Tag: M.W=250-300

Yuan, Tianqi published the artcileSynthesis of camphor sulfonic acid derivatives modified Mg/Al-LDH for efficient separation of propranolol enantiomers, HPLC of Formula: 21286-54-4, the publication is Applied Clay Science (2022), 106521, database is CAplus.

Designing chiral adsorption separation material with high enantioselectivity and stability is a promising route to realize the enantioselective recognition and separation of racemic mols. Here, for the first time, camphor sulfonic acid derivatives (CSA) were synthesized as a chiral resolving agent, and it was modified on Mg/Al layered double hydroxide (Mg/Al-LDH) through electrostatic self-assembly to construct functionalized chiral adsorption separation material (CSA@LDH), which could be served as an adsorbent for enantioselective recognition and separation of propranolol enantiomers (R,S-PRO). The CSA@LDH maintained the advantage of limited chiral space in layered structures to achieve the selective enrichment of R-PRO, and the e.e.% value of single separation could reach 19.5%. Meanwhile, d. functional theory (DFT) calculations supported that chiral recognition and separation were ascribed to the discrepancy in affinities stemming from the difference of π-π interaction force and hydrogen bonding capacity of CSA with R,S-PRO. Hence, considering the superior ability of hydrogen bond coordination and stereocontrol of camphor sulfonic acid derivatives, it is expected to be more widely used as a chiral resolving agent for other enantiomeric recognition and separation

Applied Clay Science published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C5H5BO5, HPLC of Formula: 21286-54-4.

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

Ashkenazi, Nissan published the artcileNucleophilic Displacements in Alkylphosphonates: P-O Versus P-C Bond Cleavage. A Combined DFT and Experimental Study, Quality Control of 866-23-9, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2013), 188(1-3), 106-110, database is CAplus.

Potential energy surfaces for the nucleophilic displacements at P in di-Me Me, chloromethyl, dichloromethyl, and trichloromethyl phosphonates were computed by DFT methods. Sequential introduction of Cl substituents at the Me group in Me phosphonates increases the stability of transition states and intermediates, which facilitates P-C bond cleavage. While nonsubstituted di-Me methylphosphonate may undergo exclusive P-O bond cleavage, the trichlorinated analog reacts exclusively via P-C bond dissociation to form dichlorocarbene, which was trapped by various olefins to form the corresponding gem-dichlorocyclopropanes.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Quality Control of 866-23-9.

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

Waschbusch, Rachel published the artcileA new route to α-fluorovinylphosphonates utilizing Peterson olefination methodology, Formula: C5H10Cl3O3P, the publication is Tetrahedron (1996), 52(45), 14199-14216, database is CAplus.

Several α-fluorovinylphosphonates were synthesized from the Peterson olefination reaction applied to both aldehydes and ketones in conjunction with α-lithiated-α-fluoro-α-trimethylsilymethylphosphonate. The reaction with aldehydes gives mainly the E-isomer whereas reaction with ketones gives mainly the Z-isomer. The authors propose a closed transition state to explain the results.

Tetrahedron published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C15H18BF3O2, Formula: C5H10Cl3O3P.

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

Abrams, Rachel P. published the artcileFive-Membered Ring Peroxide Selectively Initiates Ferroptosis in Cancer Cells, Formula: C10H15ClO3S, the publication is ACS Chemical Biology (2016), 11(5), 1305-1312, database is CAplus and MEDLINE.

A 1,2-dioxolane (FINO₂) was identified as a lead compound from a screen of organic peroxides. FINO₂ does not induce apoptosis, but instead initiates ferroptosis, an iron-dependent, oxidative cell death pathway. Few compounds are known to induce primarily ferroptosis. In contrast to the perceived instability of peroxides, FINO₂ was found to be thermally stable to at least 150 °C. FINO₂ was more potent in cancer cells than nonmalignant cells of the same type. One of the enantiomers was found to be more responsible for the observed activity.

ACS Chemical Biology published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Formula: C10H15ClO3S.

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

Nuti, Elisa published the artcileN-O-Isopropyl Sulfonamido-Based Hydroxamates: Design, Synthesis and Biological Evaluation of Selective Matrix Metalloproteinase-13 Inhibitors as Potential Therapeutic Agents for Osteoarthritis, Formula: C13H12BClO3, the publication is Journal of Medicinal Chemistry (2009), 52(15), 4757-4773, database is CAplus and MEDLINE.

