Day: October 12, 2022

Piao, Ming-Zhu; Imafuku, Kimiaki published the artcile< Friedlaender reaction of 3-acetyltropolones: synthesis of naphthyridinyl- and allied heterocyclic-substituted tropolones>, Application of C6H6N2O, the main research area is acetyltropolone Friedlaender reaction aminopyridinecarboxaldehyde; naphthyridinyl tropolone preparation; pyridopyrazinyl tropolone preparation; tropolone naphthyridinyl pyridopyrazinyl pyrazolopyridinyl preparation; pyrazolopyridinyl tropolone preparation.

The reaction of 3-acetyltropolones I (R1 = H, Me, Br, etc.; R2 = H, Br) with 2-amino-3-pyridinecarbaldehyde gave 3-(1,8-naphthyridin-2-yl)tropolones II (same R1, R2) in excellent yields. In a similar manner, 1,6-naphthyridin-2-yl, 1,7-naphthyridin-2-yl-, 6-pyrido[2,3-b]pyrazinyl-, and 1-methyl-6-pyrazolo[5,4-b]pyridyl-substituted tropolones were prepared Reactivities of amino-substituted heteroarenecarbaldehydes in these reactions and properties of the products were also discussed.

Journal of Heterocyclic Chemistry published new progress about Friedlander synthesis. 55279-29-3 belongs to class pyridine-derivatives, and the molecular formula is C6H6N2O, Application of C6H6N2O.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Xinjian; Zou, Dapeng; Zhu, Helong; Wang, Yaping; Li, Jingya; Wu, Yangjie; Wu, Yusheng published the artcile< Preparation of tert-Butyl Esters via Pd-Catalyzed tert-Butoxycarbonylation of (Hetero)aryl Boronic Acid Derivatives>, Product Details of C18H22BNO3, the main research area is tertbutyl ester preparation palladium triphenylphosphine catalyst; boronic acid pinacol ester ditertbutyl dicarbonate coupling reaction.

A novel protocol to synthesize tert-Bu esters from boronic acids or boronic acid pinacol esters and di-t-Bu dicarbonate has been successfully achieved. The cross-coupling reactions can produce up to 94% yields by using palladium acetate and triphenylphosphine as catalyst system, dioxane as a solvent. Moreover, a wide range of substrates including benzenes, pyridines, and quinolines boronic acids or boronic acid pinacol esters can fit with this system as well.

Organic Letters published new progress about Boronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Product Details of C18H22BNO3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Abas, Mujahid; Nazir, Yasir; Ashraf, Zaman; Iqbal, Zafar; Raza, Hussain; Hassan, Mubashir; Jabeen, Erum; Bais, Abdul published the artcile< A Practical Method of N-Methyl-pyrrole Disulfonamides Synthesis: Computational Studies, Carbonic Anhydrase Inhibition and Electrochemical DNA Binding Investigations>, HPLC of Formula: 3731-53-1, the main research area is methylpyrrole disulfonamide preparation carbonic anhydrase inhibitor antitumor SAR cytotoxicity; mol docking DNA binding.

A series of N-methylpyrrole derivatives bearing disulfonamide functional group, I [R = Bu, Ph, 4-pyridyl, etc.] were synthesized by following a simple nucleophilic substitution reaction route to explore their carbonic anhydrase inhibitory activity. N-methylpyrrole was converted into N-methylpyrrole disulfonyl chloride, which upon condensation with various aliphatic and aromatic amines, yielded the final products I. In-silico docking results predicted strong binding of synthesized compounds I in an enzymic pocket of human carbonic anhydrase isoenzyme II (PDB ID 4Q6D). In-vitro carbonic anhydrase inhibitory assays revealed that analogs I [R = Bu, 2-pyridylethyl] were most potent with IC50 0.38±0.01μM and 0.75±0.88μM resp. in comparison to standard acetazolamide (IC50 0.99±0.04μM). The enzyme inhibitory kinetics exhibited I [R = 2-pyridylethyl] a noncompetitive inhibitor with Km and Ki values as 0.34 mM and 18.2μM resp. The compounds I [R = Bu, 2-pyridylethyl] showed very little cytotoxicity against human keratinocyte (HaCaT) with 80% cell viability and the anticancer activity performed against MCF-7 cell line showed that the compounds I [R = Bu, 2-pyridylethyl] caused 80% and 45% cell death resp. at 125μM concentrations Combining the results of DNA binding anal. through the UV-Vis spectroscopy (hypochromism), cyclic voltammetry (current decrease), and fluorescence spectroscopy (hypochromism in intercalator’s peak); mixed binding mode (intercalation + groove binding) was suggested for I [R = 2-pyridylethyl] and intercalation for I [R = n-butyl] with stronger DNA binding of I [R = 2-pyridylethyl] than I [R = n-butyl]. Based on our results I [R = Bu, 2-pyridylethyl] may be proposed to serve as a lead structure for designing potentially more active CAIs.

ChemistrySelect 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, HPLC of Formula: 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Shi, Wei; Zhang, Ping; Zou, Feng; Zhou, Jiaqi; Yin, Ziyu; Cai, Zilong; Ghaleb, Hesham; Jiang, Yuxuan; Huang, Wenlong; Liu, Yan; Qiu, Qianqian; Qian, Hai published the artcile< Exploration of novel phthalazinone derivatives as potential efflux transporter inhibitors for reversing multidrug resistance and improving the oral absorption of paclitaxel>, Electric Literature of 3731-53-1, the main research area is phthalazinone preparation antitumor efflux transporter inhibitor SAR pharmacokinetic; BCRP; Efflux transporter; Multidrug resistance; Oral bioavailability; P-gp.

A series of phthalazinone ring derivatives, I [R = 4-pyridylmethylamino, 2-phenylethylamino, 4-(2-morpholinoethyl)anilino, etc.] with different aromatic heterocycles substituents on the amide bond were designed and synthesized for dual inhibition of P-gp and BCRP. Most target compoundsI significantly increased the accumulation of P-gp substrates in the chemo-resistant cancer cell lines by inhibiting the efflux of transporters. Compound I [R = 4-(2-morpholinoethyl)anilino] in particular showed stronger MDR reversal compared to Gefitinib and Verapamil, and comparable to that of the BCRP inhibitor Ko143. In addition, compound I [R = 4-(2-morpholinoethyl)anilino] improved intestinal absorption of paclitaxel (PTX) and enhanced the bioavailability of the orally administered drug in vivo.

European Journal of Medicinal Chemistry 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, Electric Literature of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Senapak, W.; Saeeng, R.; Jaratjaroonphong, J.; Kasemsuk, T.; Sirion, U. published the artcile< Green synthesis of dipyrromethanes in aqueous media catalyzed by SO3H-functionalized ionic liquid>, Application of C9H13NO3S, the main research area is dipyrromethane green synthesis aldehyde pyrrole ionic liquid catalyst.

A mild, efficient and metal-free method was described for the green synthesis of dipyrromethanes from aldehydes and unsubstituted pyrrole catalyzed by SO3H-functionalized ionic liquids (SO3H-ILs) in aqueous media at room temperature Notably, SO3H-ILs, 1-butylsulfonic-3-methylimidazolium hydrogen sulfate ([bsmim][HSO4]) was the most efficient catalyst for moderate to good yields of the corresponding desired products.

Organic & Biomolecular Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 21876-43-7 belongs to class pyridine-derivatives, and the molecular formula is C9H13NO3S, Application of C9H13NO3S.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rocco, Dalila; Novak, Samantha; Prescimone, Alessandro; Constable, Edwin C.; Housecroft, Catherine E. published the artcile< Coordination networks assembled from Co(NCS)2 and 4'-[4-(naphthalen-1-yl)phenyl]-3,2':6',3''-terpyridine: Role of lattice solvents>, Electric Literature of 350-03-8, the main research area is cobalt naphthalenylphenylterpyridine complex preparation thermal stability; crystal structure cobalt naphthalenylphenylterpyridine complex.

The preparation and characterization of 4′-[4-(naphthalen-1-yl)phenyl]-3,2′:6′,3”-terpyridine (1) are described. Reactions of 1 with Co(NCS)2 under conditions of crystal growth by layering using different solvent combinations produced crystals of [Co(1)2(NCS)2]n·2nCHCl3 and [Co(1)2(NCS)2]n·2nC6H5Me, each of which comprised a (4,4) net. The orientations of 1 with respect to the planar network defined by the Co atoms are significantly different in [Co(1)2(NCS)2]n·2nC6H5Me compared to [Co(1)2(NCS)2]n·2nCHCl3, and the toluene mols. in [Co(1)2(NCS)2]n·2nC6H5Me are involved in π-stacking interactions. The solvent-accessible void-space in the latter consists of a series of interlinked cavities in contrast to the open channels in [Co(1)2(NCS)2]n·2nCHCl3. Thermogravimetric anal. was used to investigate solvent loss and uptake in the two coordination networks. After solvent loss from [Co(1)2(NCS)2]n·2nCHCl3, CHCl3, CDCl3 or CH2Cl2 could be taken up by the lattice. In contrast, removal of toluene from [Co(1)2(NCS)2]n·2nC6H5Me was found to be irreversible.

Polyhedron published new progress about Crystal structure. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Electric Literature of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tian, Zhi-Xiong; Qiao, Jin-Bao; Xu, Guang-Li; Pang, Xiaobo; Qi, Liangliang; Ma, Wei-Yuan; Zhao, Zhen-Zhen; Duan, Jicheng; Du, Yun-Fei; Su, Peifeng; Liu, Xue-Yuan; Shu, Xing-Zhong published the artcile< Highly Enantioselective Cross-Electrophile Aryl-Alkenylation of Unactivated Alkenes>, Safety of (S)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole, the main research area is enantioselective electrophile aryl alkenylation unactivated alkene.

Enantioselective cross-electrophile reactions remain a challenging subject in metal catalysis, and with respect to data, studies have mainly focused on stereoconvergent reactions of racemic alkyl electrophiles. Here, the authors report an enantioselective cross-electrophile aryl-alkenylation reaction of unactivated alkenes. This method provides access to a number of biol. important chiral mols. such as dihydrobenzofurans, indolines, and indanes. The incorporated alkenyl group is suitable for further reactions that can increases mol. diversity and complexity. The reaction proceeds under mild conditions at room temperature, and an easily accessible chiral pyrox ligand was used to afford products with high enantioselectivity. The synthetic utility of this method is demonstrated by enabling the modification of complex mols. such as peptides, indometacin, and steroids.

Journal of the American Chemical Society published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 1416819-91-4 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, Safety of (S)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kumari, Renu; Singh, R. T. published the artcile< Studies on the effect of dielectric constants of aquo-DMF solvent- system of the solvolysis products of nicotinates>, Reference of 93-60-7, the main research area is dimethyl formamide nicotinate solvolysis dielec constant.

From the enhancement observed in ΔG* values with simultaneous decrease in the values of ΔH and ΔS* of the reaction, it is concluded that the organic co-solvent DMF (DMF) acts as entropy controller and enthalpy stimulator solvent for alkali catalyzed solvolysis of Me nicotinate. Form the evaluated values of water mols. associated with the activated complex of the reaction which are found to increase with increase in the temperature of the reaction, it is inferred that the bimol. mechanistic path is changed to unimol. in presence of the organic component (DMF) of the reaction media. The numerical value of Iso-Kinetic temperature of the reaction which comes to be nearly 287.5 (below 300) indicates that there is weak but considerable solvent-solute interaction in the aquo-DMF solvent system.

Journal of Ultra Chemistry published new progress about Activation energy. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Reference of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ismael, Aya; Gevorgyan, Ashot; Skrydstrup, Troels; Bayer, Annette published the artcile< Renewable Solvents for Palladium-Catalyzed Carbonylation Reactions>, Related Products of 93-60-7, the main research area is aryl bromide boronic acid palladium renewable solvent carbonylative coupling; ketone aryl preparation; amine aryl bromide palladium renewable solvent aminocarbonylation catalyst; amide preparation; alkoxide aryl bromide palladium renewable solvent alkoxycarbonylation catalyst; ester preparation.

Solvents constitute the largest component for many chem. processes and substitution of nonrenewable solvents is a longstanding goal for green chem. Here, we show that Pd-catalyzed carbonylative couplings, such as carbonylative cross-couplings, aminocarbonylations, and alkoxycarbonylations, can be successfully realized using renewable solvents. The present research covers not only well-established renewable solvents, such as 2-methyltetrahydrofuran (2MeTHF), limonene, and di-Me carbonate, but also recently introduced biomass-derived 1,1-diethoxyethane, isosorbide di-Me ether, eucalyptol, rose oxide, γ-terpinene, and α-pinene. The carbonylative coupling of boronic acids and aryl bromides works well in limonene. Aminocarbonylation gave excellent results in di-Me carbonate, α-pinene, and limonene, while alkoxycarbonylation was successful in 2MeTHF, α-pinene, γ-terpinene, and di-Me carbonate. The developed methods based on renewable solvents can be used for the synthesis of com. drug Trimetozine and an analog of Itopride.

Organic Process Research & Development published new progress about Alkoxycarbonylation. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Related Products of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bavetsias, Vassilios; Large, Jonathan M.; Sun, Chongbo; Bouloc, Nathalie; Kosmopoulou, Magda; Matteucci, Mizio; Wilsher, Nicola E.; Martins, Vanessa; Reynisson, Johannes; Atrash, Butrus; Faisal, Amir; Urban, Frederique; Valenti, Melanie; Brandon, Alexis de Haven; Box, Gary; Raynaud, Florence I.; Workman, Paul; Eccles, Suzanne A.; Bayliss, Richard; Blagg, Julian; Linardopoulos, Spiros; McDonald, Edward published the artcile< Imidazo[4,5-b]pyridine Derivatives As Inhibitors of Aurora Kinases: Lead Optimization Studies toward the Identification of an Orally Bioavailable Preclinical Development Candidate>, Quality Control of 188577-68-6, the main research area is imidazopyridine derivative arsenic inhibitor Aurora kinase orally bioavailable development.

Lead optimization studies using an imidazo[4,5-b]pyridinylpiperazine as the starting point led to a new class of imidazo[4,5-b]pyridine-based inhibitors of Aurora kinases that possessed the 1-benzylpiperazinyl motif at the 7-position, and displayed favorable in vitro properties. Cocrystn. of Aurora-A with a morpholinylmethylphenylimidazopyridinyl chlorobenzyl piperazine (CCT137444) provided a clear understanding into the interactions of this novel class of inhibitors with the Aurora kinases. Subsequent physicochem. property refinement by the incorporation of solubilizing groups led to the identification of 3-((4-(6-bromo-2-(4-(4-methylpiperazin-1-yl)phenyl)-3H-imidazo[4,5-b]pyridin-7-yl)piperazin-1-yl)methyl)-5-methylisoxazole (CCT137690)(I) which is a potent inhibitor of Aurora kinases (Aurora-A IC50 = 0.015±0.003 μM, Aurora-B IC50 = 0.025 μM, Aurora-C IC50 = 0.019 μM). I is highly orally bioavailable, and in in vivo efficacy studies it inhibited the growth of SW620 colon carcinoma xenografts following oral administration with no observed toxicities as defined by body weight loss.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 188577-68-6 belongs to class pyridine-derivatives, and the molecular formula is C5H4Cl2N2, Quality Control of 188577-68-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem