Month: October 2022

Podeschwa, Michael A. L.; Rossen, Kai published the artcile< Efficient Access to Methyl-1-hydroxy-2-naphthoates and Heterocyclic Analogues>, HPLC of Formula: 53636-56-9, the main research area is naphthoate hydroxy heterocyclic analog preparation; Heck coupling halobenzoate butenoate Dieckmann cyclization.

We report the synthesis of Me 1-hydroxy-2-naphthoate derivatives and heterocyclic analogs using a two-step approach. This short route employs a Heck coupling of a 2-halobenzoate with Me 3-butenoate followed by a Dieckmann cyclization, yielding the 1-hydroxynaphthalene-2-carboxylic acid derivatives in the multigram scale.

Organic Process Research & Development published new progress about Dieckmann condensation. 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, HPLC of Formula: 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Beak, Peter; Covington, Johnny B.; White, J. Matthew published the artcile< Quantitative model of solvent effects on hydroxypyridine-pyridone and mercaptopyridine-thiopyridone equilibriums: correlation with reaction-field and hydrogen-bonding effects>, Quality Control of 73018-09-4, the main research area is tautomerism pyridone hydroxypyridine; mercaptopyridone thiopyridone tautomerism; solvent effect tautomerization.

A model for the effect of reaction field and H bonding on the relative energies of protomers is applied to the equilibrium between 6-chloro-2-hydroxypyridine and 6-chloro-2-pyridone, 2-mercaptopyridine and 2-thiopyridone, 6-chloro-2-mercaptopyridine and 6-chloro-2-thiopyridone, and 4-mercaptopyridine and 4-thiopyridone in a wide range of solvents. Quant. correlation is obtained by a multivariable anal. In addition to satisfactory statistical tests of the correlation, estimates of the difference in free energies between the isomers in the vapor phase and of the dipole moment component of the reaction-field term are obtained which compare well with the available independent values. These criteria are shown to signal an unacceptable correlation for the case of 2-chloro-4-hydroxypyridine and 2-chloro-4-pyridone. The advantage of this model, which provides an understanding of the effect of mol. environment on protomeric equilibrium in terms of reasonable phys. interactions, over empirical approaches is noted.

Journal of Organic Chemistry published new progress about Free energy. 73018-09-4 belongs to class pyridine-derivatives, and the molecular formula is C5H4ClNO, Quality Control of 73018-09-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mowat, Jeffrey; Ehrmann, Alexander H. M.; Christian, Sven; Sperl, Carolyn; Menz, Stephan; Guenther, Judith; Hillig, Roman C.; Bauser, Marcus; Schwede, Wolfgang published the artcile< Identification of the Highly Active, Species Cross-Reactive Complex I Inhibitor BAY-179>, Recommanded Product: 5-Fluoropyridine-2,3-diamine, the main research area is BAY179 complex I inhibitor anticancer amide isostere.

Mitochondria are key regulators of energy supply and cell death. Generation of ATP within mitochondria occurs through oxidative phosphorylation (OXPHOS), a process which utilizes the four complexes (complex I-IV) of the electron transport chain and ATP synthase. Certain oncogenic mutations (e.g., LKB1 or mIDH) can further enhance the reliance of cancer cells on OXPHOS for their energetic requirements, rendering cells sensitive to complex I inhibition and highlighting the potential value of complex I as a therapeutic target. Herein, we describe the discovery of a potent, selective, and species cross-reactive complex I inhibitor. A high-throughput screen of the Bayer compound library followed by hit triaging and initial hit-to-lead activities led to a lead structure which was further optimized in a comprehensive lead optimization campaign. Focusing on balancing potency and metabolic stability, this program resulted in the identification of BAY-179, an excellent in vivo suitable tool with which to probe the biol. relevance of complex I inhibition in cancer indications.

ACS Medicinal Chemistry Letters published new progress about Antitumor agents. 212268-13-8 belongs to class pyridine-derivatives, and the molecular formula is C5H6FN3, Recommanded Product: 5-Fluoropyridine-2,3-diamine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kumar, Manish; Kumar, Gyanendra; Mogha, Navin Kumar; Jain, Ritu; Hussain, Firasat; Masram, Dhanraj T. published the artcile< Structure, DNA/proteins binding, docking and cytotoxicity studies of copper(II) complexes with the first quinolone drug nalidixic acid and 2,2'-dipyridylamine>, Quality Control of 366-18-7, the main research area is crystal structure copper nalidixate dipyridylamine; copper nalidixate dipyridylamine preparation DNA HSA BSA binding cytotoxicity; Copper complexes; Crystal structure; Cytotoxicity; DFT calculations; DNA and proteins binding studies; Molecular docking studies.

This work presents the synthesis, structural characterization and biol. affinity of the newly synthesized Cu(II) complexes with the 1st antibacterial quinolone drug nalidixic acid (nal) [Cu(nal)2(H2O)], (1) or N-donor ligand 2,2′-dipyridylamine (bipyam). [Cu(II)(nal)(bipyam)Cl], (2) reveals a distorted square pyramidal based geometry in Cu(II) atom confirmed by x-ray crystallog. technique. The theor. stabilities and optimized structures of the complex were obtained from DFT calculations The ability of the complexes to bind with calf thymus DNA (CT DNA) were studied by electronic absorption, fluorescence, CD, and viscosity measurements techniques. The complexes strongly interact with CT DNA via intercalative mode but complex 2 exhibits the highest affinity giving Kb = 3.91 ± 0.13 × 106, M-1. The fluorescence spectroscopy measurements show that both complexes have the superior ability to the replacement of EtBr from DNA-bound EtBr solution and bind to DNA through intercalative mode. Both complex also shows the superior affinity towards proteins with comparatively high binding constant values which were further revealed by fluorescence spectroscopy measurements. Mol. docking anal. indicates that the interaction of the complexes and proteins are stabilized by H bonding and hydrophobic interaction. Also, the results of in vitro cytotoxicity reveal that the complex 2 has excellent cytotoxicity than 1 against human breast cancer cell lines (MCF-7).

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Antitumor agents. 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Quality Control of 366-18-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Heusler, Arne; Fliege, Julian; Wagener, Tobias; Glorius, Frank published the artcile< Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines>, Synthetic Route of 93-60-7, the main research area is dihydropyridine preparation regioselective; pyridine triflic anhydride dearomatization trimethylamine borane; phenyl chloroformate pyridine dearomatization trimethylamine borane; boranes; chemoselectivity; nitrogen heterocycles; reduction; synthetic methods.

The synthesis of a broad variety of N-substituted 1,4-dihydropyridines I [R = H, 3-Me, 3,5-di-Br, etc.; R1 = Tf, CO2Ph] and 1,2-dihydropyridines II [R2 = F, Cl, CF3, Ph, SPh; R3 = H, F, trimethylsilyl] by very mild and selective reduction with amine borane was reported for the first time.

Angewandte Chemie, International Edition published new progress about Dearomatization. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Synthetic Route of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Chun; Tutkowski, Brandon; DeLuca, Ryan J.; Joyce, Leo A.; Wiest, Olaf; Sigman, Matthew S. published the artcile< Palladium-catalyzed enantioselective Heck alkenylation of trisubstituted allylic alkenols: a redox-relay strategy to construct vicinal stereocenters>, Safety of (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole, the main research area is alkenyl aldehyde ketone preparation enantioselective diastereoselective; allylic alkenol alkenyl triflate redox relay Heck palladium catalyst.

An enantioselective, redox-relay Heck alkenylation of trisubstituted allylic alkenol substrates with alkenyl triflates was developed to afford alkenyl aldehydes/ketones e.g., I. This process enabled the construction of vicinal stereocenters in high diastereo- and enantioselectivity and allowed the formation of enolizable α-carbonyl methyl-substituted stereocenters with no observed epimerization under the reported reaction conditions.

Chemical Science published new progress about Alkenals Role: SPN (Synthetic Preparation), PREP (Preparation). 1428537-19-2 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, Safety of (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhao, Zean; Liu, Jin; Kuang, Peihua; Luo, Jian; Surineni, Goverdhan; Cen, Xiaolin; Wu, Ting; Cao, Ying; Zhou, Pingzheng; Pang, Jianxin; Zhang, Qun; Chen, Jianjun published the artcile< Discovery of novel verinurad analogs as dual inhibitors of URAT1 and GLUT9 with improved Druggability for the treatment of hyperuricemia>, Recommanded Product: 4-Chloro-3-hydroxypyridine, the main research area is hyperuricemia URAT1 GLUT9 verinurad druggability pharmacokinetics oral bioavailability; Dual inhibitors; GLUT9; URAT1; Verinurad; anti-hyperuricemic.

Verinurad (RDEA3170) is a selective URAT1 inhibitor under investigation for the treatment of gout and hyperuricemia. In an effort to further improve the pharmacodynamics/pharmacokinetics of verinurad and to increase the structural diversity, we designed novel verinurad analogs by introducing a linker (e.g. aminomethyl, amino or oxygen) between the naphthalene and the pyridine ring to increase the flexibility. These compounds were synthesized and tested for their in vitro URAT1-inhibitory activity. Most compounds exhibited potent inhibitory activities against URAT1 with IC50 values ranging from 0.24 μM to 16.35 μM. Among them, compound KPH2f exhibited the highest URAT1-inhibitory activity with IC50 of 0.24 μM, comparable to that of verinurad (IC50 = 0.17 μM). KPH2f also inhibited GLUT9 with an IC50 value of 9.37 ± 7.10 μM, indicating the dual URAT1/GLUT9 targeting capability. In addition, KPH2f showed little effects on OAT1 and ABCG2, and thus was unlikely to cause OAT1/ABCG2-mediated drug-drug interactions and/or to neutralize the uricosuric effects of URAT1/GLUT9 inhibitors. Importantly, KPH2f (10 mg/kg) was equally effective in reducing serum uric acid levels and exhibited higher uricosuric effects in a mice hyperuricemia model, as compared to verinurad (10 mg/kg). Furthermore, KPH2f demonstrated favorable pharmacokinetic properties with an oral bioavailability of 30.13%, clearly better than that of verinurad (21.47%). Moreover, KPH2f presented benign safety profiles without causing hERG toxicity, cytotoxicity in vitro (lower than verinurad), and renal damage in vivo. Collectively, these results suggest that KPH2f represents a novel, safe and effective dual URAT1/GLUT9 inhibitor with improved druggabilities and is worthy of further investigation as an anti-hyperuricemic drug candidate.

European Journal of Medicinal Chemistry published new progress about ATP-binding cassette transporter ABCG2 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 96630-88-5 belongs to class pyridine-derivatives, and the molecular formula is C5H4ClNO, Recommanded Product: 4-Chloro-3-hydroxypyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Spinner, E.; White, J. C. B. published the artcile< The spectra and structures of the cations and anions of substituted 2-hydroxypyridines (1,2-dihydro-2-oxopyridines)>, COA of Formula: C6H6ClNO, the main research area is .

The ir spectra of the hydrochlorides and hexachloroantimonates of 2-hydroxy- and 2-methoxypyridines containing substituents (3-, 4-, 5-, and 6-Me; 3- and 5-halo, and 3,5-dihalo; 6-OH) and the uv spectra of the cations have been determined The former cations are 2-hydroxypyridinium ions. H-bonding by the 2-OH proton seems to be responsible for the abnormally high ir intensity of the skeletal stretching band near 1640 cm.-1, which, in the past, caused it to be mistaken for a carbonyl stretching band. The ir, uv, and, where possible, Raman spectra of the Na salts of the above substituted 2-hydroxy-pyridines have also been determined The anions seem to have normal pyridoxide structures, with the neg. charge mainly on the O atom. 24 references

Journal of the Chemical Society [Section] B: Physical Organic published new progress about IR spectra. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, COA of Formula: C6H6ClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Dabaghian, Farid; Khanavi, Mahnaz; Zarshenas, Mohammad M. published the artcile< Bioactive compounds with possible inhibitory activity of Angiotensin-Converting Enzyme-II; a gate to manage and prevent COVID-19>, Synthetic Route of 3731-53-1, the main research area is covid19 virus angiotensin converting enzyme II review.

A review. This letter to the editor looks at bioactive compounds with possible inhibitory activity of Angiotensin-Converting Enzyme-II.

Medical Hypotheses published new progress about COVID-19. 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Synthetic Route of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Song, Pinrao; Chen, Ming; Ma, Xiaodong; Xu, Lei; Liu, Tao; Zhou, Yubo; Hu, Yongzhou published the artcile< Identification of novel inhibitors of Aurora A with a 3-(pyrrolopyridin-2-yl)indazole scaffold>, Application In Synthesis of 22280-62-2, the main research area is inhibitor Aurora pyrrolopyridinylindazole scaffold; Antiproliferative agents; Aurora A inhibitors; Cell cycle profile; Pyrrolopyridin-indazoles; Selectivity.

A novel series of 3-(pyrrolopyridin-2-yl)indazole derivatives were synthesized and biol. evaluated for their anti-proliferative effects on five human cancer cell lines. As a result, all of them exhibited vigorous potency against HL60 cell line with IC50 values ranging from singe digital nanomolar to micromolar level. Besides, a majority of them displayed modest to good antiproliferative activities against the other four cell lines, including KB, SMMC-7721, HCT116, and A549. Particularly, compound 2y, as the most distinguished one in this series, demonstrated IC50 values of 8.3 nM and 1.3 nM against HL60 and HCT116 cell lines, resp. Afterwards, for exploring the mol. target, compounds2d, 2g and 2y were further selected to evaluate the inhibitory activities against a panel of kinases. Finally, they were identified to be targeting Aurora A kinase with significant selectivity over other kinases, such as CHK1, CDK2, MEK1, GSK3β, BRAF, IKKβ and PKC.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 22280-62-2 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Application In Synthesis of 22280-62-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem