Category: chlorides-buliding-blocks

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

Sen, Rajendra Nath published the artcileAlkali sulfonates of coumarin and nitrocoumarin, Formula: C9H5ClO4S, the publication is Journal of the Indian Chemical Society (1928), 433-7, database is CAplus.

The positions of the SO₃H groups in coumarinmono- (I) and -disulfonic acid (II) prepared by Perkin (J. Chem. Soc. 24, 37), and of the 6-nitrocoumarinsulfonic acid (III) were determined For this purpose, the ordinary methods were not applicable; alkali fusion, e. g., leading to a rupture in the lactonic ring of the coumarin mol. Therefore the lactonic ring was oxidized with KMnO₄ and known derivatives of o-HOC₂H₄CO₂H (IV) obtained. Thus I was shown to be coumarin-6 sulfonic acid. In III, the SO₃H group occupies a position in the lactone ring and is probably 6-nitrocoumarin-3-sulfonic acid in analogy with 3,6-dinitrocoumarin (J. Chem. Soc. 97, 1397), and similarly, II is probably coumarin-3,6-disulfonic acid. Some new derivatives of I, II and III were prepared The process of preparing I, II and III was improved by precipitating the SO₃H acids as the Na salts, and in the case of II, by substituting the ordinary fuming H₂SO₄ by 50% fuming H₂SO₄. Ten g. coumarin heated with 50 g. fuming H₂SO₄ for 2 h. on the water bath, cooled, filtered into saturated NaCl solution and kept for 1-2 days, gave 85% of the Na salt (V) of I; this salt gave with PCl₆ or POCl₃, the sulfonyl chloride (VI), m. 115°; from VI were prepared the amide, m. 186°, and the anilide, m. 132°. For the oxidation, V was dissolved in 2 N KOH and 4% KMnO₄ was slowly added at 0-10°. When the oxidation was complete, the solution was heated for 1 h. on the water bath, filtered, concentrated, and concentrated HCl added. The resulting acid K salt of 5,2-HO₃S(HO)C₆H₃CO₂,H (VII) was filtered off, recrystallized, and converted to the free acid. Na salt (VIII) of II, from 10 g. coumarin and 70 g. 50% fuming H₂SO₄ by heating for 3-4 h. to 150° on the oil bath, cooling and precipitating with NaCl solution Recrystallization gives VIII in 70% yield; disulfonyl chloride, m. 170-3°; diamide, m.above 240°, dianilide, yellow. Oxidation of VIII, carried out as in the case of V, leads to formation of VII. Na salt (IX)of III, (80% from 10g. 6-nitrocoumarin and 60 g. 50% fuming H₂SO₄ by heating to 150° for 3-4 h. and precipitating with NaCl solution), yellowish; sulfonyl chloride, m. 205°; amide, does not m. 260°; anilide, m. 130°. The product of oxidation of IX was identified as 5,2-O₂N(HO)C₆H₂3CO₂H.

Journal of the Indian Chemical Society published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C20H32B2O4, Formula: C9H5ClO4S.

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

Nayak, Sabita published the artcileDesign and Synthesis of (E)-4-(2-Phenyl-2H-chromen-3-yl)but-3-en-2-ones and Evaluation of their In Vitro Antimicrobial Activity, Recommanded Product: 5-Bromo-3-chloro-2-hydroxybenzaldehyde, the publication is Letters in Organic Chemistry (2015), 12(5), 352-358, database is CAplus.

2H-Chromene and its derivatives are an important class of organic compounds due to their wide range of biol. activities such as antimicrobial, antiviral, antiinflammatory and antitubercular agents. In the present work, we have synthesized ten new 2H-chromene derivatives [(E)-4-(2-phenyl-2H-chromen-3-yl)but-3-en-2-one and its substituted analogs] by aldol condensation of 2H-chromene-3-carbaldehydes with acetone. These products have been characterized by means of spectral data (1H, 13C, IR, Mass). The structure of (E)-4-(6,8-dichloro-2-phenyl-2H-chromen-3-yl)but-3-en-2-one was confirmed by X-ray anal. The compounds were evaluated for in vitro antimicrobial activity against two Gram pos. bacteria [Streptococcus mutans (MTCC 497) and Streptococcus pyogenes (MTCC 1926)] and three Gram neg. bacteria [Vibrio cholera (MTCC 3909), Shigella flexneri (MTCC 1457) and Salmonella enteric typhi (MTCC 1252)]. The obtained results from in vitro antimicrobial assays by the broth dilution method indicated that many of the compounds exhibited excellent activity against all the microorganisms in comparison to standard kanamycin.

Letters in Organic Chemistry published new progress about 19652-33-6. 19652-33-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Bromide,Benzene,Phenol,Aldehyde, name is 5-Bromo-3-chloro-2-hydroxybenzaldehyde, and the molecular formula is C7H4BrClO2, Recommanded Product: 5-Bromo-3-chloro-2-hydroxybenzaldehyde.

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

Murugesan, Kathiravan published the artcileReductive amination using cobalt-based nanoparticles for synthesis of amines, Application In Synthesis of 350-30-1, the publication is Nature Protocols (2020), 15(4), 1313-1337, database is CAplus and MEDLINE.

In this protocol, the preparation of carbon-supported cobalt-based nanoparticles as efficient and practical catalysts for synthesis of different kinds of amines by reductive aminations was described. Template synthesis of a cobalt-triethylenediamine-terephthalic acid metal-organic framework on carbon and subsequent pyrolysis to remove the organic template resulted in the formation of supported single cobalt atoms and nanoparticles. Applying these catalysts, structurally diverse benzylic, aliphatic and heterocyclic primary, secondary and tertiary amines, including pharmaceutically relevant products, starting from inexpensive and easily accessible carbonyl compounds with ammonia, nitro compounds or amines and mol. hydrogen were synthesized. To prepare this cobalt-based catalyst took 26 h, and the reported catalytic reductive amination reactions could be carried out within 18-28 h.

Nature Protocols 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, Application In Synthesis of 350-30-1.

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

Zhou, Zhikuan published the artcileCore-modified rubyrins containing dithienylethene moieties, Application In Synthesis of 219537-97-0, the publication is Angewandte Chemie, International Edition (2014), 53(25), 6563-6567, database is CAplus and MEDLINE.

Two stable core-modified rubyrins I and II bearing one and two dithienylethene (DTE) units were synthesized. With one “closed-form” DTE unit, I shows aromaticity associated with its conjugated circuit of 26 π-electrons. In contrast, II containing one “open-form” DTE unit has non-aromatic properties.

Angewandte Chemie, International Edition 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 C16H20N2, Application In Synthesis of 219537-97-0.

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

Zhai, Yan published the artcilePhotoswitchable micelles for the control of singlet-oxygen generation in photodynamic therapies, SDS of cas: 219537-97-0, the publication is Biomacromolecules (2018), 19(6), 2023-2033, database is CAplus and MEDLINE.

Inadvertent photosensitizer-activation and singlet-oxygen generation hampers clin. application of photodynamic therapies of superficial tumors or s.c. infections. Therefore, a reversible photoswitchable system was designed in micellar nanocarriers using ZnTPP as a photosensitizer and BDTE as a photoswitch. Singlet-oxygen generation upon irradiation did not occur in closed-switch micelles with ZnTPP/BDTE feeding ratios >1:10. Deliberate switch closure/opening within 65-80 min was possible through thin layers of porcine tissue in vitro, increasing for thicker layers. Inadvertent opening of the switch by simulated daylight, took several tens of hours. Creating deliberate cell damage and prevention of inadvertent damage in vitro and in mice could be done at lower ZnTPP/BDTE feeding ratios (1:5) in open-switch micelles and at higher irradiation intensities than inferred from chem. clues to generate singlet-oxygen. The reduction of inadvertent photosensitizer activation in micellar nanocarriers, while maintaining the ability to kill tumor cells and infectious bacteria established here, brings photodynamic therapies closer to clin. application.

Biomacromolecules 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 C18H20N2O12, SDS of cas: 219537-97-0.

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

Bunyan, P. J. published the artcileReactivity of organophosphorus compounds. XIII. Radical-chain transfer reactions of triethyl phosphite: a new phosphorothiolate synthesis, Product Details of C5H10Cl3O3P, the publication is Journal of the Chemical Society (1962), 2953-8, database is CAplus.

cf. CA 57, 4577c. Reinvestigation of the reaction between BrCCl₃ and tri-Et phosphite has revealed the formation of CCl₄ as a main product; reaction in the presence of BuSH gave S-Bu di-Et phosphorothioate in excellent yield. These and related reactions are discussed in terms of a radical-chain mechanism.

Journal of the 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 C5H10Cl3O3P, Product Details of C5H10Cl3O3P.

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