The synthesis and in vitro evaluation of a new series of selective matrix metalloproteinase-13 (MMP-13) inhibitors possessing an arylsulfonamidic scaffold was reported. Among these potential inhibitors, I was discovered exhibiting nanomolar activity for MMP-13 and was highly selective for this enzyme compared to MMP-1, -14, and TACE. Compound I acted as a slow-binding inhibitor of MMP-13 and was demonstrated to be effective in an in vitro collagen assay and in a model of cartilage degradation Furthermore, a docking study was conducted for this compound in order to investigate its binding interactions with MMP-13 and the reasons for its selectivity toward MMP-13 vs. other MMPs.

Journal of Medicinal Chemistry published new progress about 870778-91-9. 870778-91-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (4-((4-Chlorobenzyl)oxy)phenyl)boronic acid, and the molecular formula is C13H12BClO3, Formula: C13H12BClO3.

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

Rodriguez-Ortega, Pilar G. published the artcileSynthesis and Structural Characterization of a Ubiquitous Transformation Product (BTS 40348) of Fungicide Prochloraz, COA of Formula: C11H14Cl3NO, the publication is Journal of Agricultural and Food Chemistry (2019), 67(31), 8641-8648, database is CAplus and MEDLINE.

Prochloraz is a widely used imidazole fungicide that has to be analyzed together with its metabolites or transformation products for food safety monitoring purposes in the European Union. Although the focus in food of plant origin has been set on metabolites BTS 44595 and BTS 44596, we consider relevant the study of BTS 40348 metabolite, too, because it has been detected in both raw and processed foods based on citrus fruits in the EU. Metabolite BTS 40348 should be monitored in surface water due to its ecotoxicol. effects. In this work, the synthesis and structural characterization of BTS 40348 metabolite of fungicide prochloraz is presented, because the structure is closely related to the chem. and biol. activity of the substance. Characterization using ¹³C and ¹H NMR, IR, and Raman spectroscopy is detailed, together with confirmation by electrospray mass spectrometry anal.

Journal of Agricultural and Food Chemistry published new progress about 67747-01-7. 67747-01-7 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Ether,Benzene Compounds, name is N-(2-(2,4,6-Trichlorophenoxy)ethyl)propan-1-amine, and the molecular formula is C11H14Cl3NO, COA of Formula: C11H14Cl3NO.

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

Ortiz Zacarias, Natalia V. published the artcileDesign and Characterization of an Intracellular Covalent Ligand for CC Chemokine Receptor 2, SDS of cas: 32333-53-2, the publication is Journal of Medicinal Chemistry (2021), 64(5), 2608-2621, database is CAplus and MEDLINE.

Covalently acting inhibitors constitute a large and growing fraction of approved small-mol. therapeutics as well as useful tools for a variety of in vitro and in vivo applications. Here, we aimed to develop a covalent antagonist of CC chemokine receptor 2 (CCR2), a class A GPCR that has been pursued as a therapeutic target in inflammation and immuno-oncol. Based on a known intracellularly binding CCR2 antagonist, several covalent derivatives were synthesized and characterized by radioligand binding and functional assays. These studies revealed compound 14 as an intracellular covalent ligand for CCR2. In silico modeling followed by site-directed mutagenesis confirmed that 14 forms a covalent bond with one of three proximal cysteine residues, which can be engaged interchangeably. To our knowledge, compound 14 represents the first covalent ligand reported for CCR2. Due to its unique properties, it may represent a promising tool for ongoing and future studies of CCR2 pharmacol.

Journal of Medicinal Chemistry published new progress about 32333-53-2. 32333-53-2 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Sulfonyl chlorides,Benzene, name is 4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride, and the molecular formula is C7H3Cl2F3O2S, SDS of cas: 32333-53-2.

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

Flynn, Richard M. published the artcileSynthetic and mechanistic aspects of halo-F-methylphosphonates, Application of Diethyltrichloromethylphosphonate, the publication is Journal of Fluorine Chemistry (2011), 132(10), 815-828, database is CAplus.

The synthesis of a variety of new halo-F-methylphosphonates has been achieved by a Michaelis-Arbuzov type reaction between a halo-F-methane and a trialkyl phosphite. This synthesis has proved to be of wide scope and utility for the high yield preparation of a number of heretofore unknown compounds The ¹H, ¹⁹F, ¹³C and ³¹P NMR spectroscopic properties are reported in detail. The mechanism for the formation of bromodifluoromethylphosphonates has been shown to proceed through the intermediacy of difluorocarbene :CF₂. The phosphonate products have been shown to react with a wide variety of reagents. Fluoride and alkoxide ions react by attack at phosphorus with cleavage of the carbon-phosphorus bond and formation of [:CF₂] from the bromodifluoromethylphosphonates and the CFBr₂ ^– anion from the dibromofluoromethylphosphonates. Iodide ion and tertiary phosphines react by attack at the ester carbon to give stable phosphonate salts. Hydrolysis of the phosphonate esters with 50% aqueous HCl gives the expected phosphonic acids. Trimethylsilyl bromide attacks phosphoryl oxygen to afford the bis(trimethylsilyl) esters.

Journal of Fluorine Chemistry published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Application of Diethyltrichloromethylphosphonate.

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

Shames, Spencer L. published the artcileAcyl substituent effects on rates of acyl transfer to thiolate, hydroxide, and oxy dianions, Product Details of C5H10Cl3O3P, the publication is Journal of the American Chemical Society (1981), 103(20), 6170-7, database is CAplus.

The rates of transfer of polar aliphatic acyl groups (with σ^* -0.3 to +1.05) from aqueous p-nitrophenol to OH^–, the thiol anion of N-acetyl-L-cysteine, or phosphonate dianions are determined The rate constants for the saponification of ten p-O₂NC₆H₄O₂CR (I; R = alkyl) aretreated via an LFER with ρ^* 2.9. The ρ^* value for the thiolysis reaction is only slightly larger (16 ± 13%) than that for saponification These kinetic ρ^* values are essentially identical with the equilibrium ρ^* for OH^– or thiolate addition to aldehydes. To the extent that gem diolate and thiohemiacetalate formation are appropriate model reactions for the formation of the anionic tetrahedral intermediates in the corresponding acyl transfer reactions, the magnitude of the kinetic ρ^* values suggests that the transition states for the saponification and for the thiolysis reactions are similar, in geometry and charge distribution, to the tetrahedral intermediates. Acyl transfer from p-nitrophenol to phosphonate dianions involves an uncatalyzed nucleophilic displacement by the oxy dianion. The ρ^* for the reaction of ClCH₂PO₃^2- with I is 2.4. The second-order rate constants for the reactions between the phosphonates and I (R = Me, ClCH₂) and p-O₂NC₆H₄OAc show a small sensitivity to the basicity of the nucleophile (β_nuc ∼0.3). An explanation of the magnitudes of the ρ^* and β_nuc values, and of the anomalously low reaction rates (relative to oxy monoanions and amines of comparable basicities) for acyl transfer to the phosphates, is that electrostatic interactions and desolvation of the oxy dianion make substantial contributions to the activation energy barrier for nucleophilic attack.

Journal of the American Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C42H63O3P, Product Details of C5H10Cl3O3P.

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

Leyva-Perez, Antonio published the artcileBifunctional solid catalysts for chemoselective hydrogenation-cyclisation-amination cascade reactions of relevance for the synthesis of pharmaceuticals, COA of Formula: C13H9ClN2O4, the publication is Tetrahedron (2010), 66(41), 8203-8209, database is CAplus.

The benzodiazepines olanzapine (I) and clozapine (II) are nowadays manufactured by a three-step process with a final yield below 50%. An approach to environmentally-friendly intensive processes consists in the development of multifunctional solid catalyst able to catalyze multistep reactions. Here, a bifunctional metal-acid solid catalyst has been prepared and is able to carry out hydrogenation-cyclization-amination reactions in a cascade process. The catalytic system is illustrated for the synthesis of these important antipsychotics, being an alternative for the current industrial process that requires three steps batch reactions, using mineral acids and bases, and stoichiometric amounts of SnCl₂.

Tetrahedron published new progress about 60091-87-4. 60091-87-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitro Compound,Carboxylic acid,Amine,Benzene, name is 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid, and the molecular formula is C13H9ClN2O4, COA of Formula: C13H9ClN2O4.

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