Month: October 2022

Li, Yibiao; Huang, Shuo; Liao, Chunshu; Shao, Yan; Chen, Lu published the artcile< Transition-metal-free access to 2-aminopyridine derivatives from 2-fluoropyridines and acetamidine hydrochloride>, Quality Control of 22280-62-2, the main research area is aminopyridine preparation chemoselective green chem; fluoropyridine acetamidine hydrochloride amination.

An efficient method for the synthesis of 2-aminopyridine derivatives I (R = 3-I, 3-Cl-5-I, 5-NO2-6-CH3, etc.; R1 = NH2) through the nucleophilic substitution and hydrolysis of 2-fluoropyridines I (R1 = F) and acetamidine hydrochloride under catalyst-free conditions has been developed. This amination uses inexpensive acetamidine hydrochloride as the ammonia source and has the advantages of high yield, high chemoselectivity and wide substrate adaptability. The results suggest that other N-heterocycles containing fluorine substituents such as 5-chloro-2,4-difluoropyrimidine and 2-fluoropyrazine can also complete the reaction via these reaction conditions and yield the target products 5-chloro-4-fluoropyrimidin-2-amine and pyrazin-2-amine resp.

Organic & Biomolecular Chemistry published new progress about Amination (chemoselective). 22280-62-2 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Quality Control of 22280-62-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zeng, Xiaojun; Yan, Wenhao; Zacate, Samson B.; Cai, Aijie; Wang, Yufei; Yang, Dongqi; Yang, Kundi; Liu, Wei published the artcile< Copper-Catalyzed Deaminative Difluoromethylation>, SDS of cas: 3731-53-1, the main research area is copper catalyst deaminative difluoromethylation alkyl amine; copper; deamination; difluoromethylation; homogeneous catalysis; pyridinium salts.

The difluoromethyl group (CF2H) is considered to be a lipophilic and metabolically stable bioisostere of an amino (NH2) group. Therefore, methods that can rapidly convert an NH2 group into a CF2H group would be of great value to medicinal chem. The authors report herein an efficient Cu-catalyzed approach for the conversion of alkyl pyridinium salts, which can be readily synthesized from the corresponding alkyl amines, to their alkyl difluoromethane analogs. This method tolerates a broad range of functional groups and can be applied to the late-stage modification of complex amino-containing pharmaceuticals.

Angewandte Chemie, International Edition published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, SDS of cas: 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lv, Tengteng; Dai, Fa; Zhuang, Qiuting; Zhao, Xuelin; Shao, Yina; Guo, Ming; Lv, Zhimeng; Li, Chenghua; Zhang, Weiwei published the artcile< Outer membrane protein OmpU is related to iron balance in Vibrio alginolyticus>, Electric Literature of 366-18-7, the main research area is Vibrio outer membrane porin iron; Iron balance; OmpU; Vibrio alginolyticus.

Outer membrane protein U (OmpU) is a major porin from Vibrio alginolyticus and has been considered a vaccine candidate against infection by V. alginolyticus. After pre-incubated with polyclonal antibody against rOmpU, V. alginolyticus showed a 78% decrease in extracellular iron level, suggesting that interruption of OmpU could increase intracellular iron level. The mRNA expression of ompU under iron-limited conditions was determined using real-time reverse transcriptase PCR. The mRNA level of ompU was downregulated to 0.27-, 0.036- and 0.019-fold after the addition of the iron chelator 2,2′-bipyridyl for 10, 30 and 60 min, resp. In addition, the promoter of ompU contained a ferric uptake regulator (Fur) binding site, which revealed the potential regulation of ompU by Fur and iron. Fur from V. alginolyticus was purified and used for electrophoretic mobility shift assay. The result showed that in the absence of Fe2+, purified recombinant Fur could specifically bind to the promoter DNA of ompU, while in the presence of Fe2+, the binding of Fur and the promoter DNA was suppressed. Our study preliminarily explored the function of OmpU in iron balance in V. alginolyticus, and these findings were helpful in understanding iron metabolism in V. alginolyticus.

Microbiological Research published new progress about Major outer membrane porins Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Electric Literature of 366-18-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liu, Jianguo; Chen, Jia-Yi; Jia, Mengjing; Ming, Bangrong; Jia, Jiong; Liao, Rong-Zhen; Tung, Chen-Ho; Wang, Wenguang published the artcile< Ni-O Cooperation versus Nickel(II) Hydride in Catalytic Hydroboration of N-Heteroarenes>, Quality Control of 93-60-7, the main research area is cyclopentadienyl nickel phosphinophenolate preparation catalyst hydroboration heteroarene pyridine kinetics; crystal structure cyclopentadienyl nickel phosphinophenolate phosphinothiophenolate complex borate adduct; mol structure cyclopentadienyl nickel phosphinophenolate phosphinothiophenolate complex borate adduct; potential energy surface nickel phosphinophenolate catalyst hydroboration pyridine.

An air-stable half-sandwich Ni(II) complex bearing a phosphinophenolato ligand, Cp*Ni(1,2-Ph2PC6H4O) (1), was designed and synthesized for activation of HBpin and catalytic hydroboration of N-heteroarenes such as pyridine. Through addition of the H-B bond across the Ni-O bond, 1 reacts with HBpin to afford an 18-electron Ni(II)-H intermediate [H1(Bpin)] featuring an O-stabilized B moiety, which readily reduces pyridine analogs to give the 1,2-hydroborated product, thus accomplishing the catalytic cycle under mild conditions. The necessity of the phosphinophenolato ligand to deliver the boryl group was manifested by the clear difference in the activity of 1 and Cp*NiH(PPh3) (3H) in catalytic hydroborations. The latter lacks a functional O atom and is inert to process the catalysis.

ACS Catalysis published new progress about Aromatic hydrocarbons Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent) (N-heteroarenes). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Quality Control of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hou, Lixia; Zhang, Yujin; Li, Cuicui; Wang, Xuede; Wang, Selina C. published the artcile< Determination of main bitter compounds in soaked and germinated sesame pastes>, HPLC of Formula: 93-60-7, the main research area is sesame paste germination soaking bitter compound determination; bitterness; germination; non-volatile; sesame pastes; volatile compounds.

The flavor and taste of the foods play an important or even a decisive role in the acceptance and preference of the consumers. It was found that the sesame paste prepared with the germinated sesame seeds was bitter in our previous experiment In the study, the volatile and non-volatile bitter-taste components of the sesame paste samples were comprehensively analyzed. 2-methylbutanal, hexanal, acetic acid, and butyric acid were the predominant volatile compounds in the soaked and germinated sesame pastes. Oxalate was significantly reduced by the germination (p < 0.05). The contents of sesaminoltriglucoside in sesame pastes ranged from 129.04 to 217.57μg/g. Both total and individual free amino acid contents increased with the prolongation of the germinating time. The bitter-taste amino acid Arg had the highest score of Taste Activity Value for the bitterest sample made from the seeds germinated for 36 h. The bitter-tasting Arg was first reported to impart a bitter taste to the germinated sesame paste. Journal of Oleo Science published new progress about Acids Role: ANT (Analyte), FFD (Food or Feed Use), ANST (Analytical Study), BIOL (Biological Study), USES (Uses). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, HPLC of Formula: 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mei, Tian-Sheng; Patel, Harshkumar H.; Sigman, Matthew S. published the artcile< Enantioselective construction of remote quaternary stereocentres>, Quality Control of 1416819-91-4, the main research area is trisubstituted alkenyl alc arylboronic acid palladium relay Heck arylation; aryl carbonyl compound quaternary carbon substituted stereoselective preparation.

Small mols. that contain all-carbon quaternary stereocenters-carbon atoms bonded to four distinct carbon substituents-are found in many secondary metabolites and some pharmaceutical agents. The construction of such compounds in an enantioselective fashion remains a long-standing challenge to synthetic organic chemists. In particular, methods for synthesizing quaternary stereocenters that are remote from other functional groups are underdeveloped. Here we report a catalytic and enantioselective intermol. Heck-type reaction of trisubstituted-alkenyl alcs. with aryl boronic acids. This method provides direct access to quaternary all-carbon-substituted β-, γ-, δ-, ε- or ζ-aryl carbonyl compounds, because the unsaturation of the alkene is relayed to the alc., resulting in the formation of a carbonyl group. The scope of the process also includes incorporation of pre-existing stereocenters along the alkyl chain, which links the alkene and the alc., in which the stereocenter is preserved. The method described allows access to diverse mol. building blocks containing an enantiomerically enriched quaternary center.

Nature (London, United Kingdom) published new progress about Alkenyl alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1416819-91-4 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, Quality Control of 1416819-91-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Hao; Gao, Ang; Liu, Xiu-Yan; Ding, Chang-Hua; Xu, Bin; Hou, Xue-Long published the artcile< Kinetic Resolution of 5-Substituted Cyclohexenols by Palladium-Catalyzed Asymmetric Redox-Relay Heck Reaction>, Name: (S)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole, the main research area is cyclohexenol arylboronic acid palladium catalyst Heck reaction kinetic resolution; aryl cyclohexanone cyclohexenol preparation enantioselective diastereoselective.

The kinetic resolution of 2-substituted-cyclohexenols via palladium-catalyzed asym. redox-relay Heck reaction was realized, providing optically active 2-substituted cyclohexenols and trans-3,5-disubstituted cyclohexan-1-ones in high yield and good enantioselectivities with an S factor up to 22.

Synthesis published new progress about Cyclic ketones Role: BYP (Byproduct), PRP (Properties), PUR (Purification or Recovery), SPN (Synthetic Preparation), PREP (Preparation). 1416819-91-4 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, Name: (S)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Salinas, Yolanda; Brueggemann, Oliver; Monkowius, Uwe; Teasdale, Ian published the artcile< Visible light photocleavable ruthenium-based molecular gates to reversibly control release from mesoporous silica nanoparticles>, Category: pyridine-derivatives, the main research area is ruthenium silicon nanoparticle delivery controlled release visible light irradiation; cargo release on demand; mesoporous silica nanoparticles (MSNs); molecular gates; reversibility; ruthenium complex; visible light photocleavage.

Herein we present hybrid mesoporous silica nanomaterials (MSN) with visible light-sensitive ruthenium complexes acting as gates. Two different [Ru(bpy)2L1L2]2+ complexes were investigated by grafting [Ru(bpy)2(4AMP)2](PF6)2 (RC1) and [Ru(bpy)2(PPh3)Cl]Cl (RC2) via two or one ligands onto the surface of mesoporous silica nanoparticles (MSNs), to give MSN1-RC1 and MSN2-RC2, resp. The pores were previously loaded with a common dye, safranin O, and release studies were conducted. The number and position of the ligands were shown to influence the photocages behavior and thus the release of the cargo. Release studies from MSN1-RC1 in acetonitrile showed that in the dark the amount of dye released was minimal after 300 min, whereas a significant increase was measured upon visible light irradiation (ca. 90%). Release studies from the second nanomaterial MSN2-RC2, where the complex RC2 was bound to the MSN via only one ligand, showed stability under darkness and in aqueous solution up to 180 min and, rapid release of the dye when irradiated with visible light. Furthermore, this system was demonstrated to be reversible, since, upon heating to 80°C, the system could effectively re-close the pores and re-open it again upon visible light irradiation

Nanomaterials published new progress about Ligands Role: THU (Therapeutic Use), BIOL (Biological Study), USES (Uses). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Chun; Santiago, Celine B.; Kou, Lei; Sigman, Matthew S. published the artcile< Alkenyl Carbonyl Derivatives in Enantioselective Redox Relay Heck Reactions: Accessing α,β-Unsaturated Systems>, Quality Control of 1428537-19-2, the main research area is arylboronic acid unsaturated carbonyl enantioselective regioselective arylation Heck; aryl unsaturated carbonyl stereoselective preparation.

A highly enantioselective and site-selective Pd-catalyzed arylation of alkenes linked to carbonyl derivatives to yield α,β-unsaturated systems is reported. The high site selectivity is attributed to both a solvent effect and the polarized nature of the carbonyl group, both of which have been analyzed through multidimensional anal. tools. The reaction can be performed in an iterative fashion allowing for a diastereoselective installation of two aryl groups along an alkyl chain.

Journal of the American Chemical Society published new progress about Arylation, stereoselective (regioselective). 1428537-19-2 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, Quality Control of 1428537-19-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhao, Li-Xia; Peng, Jian-Feng; Liu, Feng-Yi; Zou, Yue-Li; Gao, Shuang; Fu, Ying; Ye, Fei published the artcile< Design, Synthesis, and Herbicidal Activity of Diphenyl Ether Derivatives Containing a Five-Membered Heterocycle>, Product Details of C6H4F3N, the main research area is herbicide phenoxypyridine heterocycle derivative preparation protoporphyrinogen oxidase inhibitor; PPO; cumulative analysis; diphenyl ether derivatives; field trial; greenhouse herbicidal activity; molecular docking.

Protoporphyrinogen oxidase (PPO, EC 1.3.3.4) is an important target for discovering novel herbicides, and it causes bleaching symptoms by inhibiting the synthesis of chlorophyll and heme. In this study, the active fragments of several com. herbicides were joined by substructure splicing and bioisosterism, and a series of novel di-Ph ether derivatives containing five-membered heterocycles were synthesized. The greenhouse herbicidal activity and the PPO inhibitory activity in vitro were discussed in detail. The results showed that most compounds had good PPO inhibitory activity, and target compounds containing trifluoromethyl groups tended to have higher activity. Among them, compound (I) showed the best inhibitory activity, with a half-maximal inhibitory concentration (IC50) of 0.0468 μmol/L, which was approx. 3 times better than that of oxyfluorfen (IC50 = 0.150 μmol/L). In addition, mol. docking indicated that compound I formed obvious π-π stacking interactions and hydrogen bond interactions with PHE-392 and ARG-98, resp. Remarkably, compound I had good safety for corn, wheat, rice, and soybean, and the cumulative concentration in crops was lower than that of oxyfluorfen. Therefore, compound I can be used to develop potential lead compounds for novel PPO inhibitors.

Journal of Agricultural and Food Chemistry published new progress about Abutilon theophrasti. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Product Details of C6H4F3N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem