Month: October 2022

Caron, Stephane; Do, Nga M.; Sieser, Janice E.; Whritenour, David C.; Hill, Paul D. published the artcile< Preparation of a Corticotropin-Releasing Factor Antagonist by Nucleophilic Aromatic Substitution and Copper-Mediated Ether Formation>, Formula: C9H9Cl2NO2, the main research area is butylamino aryloxy nicotinate preparation process development drug candidate; corticotropin releasing factor antagonist preparation process development drug candidate; nucleophilic aromatic substitution ether formation copper drug candidate preparation.

Several synthetic approaches to a corticotropin-releasing factor (CRF) antagonist containing a tetrasubstituted pyridine (I) were evaluated. In particular, nucleophilic aromatic substitutions on 2,4-dichloropyridine derivatives were attempted using 2,6-dimethyl-4-chlorophenol, (S)-2-aminobutanol, and several sulfur nucleophiles. It was found that a copper-mediated coupling of a phenoxymesylate was preferred for preparation of the diarylether followed by nucleophilic aromatic substitution to introduce the amine side chain, affording the desired drug candidate (I) in two steps from the com. available Me 2,4-dichloro-6-methylnicotinate.

Organic Process Research & Development published new progress about Etherification. 86129-63-7 belongs to class pyridine-derivatives, and the molecular formula is C9H9Cl2NO2, Formula: C9H9Cl2NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yang, Xiao; Sun, Rui; Zhang, Chunchun; Zhang, Yan; Su, Zhishan; Ge, Yicen; Chen, Hua; Fu, Haiyan; Li, Ruixiang published the artcile< Chichibabin-Type Phosphonylation of 2-(Hetero)aryl Pyridines: Selective Synthesis of 4-Phosphinoyl Pyridines via an Activated N-Benzylpyridinium Salt>, Related Products of 350-03-8, the main research area is Chichibabin phosphinylation phosphonylation benzylpyridinium hydrophosphonate preparation pyridylphosphine oxide pyridylphosphonate; metal free base catalyzed regioselective phosphinylation benzylpyridinium hydrophosphonate; potential energy surface mechanism phosphinylation phosphonylation benzylpyridinium hydrophosphonate.

A direct C-H phosphonylation of 2-aryl-N-benzylpyridinium salts by N-benzylating activation is reported, which afforded 4-pyridylphosphine oxides with high regioselectivity, without the employment of metal catalyst or expensive activator. By increasing the electrophilicity of pyridinium with electron-withdrawing substituents on the N-benzyl group, the phosphonylation process could be realized at room temperature Control experiments and NMR investigation confirmed the interaction between DBU and diphenylphosphine oxide which generated the true phosphorus nucleophile. Moreover, DFT calculations offered enough insight into an intermol. cooperative dehydrogenation-debenzylation mechanism, which helped to elucidate the origin of C4-regioselectivity in this metal-free Chichibabin-type phosphonylation.

Advanced Synthesis & Catalysis published new progress about Benzylation. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Related Products of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Carrouel, F.; Goncalves, L. S.; Conte, M. P.; Campus, G.; Fisher, J.; Fraticelli, L.; Gadea-Deschamps, E.; Ottolenghi, L.; Bourgeois, D. published the artcile< Antiviral Activity of Reagents in Mouth Rinses against SARS-CoV-2>, Computed Properties of 123-03-5, the main research area is antiviral activity reagent mouth rinses against SARSCoV2 review; COVID-19; clinical trial; mouthwashes; oral; saliva; viral load.

A review. The oral cavity, an essential part of the upper aerodigestive tract, is believed to play an important role in the pathogenicity and transmission of SARS-CoV-2. The identification of targeted antiviral mouth rinses to reduce salivary viral load would contribute to reducing the COVID-19 pandemic. While awaiting the results of significant clin. studies, which to date do not exist, the com. availability of mouth rinses leads us to search among them for reagents that would have specific antiviral properties with respect to SARS-CoV-2. The challenges facing this target were examined for 7 reagents found in com. available mouth rinses and listed on the ClinicalTrials.gov website: povidone-iodine, chlorhexidine, hydrogen peroxide, cyclodextrin, Citrox, cetylpyridinium chloride, and essential oils. Because SARS-CoV-2 is an enveloped virus, many reagents target the outer lipid membrane. Moreover, some of them can act on the capsid by denaturing proteins. Until now, there has been no scientific evidence to recommend mouth rinses with an anti-SARS-CoV-2 effect to control the viral load in the oral cavity. This critical review indicates that current knowledge of these reagents would likely improve trends in salivary viral load status. This finding is a strong sign to encourage clin. research for which quality protocols are already available in the literature.

Journal of Dental Research published new progress about Antiviral agents. 123-03-5 belongs to class pyridine-derivatives, and the molecular formula is C21H38ClN, Computed Properties of 123-03-5.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hopkins, Cameron C.; Haward, Simon J.; Shen, Amy Q. published the artcile< Upstream wall vortices in viscoelastic flow past a cylinder>, SDS of cas: 123-03-5, the main research area is cetylpyridinium chloride sodium salicylate viscoelastic flow rheol property.

We report a novel inertia-less, elastic flow instability for a viscoelastic, shear-thinning wormlike micellar solution flowing past a microcylinder in a channel with blockage ratio BR = 2R/W = 0.5 and aspect ratio α = H/W ≈5, where R ∼ 100μm is the cylinder radius, W is the channel width, and H is the channel height. The instability manifests upstream of the cylinder and changes form with increasing Weissenberg number over the range 0.5 ≤ Wi = Uλ/R ≤ 900, where U is the average flow velocity and λ is the terminal relaxation time of the fluid. Beyond a first critical Wi, the instability begins as a bending of the streamlines near the upstream pole of the cylinder that breaks the symmetry of the flow. Beyond a second critical Wi, small, time-steady, and approx. sym. wall-attached vortices form upstream of the cylinder. Beyond a third critical Wi, the flow becomes time dependent and pulses with a characteristic frequency commensurate with the breakage timescale of the wormlike micelles. This is accompanied by a breaking of the symmetry of the wall-attached vortices, where one vortex becomes considerably larger than the other. Finally, beyond a fourth critical Wi, a vortex forms attached to the upstream pole of the cylinder whose length fluctuates in time. The flow is highly time dependent, and the cylinder-attached vortex and wall-attached vortices compete dynamically for space and time in the channel. Our results add to the rapidly growing understanding of viscoelastic flow instabilities in microfluidic geometries.

Soft Matter published new progress about Dynamic viscosity. 123-03-5 belongs to class pyridine-derivatives, and the molecular formula is C21H38ClN, SDS of cas: 123-03-5.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Palat, K. Jr.; Braunerova, G.; Miletin, M.; Buchta, V. published the artcile< Synthesis and antifungal activity of alkyl and arylsulfanylpyridinylguanidines>, Recommanded Product: 2-Bromo-6-chloropyridin-3-amine, the main research area is pyridinylguanidine alkylsulfanyl derivative preparation antifungal activity; pyridylguanidine arylsulfanyl derivative preparation antimicrobial activity.

A series of alkyl- and arylsulfanylpyridylguanidines was synthesized and their antimicrobial activity was evaluated in vitro against eight potentially pathogenic strains of fungi. Compounds with an alkylsulfanyl substitution have antifungal activity, which improves with increasing length of the aliphatic chain.

Chemical Papers published new progress about Antimicrobial agents. 1050501-88-6 belongs to class pyridine-derivatives, and the molecular formula is C5H4BrClN2, Recommanded Product: 2-Bromo-6-chloropyridin-3-amine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gaugaz, Fabienne Zdenka; Chicca, Andrea; Redondo-Horcajo, Mariano; Barasoain, Isabel; Fernando Diaz, J.; Altmann, Karl-Heinz published the artcile< Synthesis, microtubule-binding affinity, and antiproliferative activity of new epothilone analogs and of an EGFR-targeted epothilone-peptide conjugate>, Application In Synthesis of 2127-03-9, the main research area is colorectal adenocarcinoma EGFR microtubule binding affinity antiproliferative; cancer; drug discovery; epothilone; medicinal chemistry; microtubule-stabilizing agents; prodrug; total synthesis; tumor-targeting.

A new simplified, epoxide-free epothilone analog was prepared incorporating an N-(2-hydroxyethyl)-benzimidazole side chain, which binds to microtubules with high affinity and inhibits cancer cell growth in vitro with nM potency. Building on this scaffold, a disulfide-linked conjugate with the purported EGFR-binding (EGFR, epidermal growth factor receptor) peptide GE11 was then prepared The conjugate retained significant microtubule-binding affinity, in spite of the size of the peptide attached to the benzimidazole side chain. The antiproliferative activity of the conjugate was significantly lower than for the parent scaffold and, surprisingly, was independent of the EGFR expression status of cells. Our data indicate that the disulfide-based conjugation with the GE11 peptide is not a viable approach for effective tumor-targeting of highly potent epothilones and probably not for other cytotoxics.

International Journal of Molecular Sciences published new progress about Affinity (binding). 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Application In Synthesis of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Estabrook, Daniel A.; Day, Rachael A.; Sletten, Ellen M. published the artcile< Redox-Responsive Gene Delivery from Perfluorocarbon Nanoemulsions through Cleavable Poly(2-oxazoline) Surfactants>, Safety of 1,2-Di(pyridin-2-yl)disulfane, the main research area is polyoxazoline surfactant perfluorocarbon nanoemulsion redox responsive gene delivery; emulsions; gene delivery; interfacial chemistry; poly(2-oxazoline); stimuli-responsive carriers.

The clin. utility of emulsions as delivery vehicles is hindered by a dependence on passive release. Stimuli-responsive emulsions overcome this limitation but rely on external triggers or are composed of nanoparticle-stabilized droplets that preclude sizes necessary for biomedical applications. Here, we employ cleavable poly(2-oxazoline) diblock copolymer surfactants to form perfluorocarbon (PFC) nanoemulsions that release cargo upon exposure to glutathione. These surfactants allow for the first example of redox-responsive nanoemulsions in cellulo. A noncovalent fluorous tagging strategy is leveraged to solubilize a GFP plasmid inside the PFC nanoemulsions, whereupon protein expression is achieved selectively when employing a stimuli-responsive surfactant. This work contributes a methodol. for non-viral gene delivery and represents a general approach to nanoemulsions that respond to endogenous stimuli.

Angewandte Chemie, International Edition published new progress about Drug delivery systems. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Safety of 1,2-Di(pyridin-2-yl)disulfane.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Singh, A.; Fennell, C. J.; Weaver, J. D. published the artcile< Photocatalyst size controls electron and energy transfer: selectable E/Z isomer synthesis via C-F alkenylation>, Quality Control of 370878-69-6, the main research area is alkyne fluoroarene iridium photocatalyst selective alkenylation; alkene preparation isomerization.

A model was developed en route to a photocatalytic Caryl-F alkenylation reaction of alkynes and highly-fluorinated arenes as partners. By judicious choice of photocatalyst, access to E- or Z-olefins was accomplished, even in the case of synthetically challenging trisubstituted alkenes. The generality and transferability of this model was tested by evaluating established photocatalytic reactions, resulting in shortened reaction times and access to complimentary Z-cinnamylamines in the photocatalytic [2+2] and C-H vinylation of amines, resp. These results showed that, taking into account the size of the photocatalyst provides predictive ability and control in photochem. quenching events.

Chemical Science published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 370878-69-6 belongs to class pyridine-derivatives, and the molecular formula is C33H21F3IrN3, Quality Control of 370878-69-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sepehri, Nima; Khoshneviszadeh, Mehdi; Farid, Sara Moghadam; Moayedi, Seyedeh Sara; Asgari, Mohammad Sadegh; Moazzam, Ali; Hosseini, Samanesadat; Adibi, Hossein; Larijani, Bagher; Pirhadi, Somayeh; Attarroshan, Mahshid; Sakhteman, AmirHossein; Kabiri, Maryam; Hamedifar, Haleh; Iraji, Aida; Mahdavi, Mohammad published the artcile< Design, synthesis, biological evaluation, and molecular docking study of thioxo-2,3-dihydroquinazolinone derivative as tyrosinase inhibitors>, Related Products of 3731-53-1, the main research area is thioxo dihydroquinazolinone preparation antioxidant docking tyrosinase inhibitor.

In this study, a series of thioxo-dihydroquinazolinone compounds I (R1 = i-Pr, Ph, pyridin-3-ylmethyl, cyclopentyl, etc.) were designed and synthesized as tyrosinase inhibitors. Among the investigated compounds, I (R1 = i-Pr (III)) demonstrated the best inhibitory activity with an IC50 value of 15.48μM compared to kojic acid as a pos. control with IC50 value of 9.30μM. In kinetic evaluation against tyrosinase, (III) depicted a mixed inhibition pattern. Addnl., antioxidant evaluations exhibited moderate to weak potency in 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay. The detailed interactions and binding mode toward tyrosinase of the most potent derivative were explicated by mol. docking study. Moreover, the computer-aided drug-likeness and pharmacokinetic studies were also carried out.

Journal of Molecular Structure 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, Related Products of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Epsztajn, J.; Plotka, M. W.; Grabowska, A. published the artcile< Application of organolithium compounds in organic synthesis. Part 19. Synthetic strategies based on aromatic metalation. A concise regiospecific synthesis of 3-halogenated picolinic and isonicotinic acids>, Reference of 53636-56-9, the main research area is picolinic acid halogenated preparation; isonicotinic acid halogenated preparation; halogenated picolinic isonicotinic acid preparation.

The synthesis of the halogenated picolin- and isonicotinanilides I (R = Cl, Br, iodo, X = N, Y = CH; X = CH, Y = N) (II) via metalation (n-BuLi) of the anilides I (R = H) and then the reaction of the generated bis-lithiated anilides with halogenating agents (CCl3-CCl3, CH2Br-CH2Br, I2) followed by subsequent acidic hydrolysis of II, as a way of regiospecific transformation of picolinic and isonicotinic acids into their C3-halogenated derivatives, is described.

Synthetic Communications published new progress about Regiochemistry. 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, Reference of 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem