrocyclic π-system that is similar to that of naturally occurring corrins.

Dyes and Pigments published new progress about 219537-97-0. 219537-97-0 belongs to chlorides-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Cyclopentenes, name is 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, and the molecular formula is C19H14O2, SDS of cas: 219537-97-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Eaton, John K. published the artcileStructure-activity relationships of GPX4 inhibitor warheads, Category: chlorides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(23), 127538, database is CAplus and MEDLINE.

Direct inhibition of GPX4 requires covalent modification of the active-site selenocysteine. While phenotypic screening has revealed that activated alkyl chlorides and masked nitrile oxides can inhibit GPX4 covalently, a systematic assessment of potential electrophilic warheads with the capacity to inhibit cellular GPX4 has been lacking. Here, we survey more than 25 electrophilic warheads across several distinct GPX4-targeting scaffolds. We find that electrophiles with attenuated reactivity compared to chloroacetamides are unable to inhibit GPX4 despite the expected nucleophilicity of the selenocysteine residue. However, highly reactive propiolamides we uncover in this study can substitute for chloroacetamide and nitroisoxazole warheads in GPX4 inhibitors. Our observations suggest that electrophile masking strategies, including those we describe for propiolamide- and nitrile-oxide-based warheads, may be promising for the development of improved covalent GPX4 inhibitors.

Bioorganic & Medicinal Chemistry Letters published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Akapo, S. O. published the artcileEffect of carbon load on the chromatographic performance of n-octylsilyl reversed phases in liquid chromatography, Application of Dichloro(methyl)(octyl)silane, the publication is Analytical Proceedings (1989), 26(2), 61-4, database is CAplus.

The effect of exhaustive silanization of silica gel stationary phases for reversed-phase HPLC on the phys. and chromatog. properties of these stationary phases was studied. Under controlled conditions phases of different C load can be produced, especially with the fluidized bed technique, without varying the chain length of the bonded ligand. The phases were evaluated by using standard mixtures of aromatic hydrocarbons and homologous n-alkyl benzoates.

Analytical Proceedings published new progress about 14799-93-0. 14799-93-0 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(methyl)(octyl)silane, and the molecular formula is C9H20Cl2Si, Application of Dichloro(methyl)(octyl)silane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Akapo, S. O. published the artcileChromatographic evaluation of oligomeric C₈ reversed phases for use in high-performance liquid chromatography, Formula: C9H20Cl2Si, the publication is Journal of Chromatography (1989), 283-96, database is CAplus.

Stepwise silanization of porous silica gel with n-octylmethyldichlorosilane and subsequent hydrolysis of the unreacted chlorine atoms produce a dense-layered C₈ chem. bonded stationary phase. Increase in carbon load results in decrease in sp. surface area and pore volume of the starting silica material. Chromatog. properties obtained for aromatic hydrocarbons and alkyl benzoates under isocratic conditions were correlated with carbon content of the stationary phases. At high carbon content (>11%) both capacity factor and separation factor are independent of carbon load.

Journal of Chromatography published new progress about 14799-93-0. 14799-93-0 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(methyl)(octyl)silane, and the molecular formula is C9H20Cl2Si, Formula: C9H20Cl2Si.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics