Author: tianli

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 34941-92-9, is researched, SMILESS is ClC1=CC(=NC=C1)F, Molecular C5H3ClFNJournal, Article, Journal of Organic Chemistry called Preparative-Scale Synthesis of Vedejs Chiral DMAP Catalysts, Author is Kinens, Artis; Balkaitis, Simonas; Suna, Edgars, the main research direction is scalable synthesis chiral Vedejs type DMAP catalyst; amination pyridine zinc amine complex; mechanistic study zinc facilitated nucleophilic aromatic substitution.COA of Formula: C5H3ClFN.

A scalable synthesis of chiral Vedejs-type DMAP catalysts is reported. The key step of the synthesis is amination of the enantiomerically pure 4-chloropyridine derivative using well-defined ZnCl2(amine)2 complexes. A series of Zn(II)-amine complexes have been synthesized to explore the scope of the ZnCl2-mediated amination of 4-halopyridines. Mechanistic studies support a Zn(II)-facilitated nucleophilic aromatic substitution as a plausible mechanism for the chlorine-to-amine exchange.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Orally bioavailable HCV NS5A inhibitors of unsymmetrical structural class, the main research direction is bioavailability HCV NS5A inhibitor solubility permeability; Antiviral; HCV; NS5A; Oral bioavailability; Unsynmmetrical structure.Product Details of 4045-24-3.

A novel unsym. structural class of orally bioavailable hepatitis C virus (HCV) nonstructural 5A protein (NS5A) inhibitors has been generated by improving both the solubility and membrane permeability of the lead compound found in our previous work. The representative compound 14, with a 5-hydroxymethylpyrazine group and a 3-t-butylpropargyl group on each side of the mol., exhibited the best oral bioavailability in this study, inhibiting not only the HCV genotype 1a, 1b, 2a, and 3a replicons with EC50 values in the picomolar range, but also inhibited 1a Q30 mutants induced by launched sym. inhibitors with EC50 values in the low nanomolar range.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 59782-89-7, is researched, SMILESS is CC1=CC(I)=CN=C1Cl, Molecular C6H5ClINJournal, Article, Journal of Medicinal Chemistry called First identification of boronic species as novel potential inhibitors of the Staphylococcus aureus NorA efflux pump, Author is Fontaine, Fanny; Hequet, Arnaud; Voisin-Chiret, Anne-Sophie; Bouillon, Alexandre; Lesnard, Aurelien; Cresteil, Thierry; Jolivalt, Claude; Rault, Sylvain, the main research direction is boron compound transport protein NorA Staphylococcus.Category: pyrrolines.

Overexpression of efflux pumps is an important mechanism of bacterial resistance that results in the extrusion of antimicrobial agents outside the bacterial cell. Inhibition of such pumps appears to be a promising strategy that could restore the potency of existing antibiotics. The NorA efflux pump of Staphylococcus aureus confers resistance to a wide range of unrelated substrates, such as hydrophilic fluoroquinolones, leading to a multidrug-resistance phenotype. Here, 150 heterocyclic boronic species were evaluated for their activity against susceptible and resistant strains of S. aureus. Twenty-four hit compounds, although inactive when tested alone, were found to potentiate ciprofloxacin activity by a 4-fold increase at concentrations ranging from 0.5 to 8 μg/mL against S. aureus 1199B, which overexpresses NorA. Boron-free analogs showed no biol. activity, thus revealing that the boron atom is crucial for biol. activity. This work describes the first reported efflux pump inhibitory activity of boronic acid derivatives

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of nature product kinsenoside analogues with anti-inflammatory activity, published in 2021-01-01, which mentions a compound: 58081-05-3, Name is (R)-4-Hydroxydihydrofuran-2(3H)-one, Molecular C4H6O3, Synthetic Route of C4H6O3.

Kinsenoside (I) is a major bioactive component in herbal medicines that possesses a broad range of pharmacol. functions. Goodyeroside A (II), an epimer of kinsenoside, remains less explored. In this report, the authors chem. synthesized kinsenoside, goodyeroside A and their analogs with glycan variation, chirality inversion at chiral center(s), and bioisosteric replacement of lactone with lactam. Among these compounds, goodyeroside A and its mannosyl counterpart III demonstrated superior anti-inflammatory efficacy. Furthermore, goodyeroside A was found to suppress inflammation through inhibiting the NF-κB signal pathway effectively. The structure-activity relationship is also explored for further development of more promising kinsenoside analogs as drug candidates.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Safety of 4-Chloro-2-fluoropyridine. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about The reactivity of 2-fluoro- and 2-chloropyridines toward sodium ethoxide: Factors governing the rates of nucleophilic (het)aromatic substitutions. Author is Schlosser, Manfred; Rausis, Thierry.

The relative displacement rates of the halide substituent from 2-fluoro- and 2-chloropyridines by EtONa in EtOH at +25° were assessed by competition kinetics. The 2-fluoropyridine reacts 320 times faster than the chloro analog. A CF3 group increases the reactivity more than single halogen atoms do, whatever the element, and the latter are superior to Me3Si groups. Substituents accommodated at the 4-position operate through their inductive effect, whereas at the 3-position, this action may be attenuated by steric hindrance. Almost all 5-substituents enhance the rate of the nucleophilic substitution occurring at the 2-position. The sole exception concerns the F-atom at the 5-position which retards the reaction, presumably by lone-pair/lone-pair repulsion with the neg. charge building up at the central C-atom of the intermediate Meisenheimer complex. The substituent effects are additive. Therefore, by using the increments derived from the present work, the rates of future reactions should be predictable with fair accuracy.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Wang, Jin-Lin; Liu, Mei-Ling; Zou, Jian-Yu; Sun, Wen-Hui; Liu, Xue-Yuan published an article about the compound: 4-Methoxypiperidine( cas:4045-24-3,SMILESS:COC1CCNCC1 ).Product Details of 4045-24-3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:4045-24-3) through the article.

A new strategy for aminoarylation of alkenes by copper-catalyzed SMILESs rearrangement using O-benzoylhydroxylamines as the amine reagent was described.. This method affords various β-amino amide derivatives possessing a quaternary carbon center with wide functional group tolerance and high regioselectivity. The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Electric Literature of C4H6O3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about A novel total synthesis of kinsenoside and goodyeroside A relying on the efficient reaction of the chiral 2(5H)-furanones. Author is Zhang, Xiang; Huang, Hai-hong; Chen, Qing-hun.

A new total synthesis of the bioactive compounds, kinsenoside (I; R1 = H) and goodyeroside A (II; R2 = H), has been accomplished from readily available starting materials. The chiral 2(5H)-furanone III and its enantiomer IV were employed as the key chiral intermediates to construct the chiral glycosides V and VI with the appropriate stereochem. The spectral data of the target compounds and their acetylated derivatives (I; R1 = Ac) and (II; R2 = Ac) are identical with those of the natural and corresponding acetylated products.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Related Products of 34941-92-9. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Synthesis of N-alkylated 2-pyridones through Pummerer type reactions of activated sulfoxides and 2-fluoropyridine derivatives. Author is Hu, Gang; Xu, Jiaxi; Li, Pingfan.

N-Alkylated 2-pyridone products were obtained in good to excellent yields through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride activated sulfoxides and 2-fluoropyridine derivatives, followed by hydrolysis. This is a rare case that uses 2-fluoropyridine as a nucleophile in Pummerer type reactions.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2,6-Dichloro-3-fluoropyridine, is researched, Molecular C5H2Cl2FN, CAS is 52208-50-1, about 1,2,4-Triazolo-[1,5-a]pyridine HIF Prolylhydroxylase Domain-1 (PHD-1) Inhibitors With a Novel Monodentate Binding Interaction, the main research direction is triazolopyridine preparation HIF prolylhydroxylase PHD1 inhibitor monodentate binding.Application of 52208-50-1.

Herein the authors describe the identification of 4-{[1,2,4]triazolo[1,5-a]pyridin-5-yl}benzonitrile-based inhibitors of the hypoxia-inducible factor prolylhydroxylase domain-1 (PHD-1) enzyme. These inhibitors were shown to possess a novel binding mode by x-ray crystallog., in which the triazolo N1 atom coordinates in a hitherto unreported monodentate interaction with the active site Fe2+ ion, while the benzonitrile group accepts a hydrogen-bonding interaction from the side chain residue of Asn 315. Further optimization led to potent PHD-1 inhibitors with good physicochem. and pharmacokinetic properties.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 58081-05-3, is researched, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3Journal, Tetrahedron Letters called Structure determination and synthesis of a new cerebroside isolated from the traditional Chinese medicine Typhonium giganteum Engl., Author is Chen, Xuesong; Wu, Yu-Lin; Chen, Dihua, the main research direction is cerebroside Typhonium structure; medicinal plant typhoniside structure.Name: (R)-4-Hydroxydihydrofuran-2(3H)-one.

A new cerebroside, typhoniside A (I), with C18-4,8-sphingadienine as the long-chain base, has been isolated from the traditional Chinese medicine Typhonium giganteum Engl., and its structure was determined by 2D-NMR and MS methods. It was then synthesized using D-xylose and ascorbic acid as the chiral starting materials.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem