Tag: M.W=150-200

Tanaka, Taisaku published the artcileDiscovery of novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5-diones as human chymase inhibitors using structure-based drug design, Name: 2-Chloroisonicotinic acid, the publication is Bioorganic & Medicinal Chemistry (2013), 21(14), 4233-4249, database is CAplus and MEDLINE.

A novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5-diones were explored as human chymase inhibitors using structure-based drug design according to the x-ray cocrystal structure of chymase and SUN13834. The optimization focused on the prime site led to the attainment of compounds that showed potent inhibitory activity, and among them, 6-(5-Chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide shows a novel interaction mode.

Bioorganic & Medicinal Chemistry 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 C8H6ClF3, Name: 2-Chloroisonicotinic acid.

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

Hamada, Shohei published the artcileChemoselective Oxidation of p-Methoxybenzyl Ethers by an Electronically Tuned Nitroxyl Radical Catalyst, Safety of 1-(Chloromethyl)-4-(trifluoromethyl)benzene, the publication is Organic Letters (2020), 22(14), 5486-5490, database is CAplus and MEDLINE.

The oxidation of p-methoxy benzyl (PMB) ethers e.g., 1-methoxy-4-[(3-phenylpropoxy)methyl]benzene was achieved using nitroxyl radical catalyst I, which contains electron-withdrawing ester groups adjacent to the nitroxyl group. The oxidative deprotection of the PMB moieties on the hydroxy groups was observed upon treatment of I with 1 equiv of the co-oxidant Ph iodonium bis(trifluoroacetate) (PIFA). The corresponding carbonyl compounds e.g., 3-phenylpropanal were obtained by treating the PMB-protected alcs., e.g., 3-phenylpropan-1-ol, with I and an excess of PIFA.

Organic Letters published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, Safety of 1-(Chloromethyl)-4-(trifluoromethyl)benzene.

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

Murase, Hiroaki published the artcileSynthesis of polysilanes using Mg and Lewis acid and the consideration of this reaction mechanism, Application of Dichloro(hexyl)(methyl)silane, the publication is Materials Sciences and Applications (2015), 6(6), 576-590, database is CAplus.

Reduction of dichlorosilanes with Mg metal in the presence of LiCl and Lewis acid such as FeCl₂ or ZnCl₂ was found to be the highly practical method for the synthesis of polysilanes (PS). This method is so useful and practical that PS can be prepared by stirring dichlorosilanes at room temperature This method was successfully applied for the synthesis of various types of PS having a linear structure, a cyclic structure and silane-styrene copolymers as another type of PS. The structure of the reaction intermediates was also analyzed. At the initiation stage the results of FD-MS (Field desorption mass spectrometry) and GPC (Gel permeation chromatog.) showed that linear oligomers were mainly formed by stepwise reactions, and then the high polymers and cyclic oligomers were formed in parallel.

Materials Sciences and Applications published new progress about 14799-94-1. 14799-94-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(hexyl)(methyl)silane, and the molecular formula is C7H16Cl2Si, Application of Dichloro(hexyl)(methyl)silane.

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

Lee, Jia-Shuai published the artcilePreparation of D-phenylglycinyl derivatives of cefuroxime as double ester prodrugs, HPLC of Formula: 90906-61-9, the publication is Chinese Pharmaceutical Journal (Taipei) (1997), 49(3), 195-205, database is CAplus.

D-Phenylglycine was attached at the 4-COOH of cefuroxime via an ethylidene linkage to form double ester derivatives The D-phenylglycine moiety was considered as a tool for delivering the poorly absorbed cefuroxime through the intestine. The Δ³ â†?Δ² isomerization commonly reported along the preparation of cephalosporin esters was successfully eliminated by adding TBA ⁺HSO₄^– as phase transfer catalyst in the alkylation reaction. The prodrugs were stable in acidic phosphate buffer solutions, but degraded fairly rapidly in pH 7.39 phosphate buffer solution and in rat intestinal mucosa suspension. The t_1/2 for these 2 drugs were 10 min and 5 min resp., indicating that both compounds fail to demonstrate satisfactory stability for formulation as oral prodrugs of cefuroxime.

Chinese Pharmaceutical Journal (Taipei) published new progress about 90906-61-9. 90906-61-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1-Chloroethyl sulfochloridate, and the molecular formula is C2H4Cl2O3S, HPLC of Formula: 90906-61-9.

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

Liu, Hongyan published the artcileSynthesis and biological evaluation of tryptophan-derived rhodanine derivatives as PTP1B inhibitors and anti-bacterial agents, Formula: C7H6Cl2, the publication is European Journal of Medicinal Chemistry (2019), 163-173, database is CAplus and MEDLINE.

Several series of novel tryptophan-derived rhodanine derivatives were synthesized and identified as potential competitive PTP1B inhibitors and antibacterial agents. Among the compounds studied, I [R = 4-Br] was found to have the best in vitro inhibition activity against PTP1B (IC₅₀ = 0.36 ± 0.02 μM). In addition, the compounds also showed potent inhibition against other PTPs, especially CDC25B. Mol. docking anal. demonstrated that compounds II and I [R = 4-Br] could occupy both the catalytic site and the adjacent pTyr binding site simultaneously. The compounds also showed higher levels of activity against gram-pos. strains, the gram-neg. strain Escherichia coli 1924, and multidrug-resistant gram-pos. bacterial strains. Compounds II, III, IV and I [R = 4-Me, 4-F] had comparable or more potent antibacterial activity than the pos. controls.

European Journal of Medicinal Chemistry published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C7H6Cl2, Formula: C7H6Cl2.

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

Yang, Xi published the artcileDihydropyrimidinone imidazoles as unique structural antibacterial agents for drug-resistant gram-negative pathogens, Recommanded Product: 3-Chlorobenzylchloride, the publication is European Journal of Medicinal Chemistry (2022), 114188, database is CAplus and MEDLINE.

The health crisis caused by severe multidrug resistance increasingly compels the exploitation of new alternative antibacterial drugs. A library of structurally unique dihydropyrimidinone imidazoles as novel potential antibacterial agents was developed with the aim to confront drug resistance. Some target compounds exhibited strong antibacterial activities, especially, sulfamethoxazole hybridized dihydropyrimidinone imidazole 8b was found to be extremely active against multidrug-resistant K. pneumonia and A. baumanii at a low concentration of 0.5 μg/mL, which outperformed norfloxacin even clinafloxacin. This active compound not only exhibited low cytotoxicity to mammalian cells (human red blood cells, HepG2 and ECs), but also possessed rapid bactericidal property, good biofilm inhibition ability, and a low propensity to induce K. pneumonia and A. baumanii resistance. Further studies revealed that the inhibitory effect of the active compound 8b might be achieved by disrupting membrane integrity, increasing ROS generation, reducing GSH activity and interacting with DNA. These findings provided a bright hope for developing dihydropyrimidinone imidazoles to combat emergent drug resistance.

European Journal of Medicinal Chemistry published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C17H14F3N3O2S, Recommanded Product: 3-Chlorobenzylchloride.

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

Tsuei, Michael published the artcileInterfacial Polyelectrolyte-Surfactant Complexes Regulate Escape of Microdroplets Elastically Trapped in Thermotropic Liquid Crystals, Name: 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, the publication is Langmuir (2022), 38(1), 332-342, database is CAplus and MEDLINE.

Polyelectrolytes adsorbed at soft interfaces are used in contexts such as materials synthesis, stabilization of emulsions, and control of rheol. Here, we explore how polyelectrolyte adsorption to aqueous interfaces of thermotropic liquid crystals (LCs) influences surfactant-stabilized aqueous microdroplets that are elastically trapped within the LC. We find that adsorption of poly(diallyldimethylammonium chloride) (PDDA) to the interface of a nematic phase of 4-cyano-4�pentylbiphenyl (5CB) triggers the ejection of microdroplets decorated with sodium dodecylsulfate (SDS), consistent with an attractive elec. double layer interaction between the microdroplets and LC interface. The concentration of PDDA that triggers release of the microdroplets (millimolar), however, is three orders of magnitude higher than that which saturates the LC interfacial charge (micromolar). Observation of a transient reorientation of the LC during escape of microdroplets leads us to conclude that complexes of PDDA and SDS form at the LC interface and thereby regulate interfacial charge and microdroplet escape. Poly(sodium 4-styrenesulfonate) (PSS) also triggers escape of dodecyltrimethylammonium bromide (DTAB)-decorated aqueous microdroplets from 5CB with dynamics consistent with the formation of interfacial polyelectrolyte-surfactant complexes. In contrast to PDDA-SDS, however, we do not observe a transient reorientation of the LC when using PSS-DTAB, reflecting weak association of DTAB and PSS and slow kinetics of formation of PSS-DTAB complexes. Our results reveal the central role of polyelectrolyte-surfactant dynamics in regulating the escape of the microdroplets and, more broadly, that LCs offer the basis of a novel probe of the structure and properties of polyelectrolyte-surfactant complexes at interfaces. We demonstrate the utility of these new insights by triggering the ejection of microdroplets from LCs using peptide-polymer amphiphiles that switch their net charge upon being processed by enzymes. Overall, our results provide fresh insight into the formation of polyelectrolyte-surfactant complexes at aqueous-LC interfaces and new principles for the design of responsive soft matter.

Langmuir published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H6Cl2O, Name: 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride.

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

Li, Shaochen published the artcileNon-food bioactive products: Semisynthesis, biological activities, and mechanisms of action of oximinoether derivatives of matrine from Sophora flavescens, Application In Synthesis of 620-20-2, the publication is Industrial Crops and Products (2019), 134-141, database is CAplus.

Matrine, a quinolizidine alkaloid isolated from the roots of Sophora flavescens, is a naturally non-food bioactive product. To discover new non-food bioactive product-based pesticides, a series of 15-chloro-18-oximinoether derivatives of matrine were prepared by structural modifications of matrine. Compounds 7 m, 7o, 7q, 7 s, and 7 t display potent insecticidal activity against Mythimna separata Walker. Compounds 7b (R² = n-butyl) and 7 l (R² = p-methylbenzyl) exhibit greater than 6 folds more pronounced acaricidal activity than matrine against Tetranychus cinnabarinus Boisduval. Through reverse transcription polymerase chain reaction (RT-PCR) and quant. real-time polymerase chain reaction (qRT-PCR) anal., it is found that introduction of the chlorine atom and the oximinoether moiety at the C-15 and C-18 positions of matrine is important for acting with nAChR α1, α2 and α4 subunits in T. cinnabarinus; α1, α2, α4 and β3 subunits may be the target of action of compound 7b against T. cinnabarinus; structural modification on the lactam ring of compound 1 can lead to the change of mode of action on VGSC in T. cinnabarinus.

Industrial Crops and Products published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C7H6Cl2, Application In Synthesis of 620-20-2.

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

Jagadeesh, Rajenahally V. published the artcileNanoscale Fe₂O₃-Based Catalysts for Selective Hydrogenation of Nitroarenes to Anilines, Product Details of C6H3ClFNO2, the publication is Science (Washington, DC, United States) (2013), 342(6162), 1073-1076, database is CAplus and MEDLINE.

Production of anilines-key intermediates for the fine chem., agrochem., and pharmaceutical industries relies on precious metal catalysts that selectively hydrogenate aryl nitro groups in the presence of other easily reducible functionalities. Herein, we report convenient and stable iron oxide (Fe₂O₃)-based catalysts as a more earth-abundant alternative for this transformation. Pyrolysis of iron-phenanthroline complexes on carbon furnishes a unique structure in which the active Fe₂O₃ particles are surrounded by a nitrogen-doped carbon layer. Highly selective hydrogenation of numerous structurally diverse nitroarenes (more than 80 examples) proceeded in good to excellent yield under industrially viable conditions.

Science (Washington, DC, United States) published new progress about 350-30-1. 350-30-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Nitro Compound,Benzene, name is 3-Chloro-4-fluoronitrobenzene, and the molecular formula is C6H3ClFNO2, Product Details of C6H3ClFNO2.

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

Lebraud, Honorine published the artcileQuantitation of ERK1/2 inhibitor cellular target occupancies with a reversible slow off-rate probe, Name: 4-Chloro-3-fluorostyrene, the publication is Chemical Science (2018), 9(45), 8608-8618, database is CAplus and MEDLINE.

Target engagement is a key concept in drug discovery and its direct measurement can provide a quant. understanding of drug efficacy and/or toxicity. Failure to demonstrate target occupancy in relevant cells and tissues has been recognized as a contributing factor to the low success rate of clin. drug development. Several techniques are emerging to quantify target engagement in cells; however, in situ measurements remain challenging, mainly due to tech. limitations. Here, we report the development of a non-covalent clickable probe, based on SCH772984, a slow off-rate ERK1/2 inhibitor, which enabled efficient pull down of ERK1/2 protein via click reaction with tetrazine tagged agarose beads. This was used in a competition setting to measure relative target occupancy by selected ERK1/2 inhibitors. As a reference we used the cellular thermal shift assay, a label-free biophys. assay relying solely on ligand-induced thermodn. stabilization of proteins. To validate the EC₅₀ values measured by both methods, the results were compared with IC₅₀ data for the phosphorylation of RSK, a downstream substrate of ERK1/2 used as a functional biomarker of ERK1/2 inhibition. We showed that a slow off-rate reversible probe can be used to efficiently pull down cellular proteins, significantly extending the potential of the approach beyond the need for covalent or photoaffinity warheads.

Chemical Science published new progress about 1263414-46-5. 1263414-46-5 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Alkenyl,Benzene, name is 4-Chloro-3-fluorostyrene, and the molecular formula is C8H6ClF, Name: 4-Chloro-3-fluorostyrene.

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