Month: October 2022

Kuehn, Laura; Huang, Mingming; Radius, Udo; Marder, Todd B. published the artcile< Copper-catalysed borylation of aryl chlorides>, Computed Properties of 1435-43-4, the main research area is catalytic borylation aryl chloride preparation arylboronic acid copper NHC; copper NHC catalyst borylation aryl chloride pinacoldiboronate.

We report herein the first Cu-catalyzed borylation of a wide range of aryl chlorides with different electronic and steric properties using a readily prepared NHC-stabilized Cu catalyst and KOtBu as the base with B2pin2 (pin = pinacolato) as the boron reagent. The aryl chlorides are converted into their corresponding arylboronic esters in good yields. The new procedure shows broad functional group tolerance, and B2neop2 (neop = neopentyl glycolato) can also be applied as the boron reagent.

Organic & Biomolecular Chemistry published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 1435-43-4 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H3ClF2, Computed Properties of 1435-43-4.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Xu, Hang; Yan, Zhong-zuo; Guo, Meng-bi; An, Ran; Wang, Xin; Zhang, Rui; Mou, Yan-hua; Hou, Zhuang; Guo, Chun published the artcile< Lead optimization generates selenium-containing miconazole CYP51 inhibitors with improved pharmacological profile for the treatment of fungal infections>, Safety of 1-Chloro-2-(chloromethyl)benzene, the main research area is benzylselanyl dichlorophenylethyltriazole preparation antifungal antitumor SAR pharmacokinetics docking; dichlorophenyl phenylselanylethylimidazole preparation antifungal antitumor SAR pharmacokinetics docking; Antifungal; CYP51; Miconazole; Selenium; Superior pharmacological profile.

A series of selenium-containing miconazoles. compounds I, II [R = H, 3-F, 2-Me, etc. ; X= F, Cl], III [R = H, 3-F, 2-Me, etc.; X= F, C] were identified as potent antifungal drugs in our previous study. Representative compound I (MIC = 0.01μg/mL against C.alb. 5314) proved efficacious in inhibiting the growth of fungal pathogens. However, further study showed lead compound I exhibited potential hemolysis, significant cytotoxic effect and unfavorable metabolic stability and was therefore modified to overcome these drawbacks. In this article, the further optimization of selenium-containing miconazole derivatives resulted in the discovery of similarly potent compound II [R = 4-F ; X= F] (MIC = 0.02μg/mL against C.alb. 5314), exhibiting a superior pharmacol. profile with decreased rate of metabolism, cytotoxic effect and hemolysis. Furthermore, compound II [R = 4-F ; X= F] showed fungicidal activity against Candida albicans and significant effects on the treatment of resistant Candida albicans infections. Meanwhile, compound II [R = 4-F ; X= F] not only could reduce the ergosterol biosynthesis pathway by inhibiting CYP51, but also inhibited biofilm formation. More importantly, compound II [R = 4-F ; X= F] also shows promising in vivo efficacy after i.p. injection and the PK study of compound II [R = 4-F ; X= F] was evaluated. In addition, mol. docking studies provide a model for the interaction between the compound II [R = 4-F ; X= F] and the CYP51 protein. Overall, it was believed that these selenium-containing miconazole compounds can be further developed for the potential treatment of fungal infections.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 611-19-8 belongs to class chlorides-buliding-blocks, and the molecular formula is C7H6Cl2, Safety of 1-Chloro-2-(chloromethyl)benzene.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reddy, Raju Jannapu; Kumar, Jangam Jagadesh; Kumari, Arram Haritha published the artcile< Unprecedented Reactivity of β-Iodovinyl Sulfones: An Efficient Synthesis of β-Keto Sulfones and β-Keto Thiosulfones>, Synthetic Route of 128-09-6, the main research area is iodovinyl sulfone oxidation sulfenylation sodium acetate; keto sulfone preparation; beta keto thiosulfone preparation.

An unprecedented reactivity of (E)-β-iodovinyl sulfones in the presence of NaOAc is reported. The (E)-β-iodovinyl sulfones were treated with NaOAc in DMSO/H2O to yield β-keto sulfones in moderate to high yields. A novel oxidative difunctionalization of β-iodovinyl sulfones with thiosulfonates and NaOAc in DMF has been developed. This metal-free oxosulfenylation is an operationally simple to access a wide range of β-keto thiosulfones (α-thioaryl-β-keto sulfones) in moderate to high yields. The transformations were reliable at gram-scale, thus illustrating its efficiency and practicality. A plausible mechanism for the protocol is also proposed.

European Journal of Organic Chemistry published new progress about Ketones, sulfones Role: SPN (Synthetic Preparation), PREP (Preparation). 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, Synthetic Route of 128-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Yin, Jinya; Landward, Michael B.; Rainier, Jon D. published the artcile< Photoelectrocyclization Reactions of Amidonaphthoquinones>, COA of Formula: C9H7ClO, the main research area is griffithazanone marcanine preparation antibacterial activity; acrylamide naphthoquinone preparation photoelectrocyclization; azaanthraquinone preparation antibacterial activity.

Readily available acrylamide naphthoquinones, e.g., I (R1 = H, Me; R2 = H, Me, Ph, 2-ClC6H4, 3-MeOC6H4), can be converted into the corresponding aza-anthraquinones, e.g., II, using 6π-photoelectrocyclization reactions. Not only do these reactions not proceed thermally but, as demonstrated here, they can be used to generated a range of aza-anthraquinone and aza-tetracycline derivatives including the natural products griffithazanone A and marcanine A. Several of the aza-anthraquinones showed antibacterial activity.

Journal of Organic Chemistry published new progress about Antibacterial agents. 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, COA of Formula: C9H7ClO.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Huang, Chao; Zhu, Kaifang; Zhang, Yingying; Shao, Zhichao; Wang, Dandan; Mi, Liwei; Hou, Hongwei published the artcile< Directed Structural Transformations of Coordination Polymers Supported Single-Site Cu(II) Catalysts To Control the Site Selectivity of C-H Halogenation>, Product Details of C7H7ClO2, the main research area is imidazolediyl bistetrazole manganese copper coordination polymer preparation crystal structure; coordination polymer imidazolediylbistetrazole manganese copper catalyst carbon hydrogen halogenation; crystal mol structure imidazolediyl bistetrazole manganese copper coordination polymer.

A main difficulty in C-H bond functionalization is to undertake the catalyst control accurately where the reaction takes place. In this work, to achieve highly effective and regioselective single-site catalysts, a three-dimensional (3D) rhombus-like framework of {[Mn(Hidbt)DMF]·H2O}n (1) [H3idbt = 5,5′-(1H-imidazole-4,5-diyl)-bis(2H-tetrazole)] containing coordinated DMF mols. was constructed. For the dissolution-recrystallization structural transformation process, attractive structural transformations proceeded from 1 to a new crystalline species formulated as {[Mn3(idbt)2(H2O)2]·3H2O}n (2) with a 3D window-like architecture, and then the Mn ions in 2 could be exchanged with Cu ions through cation exchange in a single-crystal to single-crystal fashion to produce the Cu-exchanged product {[Mn2Cu(idbt)2(H2O)2]·3H2O}n (2a), which had a window-like framework like that of 2. Furthermore, 2 and 2a were used as heterogeneous catalysts for the regioselective C-H halogenation of phenols with N-halosuccinimides (NCS and NBS) to produce the site selective single monohalogenated products. It was found that the catalytic activity and site selectivity of 2a were much higher than those of 2, because the unique structural features of 2a with the uniformly dispersed CuII active centers served as a single-site catalyst with a site-isolated and well-defined platform to promote the C-H halogenation reaction in regiocontrol and guide an orientation that favored the para selectivity during the reaction process.

Inorganic Chemistry published new progress about C-H bond activation. 16766-30-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C7H7ClO2, Product Details of C7H7ClO2.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Dinh, Andrew N.; Maddox, Sean M.; Vaidya, Sagar D.; Saputra, Mirza A.; Nalbandian, Christopher J.; Gustafson, Jeffrey L. published the artcile< Catalyst-Controlled Regioselective Chlorination of Phenols and Anilines through a Lewis Basic Selenoether Catalyst>, Application In Synthesis of 128-09-6, the main research area is regioselective electrophilic chlorination phenol aniline Lewis basic selenoether catalyst.

We report a highly efficient ortho-selective electrophilic chlorination of phenols utilizing a Lewis basic selenoether catalyst. The selenoether catalyst resulted in comparable selectivities to our previously reported bis-thiourea ortho-selective catalyst, with a catalyst loading as low as 1%. The new catalytic system also allowed us to extend this chem. to obtain excellent ortho-selectivities for unprotected anilines. The selectivities of this reaction are up to >20:1 ortho/para, while the innate selectivities for phenols and anilines are approx. 1:4 ortho/para. A series of preliminary studies revealed that the substrates require a hydrogen-bonding moiety for selectivity.

Journal of Organic Chemistry published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, Application In Synthesis of 128-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Song, Renyuan; Yu, Xiaofeng; Liu, Muxin; Hu, Xiaoling; Zhu, Shengqing published the artcile< Anion Exchange Affinity-Based Controllable Surface Imprinting Synthesis of Ultrathin Imprinted Films for Protein Recognition>, Recommanded Product: 1-(Chloromethyl)-4-vinylbenzene, the main research area is molecularly imprinted polymer anion exchange immobilization template protein recognition; anion exchange affinity-based interaction; immobilization template; protein recognition; surface-initiated photoiniferter-mediated polymerization.

Anion exchange affinity-based controllable surface imprinting is an effective approach to overcome low imprinting efficiency and high non-specific binding capacity. The template proteins were first immobilized on the anchored tetraalkylammonium groups of the nanoparticles via anion exchange affinity-based interactions, enabling monolayer sorption using a low template concentration The combined use of surface-initiated photoiniferter-mediated polymerization to precisely control the imprinted film thickness, allowing the formation of homogeneous binding cavities, and the construction of effective binding sites resulted in a low non-specific binding capacity and high imprinting efficiency. The obtained imprinted films benefited from the anion exchange mechanism, exhibiting a higher imprinting factor and faster binding rate than the reference material. Binding tests revealed that the binding strength and selective recognition properties could be tuned to a certain extent by adjusting the NaCl concentration Addnl., in contrast to the harsh template elution conditions of the covalent immobilization approach, over 80% of the template mols. were readily removed from the imprinted films using supersonic elution with an aqueous mixture of NaCl and HAc. Introducing template immobilization by anion exchange interactions to the synthesis of imprinted materials may provide a new approach for effective biomacromol. imprinting.

Polymers (Basel, Switzerland) published new progress about Anion exchange. 1592-20-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H9Cl, Recommanded Product: 1-(Chloromethyl)-4-vinylbenzene.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Daub, Mary Elisabeth; Jung, Hoimin; Lee, Byung Joo; Won, Joonghee; Baik, Mu-Hyun; Yoon, Tehshik P. published the artcile< Enantioselective [2+2] Cycloadditions of Cinnamate Esters: Generalizing Lewis Acid Catalysis of Triplet Energy Transfer>, Quality Control of 17082-09-6, the main research area is cinnamate ester enantioselective cycloaddition photocatalyst Lewis acid cocatalyst.

We report the enantioselective [2+2] cycloaddition of simple cinnamate esters, the products of which are useful synthons for the controlled assembly of cyclobutane natural products. This method utilizes a cocatalytic system in which a chiral Lewis acid accelerates the transfer of triplet energy from an excited-state Ir(III) photocatalyst to the cinnamate ester. Computational evidence indicates that the principal role of the Lewis acid cocatalyst is to lower the absolute energies of the substrate frontier MOs, leading to greater electronic coupling between the sensitizer and substrate and increasing the rate of the energy transfer event. These results suggest Lewis acids can have multiple beneficial effects on triplet sensitization reactions, impacting both the thermodn. driving force and kinetics of Dexter energy transfer.

Journal of the American Chemical Society published new progress about [2+2] Cycloaddition reaction, stereoselective. 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, Quality Control of 17082-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Li, Daqiang; Zhang, Xiaotuan; Ma, Xiaodong; Xu, Lei; Yu, Jianjun; Gao, Lixin; Hu, Xiaobei; Zhang, Jiankang; Dong, Xiaowu; Li, Jia; Liu, Tao; Zhou, Yubo; Hu, Yongzhou published the artcile< Development of macrocyclic peptides containing epoxyketone with oral availability as proteasome inhibitors>, Electric Literature of 22717-55-1, the main research area is macrocyclic peptide synthesis methylpyrazole imidazole pyrazole oral availability; pharmacokinetic structure activity 20S proteasome inhibition; amino acid coupling iodination alkenylation substitution reaction Stille coupling; peptide ring closing metathesis mol docking human 20S proteasome.

Macrocyclization has been frequently utilized for optimizing peptide or peptidomimetic-based compounds In an attempt to obtain potent, metabolically stable, and orally available proteasome inhibitors, 30 oprozomib-derived macrocyclic peptides with structural diversity in their N-terminus and linker were successively designed and synthesized for structure-activity relationship (SAR) studies. As a consequence, the macrocyclic peptides with N-methyl-pyrazole, imidazole, and pyrazole as their resp. N-termini exhibited favorable in vitro activity and metabolic stability, which translated into their potent in vivo proteasome inhibitory activity after oral administration. In particular, pyrazole-containing compound (I), as the most distinguished one among this series, displayed excellent chymotrypsin-like (ChT-L, β5) inhibitory potency (IC50 = 16 nM), low nanomolar antiproliferative activity against all three of the tested cell lines, and superior metabolic stability in mouse liver microsome (MLM), as well as favorable inhibition against ChT-L compared to that of oprozomib in BABL/c mice following administration at a comparatively low dose, thereby representing a promising candidate for further development.

Journal of Medicinal Chemistry published new progress about Alkenylation. 22717-55-1 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H7ClO3, Electric Literature of 22717-55-1.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics